3 comments/ 175180 views/ 32 favorites Lady In The House Ch. 01 By: MicheleNylons How had it come to this? I was dressed as a woman and standing in the far corner of a darkened cell on E Block of Chelmsford Correction Facility for Men, and waiting for the most dangerous inmate in the jail. How had a mild mannered, and diminutive but highly successful accountant in his 30s ended up in one the States high security prison? Well it had a lot to do with a bottle of scotch, a fast car, and a dead little girl. The magistrate decided I was to be made an example of; five years for manslaughter, no parole. How did I end up 'belonging' to Eddie McManus, the Facility's most notorious inmate? I thought back to six months ago about when I arrived at the prison. It was obvious I was grist for the mill, the inmates jeered and cat called as I walked down the centre aisle past all the cells. "Your mine sugar," "Shake that arse for me baby," and other demeaning harangues were yelled my way. I was so scared about what would happen to someone like me in here. One of the guards laughed "I'd get a big bad friend if I were you," His mate retorted "I'd get two big friends." I spent first night in Chelmsford alone in a cell, scared to death and didn't sleep a wink. The next day I was assigned a cell in the general population wing and my cellmate was 'Big Bill Stevens'. He gave me the some advice. "Mike, you need a really, really big friend or two, otherwise those lads will eat you alive. Or should I say you will spend your life eating them!" he laughed. Bill went on to explain prison life to me; how there were two types of inmates really; the hunters and the hunted. With my small stature and my soft body, unused to any physical work, I was a sitting duck for the freaks. I explained my background to Bill, about how I was a successful businessman who had the misfortune to drive home after consuming nearly a bottle of scotch. About how I didn't even remember hitting the girl. "We all have our stories to tell," said Bill, "and yours don't mean shite in here." He added callously. "However," said Bill, "there is another class of inmate. The kind like you that has a lot of money on the outside; the kind that can buy protection; the kind that can get a get a guard or two in his hip pocket. Your kind." He half laughed. And that was it, the deal was struck. Big Bill Stevens became my minder. With a liberal sprinkling of cash, which was provided by a bent guard to whom I set up a special account to access to my money outside, (and who took twenty five percent of every penny I had him withdraw); I was assigned to a larger more comfortable cell with Bill. We lived like kings; special food, special privileges, special packages from the outside containing booze, cigarettes, pornography, anything to make life more comfortable or anything that could be used for trade inside the nick. I figured it was costing me more to live in jail than it was to live the high life outside, but I was locked up for five years with no hope of release, and without Bill as my minder, a few guards in my pocket, and the influence and protection of my money, life would be hell. Then about three months ago, it all went to shit. I found out there was another class of prisoner, a very special class of inmate who was so unique that there could be only one in each jail, the kind of inmate that ate the hunters just as easily as the hunted. The kind of hard man that had nothing to lose, and was so hard the other kingpins in the nick paid him tribute and did his bidding without question. The kind of inmate who didn't need to bribe guards (although he kept them well paid anyway), because with one phone call to the outside he could have any guard's family battered or worse. The real boss of Chelmsford prison was not the Governor, It was Eddie McGuire, or actually, Mister McGuire to anyone but his closest confidants. Eddie was in for life, but Eddie still ran one of the most successful criminal gangs on the outside. Eddie wanted for nothing on the inside, the only thing he couldn't have was freedom. And now Eddie had me! Four month's ago Eddie approached me and said he was impressed with how a faggot little man like me had set myself up. He said he had no problems with the way I lived, as long as I bought my 'special concessions' from him, and as long as he got ten percent of any cash that I had smuggled inside. From the look on Bill's face I knew I had choice but to comply. I figured it was just life in the nick and what the hell I had plenty of money working for me outside. Then about a month after that I was sitting in the cell I shared with Bill wondering what was taking him so long to do the daily rounds of bribes and trading when I had an unexpected visitor. One of Eddie's minders came in to the cell and said, "Bill won't be back. In fact he ain't going anywhere any more. When the fracas is over, you get your ass down to Eddie's you little toerag." I wondered what the fuck he was on about, but next minute 2 prison officers came in and turfed me out. They searched the cell from top to bottom removing all my contraband and luxuries. "You can go back in now arsehole." One of the guards sneered. "Bill has had an accident and won't be back. You're on your own until we re-assign you to another cell. Sleep well sweetie!" The guard crooned and sauntered off. I was scared shitless but knew better than to ignore the summons to Eddie's cell. I hurried down, minder-less for the first time since my arrival. Eddie was waiting for me. He was a slim man in his fifties, but sinewy with muscle. I had heard he had choked more than one man to death with his bare hands. Eddie wasted no time explaining the situation; Bill had been withholding some of the money I was supposed to pay Eddie. Bill was now a permanent guest of the hospital and would never walk again. Bill had fucked up big time. And more importantly, Bill was my minder so I was responsible for his actions. I tried to explain the situation; that I didn't know Bill was skimming from the tribute I was supposed to pay. Eddie quickly went on to explain that he didn't give a fuck, that my girly ass belonged to him now. I was going to become his accountant, his financial adviser, and I was going to pay him for the privilege of his protection. I was moved into a cell next to Eddie that evening. What could I do? I had to have a minder otherwise I would be every hard man's toy. I complied with Eddie's wishes. I managed his funds and barter inside and I paid my tribute. After a couple of weeks I though I had nearly a better set up than before. Then some changes started to happen and at first I didn't realise how drastically they would affect me. Eddie had me organise some women's clothing be bought in. We had become sort of friendly; well as friendly as you could get as an underling; probably because a little chap like me was no threat to him. He showed me some fashion magazines that he had bought in and pointed out some skirts, blouses, suits, and lingerie. I have to say I was not suspicious at this stage, fashion mags in jail were poor mans porn that you didn't have to hide them from the guards. I had also come to find out that some of the other effeminate inmates dressed as women and performed sexual favours for money. I also knew some of the more powerful prisoners had 'wives', crossdressed men who lived with them in their cells in homosexual relationships, either for protection or because they were just queer. The guards turned a blind eye or took part of their take from the 'working girls'; either way, I wasn't really interested. I figured Eddie had me order in the clothing either to sell to the 'working girls' or he had his own 'wife' hidden away somewhere discrete in the jail. I was really puzzled at how much interest he had me show in ordering the lingerie and shoes. He took special care in selecting sizes. Together we poured over the catalogues and I feigned interest as much as I could. I agreed with him that high heels looked lovely on a nice set of legs, but were hardly practical for a crossdressed inmate to get around the jail. "You fucking nonce!" He laughed, his voice roughened from forty cigarettes a day. "She won't be wearing them around the nick, just in my cell, and mainly on my cot." He laughed again. We spent ages looking at stockings and pantyhose. He told me how much he loved nylons on a shapely leg and had me order in large quantities of fully-fashioned stockings and sheer to the waist pantyhose in many different shades. I explained to Eddie that they would cost a fortune, as even the guards who were on the pad didn't like prisoners having nylons because they were an ideal medium for suicide by hanging. One or two inmates in the past had suicided by hanging themselves with a stocking. "Just get on with the order, secretary!" he scowled. "Just fucking pay the price! Just fucking do what your told!" I hated upsetting Eddie in any way as he scared me to death, and now I leapt to my feet to make the deal with the bent guards and pay their ridiculous prices for the smuggled in lingerie and other girly items. Another thing I didn't like was that for a week or so Eddie kept calling me his 'secretary' for some reason. I figured it related in some way to me being his accountant. Then the fateful day happened. Today! I could walk around the jail with immunity now that I was 'one of Eddie's'. I had sometimes seen other inmates point to me and I overheard them referring to me as 'Eddie's new secretary'. "Oh yes, I can see what he sees in her." One 'noncer' said, which I found puzzling. It was just after dinner when I returned to my cell to find one of the prison 'wives' waiting for me. I had seen him before and knew him as Craig, one of Eddie's underlings. I only just recognised him though as he made a quite attractive and convincing woman. "Fuck off you poofter!" I shouted at him, her, It! "Don't you know who I work for!" "Oh I know darling," she cooed at me. " And Eddie said it's time. You're coming with me honey. I'm going to prepare you for him." "What the fuck are you talking about," I said. "Look honey, my name is Carmel and I work for Eddie. And you're coming with me and I'm going to show you how to transform yourself for Eddie." Carmel said calmly. "I still don't know what the fuck you are talking about." I said "Well honey is you look over your shoulder you will see 'Iron Bar' Steve. You can either be transformed by him or by me ok?" Carmel crooned. I turned around, and sure enough, there was 'Iron Bar', Eddies enforcer. He was grinning at me and slapping a piece of steel pipe in the palm of his hand. I made my decision and nodded to Carmel who led me out of my cell down into E Block. E Block was pretty much deserted and I had heard rumours that it was a part of the prison used by prisoners and guards alike for activities the general population didn't need to know about. Carmel led me into one of the bathrooms in block and turned into the small room where a big old white bath sat. It was full of steaming soapy water. "Strip and get in sugar," Carmel said. I looked around saw all manner of soaps, shampoos, razors and such. "Fuck off hag fag," I sneered at Carmel. "Steve, she wants you!" Carmel yelled out the door, and sure enough there was 'Iron Bar' with a smirk on his face, smacking his trusty pipe into the other palm. Carmel pushed her face right into mine. "You don't seem to understand do you Mike? You either do exactly as I say, which is what Eddie wants; or, I let Steve there take you for the last walk you'll ever have!" I now realised the severity of the situation but was still confused. Although enough to do exactly what Carmel said or I would have my legs broken in such a way they would never mend. I shucked off my clothes and lowered myself into the bath. Carmel threw me a loofah and said "Scrub!" So I did. Then she sat on the edge of the bath and took one of the disposable razors from a pack. I was not surprised that one of Eddie's 'girls' would access to an item that anyone else in the prison population could never get. Carmel lifted my leg and stated shaving it. I tried to pull my leg away and she held it tight, gave me a stern look, then glanced towards the door where Steve was lounging outside. I surrendered. "Watch how I do this hon," Carmel said, "you doing this shit yourself from now on." Then it dawned on me what was happening, the significance of the word 'transform'; the reason Carmel was shaving my legs. I felt numb. I couldn't comprehend why Eddie would do this to me. I was in a trance as Carmel fished shaving my legs and then the soft down on my arms. She shaved my face and rubbed moisturiser onto it. Then she led me out of the bath and dried me off. I was just like a mannequin that Carmel could move around and pose as she liked. Carmel led me to the part of the bathroom that had about ten sinks and mirrors lined up along the wall. It wasn't until later that I took notice that the usual stainless steel mirrors had been replaced with glass and that each of the mirrors had a bright light over it. One of the sinks had a high stool set up in front of it and Carmel sat me on it. "Now pay attention honey, you need to learn how to do this," she said. I noticed that on the shelf below the mirror was a large assortment of makeup. Carmel took a damp sponge and applied generous amounts of foundation to my face, cooing at how lovely my skin was and that I didn't need to use 'dermablend' or other such heavy-duty foundation. After she had applied the foundation to my face and neck she picked up brush and applied a slightly lighter coloured powder to set my face. She rouged my cheeks, accenting my high feminine cheekbones. She fussed around my eyes applying liberal amounts of eyeshadow, eyeliner, and mascara. She then finished with another light dusting of powder. All the time Carmel was explaining to me how I would need to learn how to apply my own makeup. I was still too dazed to really accept what was happening. The final touch was the application of a bright red nail polish to my toe and fingernails. Then Carmel reached under the sink and opened a cupboard. She pulled out three wigs sitting on wig stands and I noticed there were a lot more in there. Carmel looked at me seriously for awhile then selected a blonde bob and pilled it on my head. She turned me towards the mirror and made some adjustments. I was shocked as I looked at myself; I looked stunning. I couldn't believe the transformation to my face. I looked like a sexy, mid thirties, over made-up, slut. "You like?" Carmel smiled at me. "I look like a fucking woman!" I shrieked. "Well that's the idea stupid," Carmel Laughed. "Follow me." I followed her out of the bathroom, stark naked and with my face made up to look like a whore. 'Iron Bar' Steve followed at a menacing distance. Carmel led me into a cell in a set of six on the next level up. The five others around it were all deserted but the cots were made up with what looked like satin sheets and comforters. "This is your workroom honey, hope you like it," Carmel said as she led me inside the cell. I couldn't believe it, the oversized cot was made up with satin sheets and a full sized wardrobe was open and hanging there were the clothes that Eddie had made me help him pick out. Four pairs of different coloured high heels were arranged on the bottom of the wardrobe and in the drawers that were pulled open was the lingerie Eddie had spent so much time selecting with me. Now I knew why! Carmel led me over to the bed and sat me down. "Well I guess I better show you how to dress too," she said. "Eddie was quite specific about what you were to wear for him tonight." Carmel selected a pair of shiny, sheer to the waist taupe pantyhose and rolled them up my legs. She stood me up and showed me how to pull them tight around my arse. The nylon felt cool and slippery on my legs, not unpleasant. I had always loved to run my hands up a nyloned thigh but had never imagined what it would be like to wears them. I nearly died when Carmel put her hands inside the gusset of the hose and grabbed my cock and pushed back between my legs. The tight nylon held it snugly against my ass. "There," Carmel said, "lets get that little thing out of the way shall we?" she laughed. I heard Steve laugh at the door and realised to my humiliation that he was watching the proceedings. Next Carmel pulled a pair of silky nylon peach coloured full cut panties from the drawer with a matching bra. "Here," she said, handing me the panties, "put these on while I get the breastforms". I didn't know what the fuck she was talking about, Breastforms? I slid into the panties, the silky nylon of the panties created little electric shocks of pleasure as they rubbed against the sheer nylons as they slid up my legs. Carmel turned around and was holding two perfectly formed small breasts, one in each hand. She put them down and put the bra on me then placed each of the plastic breasts in each cup. "There is some adhesive in the dresser draw that has instructions on how to adhere the breastforms to your chest. You can learn to do that later. The way I'm dressing you tonight it won't matter you just need the shape." Carmel said, sounding serious about subject totally alien to me. I was still in shock as to what was happening to me when Carmel sat me down again and lifted my feet one by one and placed a back shiny high heel on each one. She pulled out a little jewellery box from out of a draw in the base of the oversize cot. "For fuck sake keep this locked away from now on and never lend your jewellery to any of the other girls." Carmel said very seriously. 'My jewellery!' 'Other girls!' 'My workroom!' What the fuck is happening to me I wanted to scream. I kept my cool though, I realised I had no choice but to succumb to the ministrations of this freak man/women who was dressing me or have 'Iron Bar' Steve cripple me for life. One I saw Eddie I knew I could convince him that he had his little joke and that I would make up for what ever mistake I had made as soon as I got back to work as his finance manager, back in the general population of the jail. Carmel selected a simple gold ankle chain and fastened it around my slim ankle. The gold twinkled in the light against the sheen of the sheer nylon. Carmel put two gold bands around my right wrist, and a simple but elegant, gold ladies watch on my left. She placed another simple gold chain around my neck, for which hung a black onyx stone set in gold. She clipped matching earrings to my ears. "We'll pierce your ears tomorrow hon," she said humming away as she worked. Like fuck you will, I though to myself. Next Carmel had me stand and I teetered on the high heels, steadying myself by holding on to her. She smiled, "You'll soon get used to them." I thought again, like fuck I would because after tonight I'll never need to wear them. Eddie will see this is a mistake. Carmel selected a satin waist-cincher that matched my bra and panties and pulled it tight around my waist. My already un-masculine body was now positively effeminate. My smooth long legs enhanced by the sheer hose, my arse had been pushed out slightly by the squeeze of the cincher, my false tits that just proportional to my small build, and my little waist. I looked like a well looked after thirty-year-old woman. Next Carmel took a cream coloured silk blouse and pulled it up my arms and buttoned up the front. It was open down to the second button and showed a hint of my peach bra. Next she had me step into a peach nylon half slip, that again matched my bra and panties. It too gave me little electric shocks of pleasure as it slid up my nyloned legs. Carmel reached into the wardrobe and pulled out a hanger on which there was a bark blue women's business suit. I remember Eddie picking it out of a catalogue and wondered at the time why his 'working girls' would need something so sophisticated. But along with nurse's uniforms and other fetish clothing I figured it was just to pander to some expensive punter's peccadilloes. Lady In The House Ch. 01 Carmel had me step into the skirt and pulled it up my legs and fastened it around my waist. She straightened my blouse, ensuring it was tucked in and then surprised me as reached under the skirt and pulled the half-slip that had become rucked up when I donned the skirt. I got another of those little electric shocks of pleasure form her hands straightening the slip and touching my stocking legs. I looked down and was surprised to see a pair of sexy pantyhosed legs showing from below the hem of a navy blue skirt that was six inches above my knee. Attached to those legs were a pair of sexy nylon encased feet, the red toenails showing though the gossamer nylon. Around one slim ankle a gold bracelet reflected a glint of light. Finally Carmel helped me into the matching jacket and led me over to a full-length mirror that was attached to the wardrobe door. I was amazed! Staring back at me was a gorgeous woman in her mid thirties. Her bottle – blonde hair and over made-up face atop the cream blouse and navy blue power suit made her look sophisticated but strumpet like. Carmel spun me around so I could see my side and rear. My ass stuck out provocatively and stretched the material of the skirt taught against my arse. It was forced that way by the pull of cincher and stance I had to adopt to remain on feet in the high heels. The rear of the skirt had a small split that showed about another six inches of the back of my nyloned thighs. Just then I saw hand reflected in the mirror as it grabbed my arse. It was Steve. "You look great," he growled as he pawed my arse and legs. "Get the fuck off her Steve or I'll tell Eddie," Carmel screamed smacking Steve's hand away. Steve retired to the door sheepishly. "You know Eddie always gets them first!" she yelled after him. Then the full light of the situation dawned on me. As I looked at the reflection of the trampy woman in the business suit I realised she looked just like a caricature of the 'sexy secretaries' I had seen posing in porn magazines just before they stripped off their clothes, page by page. Now I knew why Eddie had called me his secretary! Oh my god! He had been planning this for weeks, having me help him pick out clothes, obviously getting his 'girls' to find out my sizes for clothes and shoes. And now I had no choice but to be Eddie's 'sexy secretary' or suffer an agonising beating and the loss of my limbs! "Mike, now you are Michele, you look beautiful. I hope you enjoy your first time as much as I did," said Carmel as she slid past me and out the door. And that is how I became to be dressed as a woman and standing in the far corner of a darkened cell on E Block of Chelmsford Correction Facility for Men, and waiting for the most dangerous inmate in the jail. To be continued... Lady In The House Ch. 02 From Part I Then the full light of the situation dawned on me. As I looked at the reflection of the trampy woman in the business suit I realised she looked just like a caricature of the 'sexy secretaries' I had seen posing in porn magazines just before they stripped off their clothes, page by page. Now I knew why Eddie had called me his secretary! Oh my god! He had been planning this for weeks, having me help him pick out clothes, obviously getting his 'girls' to find out my sizes for clothes and shoes. And now I had no choice but to be Eddie's 'sexy secretary' or suffer an agonising beating and the loss of my limbs! "Mike, now you are Michele, you look beautiful! I hope you enjoy your first time as much as I did," said Carmel as she slid past me and out the door. And that is how I became to be dressed as a woman and standing in the far corner of a darkened cell on E Block of Chelmsford Correction Facility for Men, and waiting for the most dangerous inmate in the jail. Part II "She's all yours Eddie. She looks beautiful." I heard Carmel say as 'she' disappeared down the corridor, her high heels clicking on the tiled floor. Eddie appeared at the door to the cell, he stepped inside and closed the door behind him. "So what do you think of the little nest I have here for you 'secretary bird'," he asked sarcastically. "Eddie, what's going on, what's all this about," I implored. "Well if you haven't figured it out by now hun, you are a lot dumber than I thought. I needed a secretary, but not just to be my accountant, I need a 'Girl Friday' who can help run my business and take dictation; emphasis on the DICK," he smirked. "I recognised your potential early, so now I have made you into Michele, my secretary, confidant, and soon to be my personal assistant. Very fucking personal if you know what I mean!" Eddie stepped towards me. He was dressed in a pair of light tan linen pants, a smoking jacket, and expensive looking moccasin slippers adorned his feet. "You look beautiful hun, just what I was hoping for; come here," he whispered hoarsely and reached out to pull me to him. I immediately tried to step back out of his reach but he gripped my forearm and pulled me forward. As he did his other hand came up and slapped me soundly across the face. It was what the inmates referred to as a 'bitch slap', and it really stung. My eyes started to water. Eddie took a handkerchief out of his pocket and put it to my teary eyes. "Now Michele, don't cry; I would hate to ruin all the hard work that Carmel did with your makeup," he said. "Just behave yourself and there will be no more pain." He lifted my chin and looked deeply into my eyes. "God your just fucking beautiful," he whispered and put his arms around me. Eddie embraced me, locking his strong arms around me. His faced moved forward and I sensed he was about to kiss me. My involuntary action was to move back. His right hand came up again and was held out flat near my face, ready to slap me again. I forced myself to stay still. He enclosed me in his arms again and this time his lips came down on mine. It was the strangest feeling, I could feel the slight rasp of afternoon shadow on his face, smell the faint scent of his aftershave and the press of his thick lips against mine. He pushed his tongue into my mouth and I could taste my lipstick mingled with his mouthwash. His tongue started to explore my mouth and he pulled me even closer. I forced myself not to back away, rather I became limp. I knew there was no way out of my current predicament without extreme pain and punishment. Even then Eddie would take what he wanted from me. I tried to clear my head and just endure what was happening to me without further antagonising him. Eddie was now kissing me passionately, his lips pressed hard against mine, his tongue exploring under mine then slowly working its way around my mouth, flicking and probing. His body was hard against me and I felt a hand slide down my back and come to rest on my buttock. He rubbed his hand there, the material of my dress and half-slip whispered against the smooth nylon of my panties and hose. "Mmmm," Eddie whimpered, his lips still against mine. He lifted his face and looked at me again. I realised he was not looking at another man, but a gorgeous woman in her mid thirties, her hair styled in a bottle – blonde bob and wearing thick makeup, rouged cheeks and plum red pouting lips. "God I just have to have you hun, my lovely little secretary bird; this is just how I imagined it would be!" Eddie started kissing me again and I felt his other hand slide down so that he had both of my buttocks in his grip. I felt him lift up the hem of my business suit skirt and caress the material of my half-slip. His hands worked in a circular motion in time with his tongue, rubbing the silky slip against my tight pantied buttocks. I was so shocked that it took me a while to realise that he was also gyrating his hips against mine; pulling my lower half against his as his passion intensified. I commanded myself not to move, to just take what was coming; it couldn't be worse than a beating or broken legs! Then I felt it, I went from being a limp rag doll and tensed up, almost pulling myself away. Using the utmost self-control I forced myself to go limp again in his arms and allow him to ply my body against his. What I felt was a long iron bar that could only be an erection pushing against my stomach. I could feel it though the material of his slacks and my skirt. Eddie was gyrating against me now, his tongue working feverishly in my mouth, his lips crushing mine. The hands on my ass gripped my buttocks and pushed my lower body harder against him. He was 'dry humping' me I realised; pushing his erect member against me through our clothes. I heard and felt a deep humming from his throat and he was breathing heavily in and out of his nose as he continued to kiss me deeply. Eddie suddenly stopped pushing on my buttocks and I felt a hand leave my ass, glide across my hip then move between us. He fumbled there, his hand between my navy blue skirt and his loose tan linen pants. My god I knew what he was doing! And then I felt the fruits of his efforts down there. Eddie had freed his erect penis from the confines of his pants and it was now like a hard iron bar between us. His hand flew back to my ass and he again rucked up my skirt and used both hands to caress my buttocks through the slip as he pulled me back against him. He ground himself against me, his cock hard against my lower abdomen. I could feel the girth of it though the layers of skirt, slip, panties and pantyhose. I concentrated harder on not panicking and just allowing Eddie to do as he wanted; surely this would be over soon. Eddies kisses had now become a hard insistent invasion of my mouth; every few seconds he had to break to take a breath; I could feel my lipstick smeared over my lips and over my teeth. During these little gasps for breath he would pant, "Yes! oh yes baby! so good! so good!!!" "Gotta do it soon! gotta do it soon!!!" Eddie again removed a hand and fumbled around down there between us. This time I felt him lift my skirt up completely so it was rucked up around my waist. He lifted me up and forced me to my toes, my heels left the ground and I fell further against him, my face now level with his as I balanced in the awkward high heels that I had never worn before. Eddie struggled with his erection and I felt him push it down then release it so it sprag forward whilst at the same time he pushed our lower extremities together. His cock was now wedged between my legs, hard against my crotch and encased in the silky sheer material of my half-slip. "Oh my god!" Eddie groaned and began his hard circular humping against me yet again. He got into rhythm, dry fucking me in time to his feverish kisses; slowly circling his manhood he had trapped between us. Eddie tugged hard on my slip and I felt it start to drag down my thighs until it was around the tops of my knees. Now I could feel his turgid penis trapped between my pantied crotch and gossamer hosed thighs. Eddie was pushing up now as he thrusted, fucking the silken trap made by my pantyhosed thighs and nylon pantied crotch. I could feel the head of his penis rubbing itself along mine through my panties. My penis was still held in place tight between my legs by the gusset of my pantyhose. Eddie had just what he wished for I guess. His slutty secretary forced to stand tiptoe in shiny black heels, her silken pantyhosed legs circled by her pretty peach half-slip just above her knees. Her dress rucked around her waist, her blonde bobbed hair framing a heavily made-up face that was locked to his in a powerful stream of kisses. The big strong man held his sweet secretary in his tight embrace, sliding his tumescent member between her thighs, the gossamer of her hose and silken sheen of her panties serving to provide little electric shocks of pleasure through his body. I felt Eddie quicken his pace and his cock begin to throb. He pushed against me harder and he held me so tight I though he would squeeze the breath out of me. His tongue was now a wild wet animal, thrashing in my mouth, fluttering and exploring every crevice. Both his hands gripped my buttocks squeezing them roughly through the gauzy nylon panties and pushing me forward and back to the rhythm of his thrusts. Then he groaned and gripped my ass so tight that I felt the nylon panties tear and his fingers burst through and bury themselves into the gusset of my pantyhose. He forced me against him as hard as could and I felt his penis begin to pulse and throb. Hot wet fluid suddenly soaked the tops of my thighs and the crotch of my panties. I felt stream after stream of his creamy seed shoot against my silken hosed thighs and being to slowly run down my legs. My crotch was soaked with hot sticky liquid and as I struggled to breathe I could smell the salty, slightly swampy smell that is associated with fresh semen. Eddie had ejaculated against me. He slowed down his thrusts and slightly eased his grip on me. His spend had now invaded the layers of panty and hose and I could feel it warm and milky against my penis. Eddie's hands slid up my body to my shoulders and he gently eased me back and lowered me to my feet. He looked down, pulled up my half-slip and smoothed down my dark blue skirt, the hem coming to rest against my sticky thighs. Then he did something that summarised in my mind how used I felt; he took a handful of my skirt and wiped his slowly deflating penis on it; the globs of semen and silvery seminal fluid staining the dark material as he cleaned himself on me. "Not bad Michele," he chuckled, "Now clean yourself up sweetheart, you look a complete fucking Mess." To be continued... Lady In The House Ch. 03 Hot wet fluid suddenly soaked the tops of my thighs and the crotch of my panties. I felt stream after stream of his creamy seed shoot against my silken hosed thighs and being to slowly run down my legs. My crotch was soaked with hot sticky liquid and as I struggled to breathe I could smell the salty, slightly swampy smell that is associated with fresh semen. Eddie had ejaculated against me. He slowed down his thrusts and slightly eased his grip on me. His spend had now invaded the layers of my panty and pantyhose and I could feel it warm and milky against my penis. Eddie's hands slid up my body to my shoulders and he gently eased me back and lowered me to my feet. He looked down, pulled up my half-slip and smoothed down my dark blue skirt, the hem coming to rest against my sticky thighs. Then he did something that summarised in my mind how used I felt; he took a handful of my skirt and wiped his slowly deflating penis on it; the globs of semen and silvery seminal fluid staining the dark material as he cleaned himself on me. "Not bad Michele," he chuckled, "Now clean yourself up sweetheart, you look a complete fucking Mess." Part III Carmel appeared as if from nowhere and took me by the hand. I was so shocked at what had happened that I just followed her instinctively, as I passed Eddie, clattering on my high heels, he reached out and spanked my arse. "Have her ready in half an hour Carmel, I haven't finished with her tonight; not by a long shot." "Oh, and tell Steve he can use for ten but he's not to fuck her, ok." Eddie bellowed down the corridor. "Of course Eddie, you want the secretary thing again or you want her ready for bed?" Carmel asked. "I think I'll have her fully dressed again; stockings this time though, I don't want to have to rip any more pantyhose to get what I want ok!" Eddie answered. "Sure honey, I know what you like, she'll be ready for you in half an hour." "And don't forget to tell Steve he can't fuck her, I don't want slops." "Of course Eddie," Carmel smiled sweetly at Eddie, "Now come along Michele lets get you cleaned up honey," Carmel whispered dragging me down the corridor towards the bathroom on E Block. "What's he on about?" I asked Carmel as we went into the bathroom and she led me to the sinks. "Eddie is going to use you until you bore him, then you are going to be just one of us girls; a common prostitute hawking your pretty arse for Eddie; making him money and occasionally making him come." She sneered at me. "Just get used to it; learn to like it!" "Learn to like it!" I scoffed. "Learn to like being dressed as woman and used by these poofters in this jail; you're fucking joking! I hurled at her. Then I felt an enormous slap across my backside; the pain was excruciating. "Oh god!" I moaned. "No not god, just little old iron-bar Steve. Fucking hurts don't it; my steel bar crashing against your arse like that?" "So you think I'm a 'poofter'; well I've got a another steel bar right here in my jeans honey and you've got about ten minutes to take care of it!" It was Eddie's enforcer Steve, undoubtably he had heard Eddie say he could use me briefly and was wasting no time coming to claim his prize. I realised at once that fighting him would be futile and decided to let him take what he wanted. I had heard Eddie say he couldn't fuck me so I figured the best defence was attack. If I excited him enough maybe I could get him to orgasm against me just like Eddie had done. That was humiliating enough but I didn't want to consider any alternative. I turned around and forced myself to move towards Steve and embrace him. I rubbed one nyloned thigh against his leg and reached up and kissed him. His breath was atrocious, I forced myself not to gag and pushed my tongue into his mouth and gave him a long kiss. "Steve honey, you don't have to use that bar on me; lets just take care of the bar I can feel throbbing in the front of your jeans," I whimpered in what I hoped was a sexy parody of a seductive female. "Oh but you don't understand Michele," he sneered, "its more fun to take what I want!" Steve pulled me roughly to him and locked his lips on mine. At the same time his hand went to my skirt and yanked it up around my waist. He twisted his hands in the nylon of my slip and yanked it down around my knees and ground his body against mine. I felt his hard member pushing against me though the rough denim of his jeans. Then Steve pushed me away to arm's length. "Drop the skirt bitch'" he hissed. "What?" I answered not understanding quite what was going on. 'SLAP'! My head exploded with the force of the slap to my face; I thought my head had been knocked off. "Don't you fucking mark her!" Carmel warned Steve. "Well you tell that bitch, I ain't half as nice as Eddie so she better just take what's coming ok," Steve hissed at Carmel. "Ok Steve, I think she gets it!" Carmel retorted. "Well let's just make sure," Steve answered and then punched me in the stomach. I doubled over in pain completely winded. "Right I'm wasting time, no more talk; just action. I tell you what to do and you do it bitch ok?" I nodded as best I could, my face was on fire from the slap and I still couldn't breath. "Skirt!" Steve demanded. I put my hands to the waistband of my skirt and tugged it down around my ankles then stepped out of it along with my slip. "Now my jeans!" I stepped forward and tugged at Steve's belt. "On you your fucking knees you stupid cunt!" Steve bellowed and brutally pushed me down. Now my face was level with Steve's crotch and I reached out and undid his belt. I noticed again my manicured painted nails as I eased the zip of his fly down and snapped the button at the top of his jeans. As I eased the jeans down his legs a fetid aroma assaulted my nose and I noticed his putrid underwear. "Stand!" Steve ordered. I stood, tottering on my heels trying to recover my breath. Steve grabbed me and forced himself against me pushing his tongue deep into my mouth and pushing his hips against me. Carmel looked on at Michele; this attractive petite woman in heavy ruined makeup, dressed in her blouse and jacket but without her skirt, wearing torn and laddered hose and panties was teetering on her stylish black pumps as this jailhouse hooligan with fetid breath and stained boxers ravaged her. I felt Steve reach between up and knew what he was up to. He was freeing his penis from his underwear as Eddie had done. I was still determined to get this over with as soon as possible and seized the initiative. As soon as I felt Steve's erect member against me I reached down and gently held it. I had never held another man's penis before and it felt tactile and spongy, I could feel the thick veins running along it. It also felt slick and warm. I commenced a slow stroking motion, easing my hand along the shaft and circling the enormous head. The cock was so thick that I couldn't grip its full girth in my hand. Steve groaned, "Oh yeah bitch, you know what daddy likes." He pushed me back slightly so he could see my painted nails trailing along his shaft as I wanked him. A thin thread of shimmering clear pre-come ran from the purple head of his penis across to my gauzy nyloned thigh. Steve reached out and rubbed my pantyhose thighs and then worked his way up to my panties. I stiffened as I felt his hand go inside my panties and begin to fumble about. I forced myself to relax otherwise I knew Steve would belt me again. Steve eventually found my thin soft cock nestled in the crotch of the sheer nylon panties and he began to free it from its little nylon prison. I concentrated on slowly masturbating him to the best of my first-time ability. I gripped his member tightly and slowly squeezing and stroking as I worked my hand up and down his penis. He must be enjoying it I though, because he was just staring at my hand wanking him while one of his hands stroked my nyloned thighs and pantied crotch. As his other hand had finally freed my member, he began to squeeze it harder and harder. I just concentrated on getting this over with as soon as possible, the feel of his hand on my penis was vile. I decided to move things along and pushed myself against him stroking his cock with firmer faster strokes. I lifted my head and kissed him, gently sliding my tongue along his gums and exploring his mouth, blocking out the awful taste of his breath. I guided his member against my pantyhosed thigh and rubbed it there, the underside of his cock with all those nerve endings rasping against the diaphanous nylon as my painted fingernails gently raked the top of his turgid cock. I began to pump my leg up and down so that he was dry fucking me, similar to what Eddie had done. With my fingers stroking and squeezing in time with my humping leg I was hoping he would soon climax. He was groaning now and breathing heavy; his fetid breath puffing in my mouth. Combined with the meaty stench coming from his crotch I was ready to gag but kept control and tried harder to please him, kissing him deeper and stroking him harder. Then he suddenly grabbed me by the shoulders and threw me back away from him. I stumbled back on my heels and my back crashed into one of the sinks, winding me again. "Oh no you fucking bitch! You fucking cunt! I know what you're up to!" Steve roared. "You're trying to get to come like this ain't you?" "Well I ain't going to come in Eddie's leftovers. Get back here!" I moved forward towards Steve warily. This parody of a secretary in a blonde wig, come-soaked and torn hose and panties, tottering on shiny black heels, dressed from the waist up in blouse and business jacket. What a sight! Steve reached out and put his hands on my shoulders and pulled me to him. He kissed me deeply, forcing his tongue deep in my mouth. Then he eased his hands up to my shoulders and commenced to push me down. 'Oh God! I know what he wants,' I thought. I dropped to my knees on the cold tiled bathroom floor and stared eye level at Steve's disgusting throbbing penis. He grabbed my head in both hands and pushed it forward so that the head of his cock was between my lipstick lips. He kept pushing but I couldn't open my mouth. The smell coming from his loins was fetid and I was sure that monstrous member would make me gag and vomit.. SLAP! I saw stars and the ringing in my ears blocked all other sounds. I started to cry and as I did Steve grabbed my head in both his hands and pushed his hard, throbbing cock into my mouth. "You take this bitch, and don't bite or you're fucking dead!" Steve fumed. He pushed the filthy thing into my mouth until he felt me start to gag and then commenced raping my face. That's the only way I can describe what he was doing to me. He held my head and raped it! He thrust his filthy, foul tasting, pulsing, penis in and out of my mouth. Besides the cheesy rancid taste there was also a sweet salty taste that I knew to be pre-come. My gag reflex was suppressed as long as he didn't drive his cock too deep into my throat, but it was so huge I couldn't breath. Then I sensed Carmen beside me. "Breath through you nose hun, breath your nose. He won't be long, I can tell he's nearly there." Steve tightened his grip on my head and slammed me back and forth against his cock. He pulled me back until just my lips circled his plum coloured knob; then drove me against him as he thrust forward, forcing his turgid meat into my mouth. As a reflex I moved my tongue around the shaft and sensed his enjoyment. I was hoping he would come soon as every time his cockhead hit the back of my throat I had to gag. Then I realised the sick bastard was getting pleasure out of my gagging. Now he increased his attack on my virgin mouth and I tasted more and more of his pre-seminal fluid. He was groaning and panting. "Yeah bitch, I'm coming whore, take this!" He slammed forward hard and pushed my face into his groin and held it with two hands at the back of my head. His penis throbbed and erupted in my mouth and I felt the hot salty taste of his seed as it exploded from his glans. I started to gag and tried to force myself free as his semen flooded my mouth and slid down my throat. "Take it bitch, take it!" Steve howled in his orgasm. "OH Yeah baby, on your face yes! On your face!" Steve pulled my face out his groin and held it close to his crotch with one hand; with the other he rubbed his still ejaculating penis all over my face. His ejaculate shot across my cheeks and landed on my eyelashes, a string of hot semen running across my face. Another spurt shot against my lips and up my nose. I felt stream after stream of semen scald my face and start to run down my neck. The thick gobbets of milky come smeared my cheeks, nose and lips. Looking out my eyes I could hardly see because of the ropes of hot come across my eyelids and lashes. Steve's orgasm started to subside and he continued to rub his cock all over my face. He smeared his spend all over me, it combined with my lipstick and makeup to make a hot sticky film that covered my face. Steve stepped back and looked down at me, on my knees, may face covered in come, my clothes a mess and makeup mixed with semen, caking my face. He reached out and grabbed a hand-full of my blonde hair and wiped his cock clean in it. "Get this useless bitch cleaned up and dressed for Eddie; her night's only just started!" Steve sneered at Carmen as he turned his back and walked away zipping up his fly. To be continued…………………… Lady In The House Ch. 04 From Part III Steve's orgasm started to subside and he continued to rub his cock all over my face. He smeared his spend all over me, it combined with my lipstick and makeup to make a hot sticky film that covered my face. Steve stepped back and looked down at me, on my knees, may face covered in come, my clothes a mess and makeup mixed with semen, caking my face. He reached out and grabbed a hand-full of my blonde hair and wiped his cock clean in it. "Get this useless bitch cleaned up and dressed for Eddie; her night's only just started!" Steve sneered at Carmen as he turned his back and walked away zipping up his fly. Part IV Fifteen minutes later I was back in the cell Carmel had described as my 'work room'. She had cleaned me up in the shower and led me back here, dressed me, and was now putting the finishing touches to my makeup. I was in daze; Eddie coming against my crotch and thighs was one thing, but 'Iron-bar' Steve's brutal rape of my mouth and then the humiliation of him ejaculating over my face had left me blank and bewildered. I had followed Carmel like a drone and let her take care of me and prepare me for my next encounter with Eddie. Now she was getting angry. "Oh for fuck sake pay attention hun; I can't be doing your makeup for you every day, from tomorrow on your on your own!" she scolded. She had selected my clothes and dressed me again but had to constantly remind me to watch what she was doing as I would need to dress myself in future. She dressed me like a whore! After making up my face with heavy foundation, powder and blush, she had applied three different hues of eyeshadow ranging from frosty pink to mauve purple on my eyelids, working up to my plucked brows which she had highlighted. She applied lashings of mascara to my full lashes and finished with ruby red lipstick. She put on three coats and made me bite down on a tissue between each application to set the lipstick. "This will stay on even during the most serious blow job she laughed," when she was done. Next she had me put on a red nylon and lace garter belt. (Again I had vague recollections of helping Eddie select this item amongst the range of lingerie he ordered for his 'working-girls', as he referred to his transvestite prostitutes, who created a large part of income in the jail.) Carmel attached black, sheer, fully-fashioned nylons to the garter clips. As she smoothed them up my legs the electric spark of nylon on my legs bought me out of my daze long enough to admire my well-formed legs in the reinforced heel and toe nylons; the back-seam ran up to the gauzy reinforced stocking top cinched in the garter clip. Again she fastened a gold chain around my slim ankle and had me step into a pair of shiny black, patent leather, open-toe sandals which had to be the highest heels I had ever seen. When I remarked I would never be able to walk in them Carmel laughed and said, "What the fuck makes you thing Eddie even wants you on your feet tonight sugar; you'll be just fine on your back!" Carmel pulled a pair of black see-through nylon panties up my legs and gave my arse a squeeze as she adjusted them on my hips with their high cut sides showing my upper thighs. She pushed my flaccid penis between my legs and hid it away, tucked under the gusset of my panties. She had me put on a red lacy bra to match the garter belt, again showing me how to adjust the breastforms just right. Over this ensemble she helped me into a purple cape of shimmering satin with long flowing sleeves, it buttoned only at my neck and came down to mid calf. She touched up my red nail polish and led me on shaky heels to the mirror. Carmel had arranged on my head a long black wig with red highlights. My hair was dead straight, "Morticia Addams" style, and as I looked in the mirror I looked like some cheap Goth whore. The cape was open at the front displaying my lingerie clad body and the ultra-high heels caused my arse to push out and forced me to adjust my posture like a street walker strutting her stuff. Carmel led me over to the bed and sat down next to me. "Now Michele, you know what's coming so I won't pretend like its going to be nice the first time it happens. My advice is to get Eddie good and randy; the more excited he is, the sooner he will come hun." "Under the pillow there is a tube of lubricant, if you get the chance use it; it will make things a lot easier on you babe." "Now I know you don't believe all this is happening to you, but it is. There is nothing you can do about it; the only other alternative is not worth thinking about; you don't wanna spend the rest of your life in a wheelchair doing Eddie's books." "Believe me Michele you will either grow to like this life; or you will grow to tolerate it, but there ain't nothing else in your future while you are in this prison." Carmel left me with these fateful words while I sat and waited for Eddie McManus, the most ruthless man in Chelmsford prison. The man who had only an hour before forced himself against me and orgasmed against my body, then gave me to his underling who orally raped me and ejaculated over my face. The man who was about to sodomise me, then put me to work as a transvestite prostitute for use by the scum, the guards, or anyone who could afford the price. I made a futile effort to try and work out in my mind how often Eddies 'girls' were used. As his 'secretary' and bookkeeper I knew how much profit he made from his crossdressed whores but had no idea how many he had or how much they charged. It was a useless exercise but it kept my mind off the inevitable fate about to befall me. I felt a hand slide up my thigh and I jumped about a metre in the air. "Fuck!" I cried in hoarse whisper. "Well yes please honey; you sure look like you need it 'Secretary bird', you're dressed just like that's what you need; a good fucking!" Eddie laughed. "Oh sorry Eddie, I didn't realise you had come in." I offered in a conciliatory tone. "Oh fuck the small talk Michele, I've got my second wind now; I just loved watching what Steve did to you in the shower block; it's got me hot as hell!" "You........ you saw!!!" I whispered. "Oh yes honey, I saw. Your plump red lips looked really good clamped around Steve's big cock; you've just got to learn to swallow girl, then you won't get that yucky mess on your face." "Of course some of your future customers like to see a pretty girl with come on her face, its adds to their pleasure and puts snotty 'Secretaries' in their place. Imagine how many of your new customers are going to be guys that you treated without the courtesy and respect they have come to expect. When you were my number one confidant you had my protection, but now you are just another prostitute. I think some of them will pay nicely to see you humiliated." Eddie stated matter of factly; cruelly! "Anyway enough small talk," Eddie pulled me to him roughly. I was prepared this time, rather than fight him or become pliant in his arms I responded. As his tongue invaded my mouth I pushed mine into his and commenced a passionate kiss. I made my mind go blank and remembered what Carmel had advised me, 'get him aroused and he will come sooner'. Eddie's hand went straight to my thigh and he stroked the cool sleek satin cape over my stockinged thigh. He obviously liked the feeling because he stated to grunt as he continued to kiss me. He pushed me back on the bed and straddled me, all the time keeping his lips locked on mine as he grunted and snuffled like a pig. Eddie was now running his hand up and down my stocking legs working his way from my ankles up to my thigh as he pulled my legs up and bent my knees so that my enormous heels were flat on the bed pulled up close to my buttocks. Eddie now ran his ran over my panties and reached into the gusset and found my flaccid penis tucked away. He pulled it free and rubbed his hand over it through the gossamer of the light clingy nylon. I shuddered. "Oh don't be shy Michele; some men won't even kiss you before they fuck you in here; at least I'm giving you some foreplay," Eddie chuckled then again attacked my mouth with his. He took my hand and bought it up to his shorts, he was only wearing his smoking jacket over them, the light pants he had been wearing earlier had obviously been discarded. He put my hand against the front of his jockey shorts and I felt the heated bulge of his package. I remembered how Steve had reacted when I masturbated him; the first time I had touched another man's penis, and I used the same technique on Eddie. I dragged the back of my hand over the bulge so that my fingernails dragged agonisingly slow over his tumescent erection. Then I feathered my fingers back down his member, softly fluttering them against the rigid pole. Eddie groaned and broke the kiss so he could look down at my painted red nails running up and down across his sac and his rampant member which was straining against the light material of his shorts. I now made a clinical decision to increase the tempo of this foreplay to excite Eddie further so that when he eventually sodomised me he would hopefully be ready to climax quickly. Maybe if I was lucky I could just get him to come against me again before he could rape me! I reached into Eddie's shorts and gently stroked his scrotal sac using my fingernails to lightly scrape against the puckered sensitive skin. Eddie groaned and began to kiss me passionately again and with my free hand I stroked his face and ran my fingers through his hair. I circled the girth of his erect member and started a slow feathery stroking motion up and down the shaft; as I came to his glans I flicked a finger over the spongy mass of his knob. Eddie adjusted himself over me and shucked off his jacket and pulled down his jockey shorts and discarded them. He was now naked and stretched over me, his rampant penis sticking out proudly hard against his belly. Eddie lowered himself on top of me, pushing my legs down so I was suppliant; lying beneath him with my legs splayed apart. Eddie lifted himself up on his elbows and gazed along my body. He took in the shiny black ultra-high heeled open-toe sandals on my feet with the fully-fashioned heel and toe of my nylons exposed. He caught a glint of light off the gold chain on my ankle and ran a hand under my leg to follow the seam of my stocking to the decorative stocking tops on my thighs. His hand followed the garter strap up to the red lacy garter belt and across the sheer black nylon see through panties where he gently stroked my still flaccid penis. His hand continued upward to dwell briefly on my red lacy bra then continued up, following his gaze to my face. He stroked my cheek as looked into my heavily made-up face, he pushed a finger into my mouth and I sucked on it seductively. Eddie stroked my jet-black hair following the mane to where it caressed my shoulders, the red highlights in my hair enhanced by my mauve eyeshadow and ruby red lips. "Oh my fucking God you are beautiful!" Eddie whispered and lowered his lips to mine. I tried to push my hand between us to arouse him further but he was rubbing his cock against my stocking thigh as he had done earlier in the evening. I pushed back against him, encouraging him, responding to his kisses with false passion, hoping I could make him ejaculate against me. He moved on top of me again and to my horror I felt his strong hands pull my calves up again, bending my knees so he was between my legs with my heels flat on the bed. I tried to push myself down into the bed but he forced his hands under my buttocks and lifted my arse clear of the bed. In a swift movement he grabbed two of the pillows from the many that were scattered around my 'work bed' and positioned them under the small of my back. I knew what was coming next as he reached down to my stockinged calves and pushed upward so that my knees came up almost under my chin. I was terrified about what was to come next but remembered the advice Carmel had given me. I kissed Eddie deeply, my arms locked around his back. I felt his hard cock punching at the thin gauzy nylon panties that were the only thing between Eddie's erection and my puckered anus. I broke the kiss and reached underneath the pillow under my head; my hand came in contact with a cold hard tube. I pulled it out and glanced at the object in my hand; it was a tube of KY jelly. Eddie followed my gaze. "Please," I whispered. Eddie snatched the tube and flung it across the cell. "No Michele, not the first time. I want your virgin arse without any lubricant except mine!" With that Eddie clamped his lips over mine again and his tongue assaulted my mouth. I felt his grip tighten on my legs, pushing them hard against my body and forcing my pantied arse high in the air, supported by the pillows under the arch of my back. He thrust forward with his rock hard cock and I felt it tear through the flimsy nylon of my see through panties and slam against my sphincter. I wanted to scream but he clamped his mouth tightly against mine, kissing me hard but keeping his tongue out of my mouth for fear of me biting it. Eddie started to push hard against my puckered ring gripping my legs even tighter. I felt my sphincter stretch as Eddie's glans began to invade my arse; the slight lubrication from his pre-come easing the passage only slightly. I felt a pain that was almost unbearable as Eddie continued to push against me. He was still kissing me but grunting at the same time; his breath exploding in little gusts between my lips. The head of Eddie's penis was now just inside the entrance to my back passage and my sphincter clamped tight around his shaft. There was now no lubrication whatsoever as Eddie commenced to rape me. He pushed into me slowly, forcing his engorged member deeper into me. The pain was excruciating and I began to cry. I couldn't help it. The fear, the humiliation, the pain; it was too much. Large tears ran down my cheeks leaving trails of mascara as I began to sob in earnest. Eddie released one hand and bought it up and slapped me hard against my face. "Stop the fucking shit right now!" he demanded. "You've been a good girl up until now Michele, so just take it. Take it!!!" He replaced his hand on my limbs and continued pushing into me. I knew now that all I was going to get was more pain unless I relented and assisted Eddie in his rape. Passive compliance was doing nothing but causing me agony. I concentrated and forced myself to try and relax the muscles creating the resistance to Eddie's cock as it intruded deeper into me. It was hard to do but I was able to make my inner passage muscles relax and suddenly Eddie's cock slid about four inches into me. More pain now as the thicker part of his member tried to force itself still deeper into me. Eddie was panting now and was supporting his weight on his forearms that held my legs locked to my body. He was looking down to see look at his penis disappearing through the hole he had forced in my panties and as it buried itself into me. Then he looked at my beautiful face, the makeup running from my tears. "Oh yeah, this is so good!" he groaned and gave a mighty thrust. As I felt the thrust coming I forced myself to relax and Eddie's hard cock thrust in all the way, deep into my bowels. His scrotum bounced against the soft nylon covering my arse cheeks and as he ground his cock inside me his balls rubbed against my slinky nylon panties. I screamed, the pain was the most incredible thing I had ever felt. I tried to stop but one long agonising scream escaped me. Eddie lifted a hand and I knew he was going to belt me again. I did the only thing I could. I raised the leg that he no longer held and wrapped it around him; then I encouraged him to release the other one so my that my legs were locked around his waist, the shiny high heels pointed to the ceiling. I pulled his lips down to mine and thrust up to meet him and I slid my tongue into his mouth. I started to fuck Eddie McManus! At first the pain was so bad that I was sobbing into Eddie's mouth as we copulated. Eventually though, enough of his pre-seminal fluid had leaked so that it slightly lubricated my anus. Although it felt immensely uncomfortable I was able to bear the pain and concentrate on trying to get the rape over and done with. I bucked against Eddie matching his thrusts and getting into his rhythm; I scrunched my panty ass against his scrotum as he slammed his cock home inside me and rubbed my stocking legs along his back to excite him further. My arms were locked around his back and we both kissed passionately between our gasps for breath as we rutted. I felt Eddie quicken his pace and he plunged harder and faster, I worked hard to keep up with his rhythm and held his face in my hands and kissed him all over as my legs remained locked around his back. I eased my legs down slightly and dug my high heels into his sides to stimulate him further, I just wanted this to be over. Then, just as Eddie was moaning and running his hands up and down my stocking legs; I guessed he was approaching his orgasm; a strange thing happened. During his thrusts I began to feel a pleasant warm feeling deep in my bowel. My penis was beginning to stir in the soft nylon of my panties, encouraged by the pressure of Eddie's body against mine as he fucked me. What the fuck was happening? Then I realised, I had read about this somewhere, stimulation of the prostate gland. 'I am not enjoying this! I am not enjoying this!! I AM NOT ENJOYING BEING RAPED!!!' I thought to myself in terror! Eddie gave one huge lunge and pushed his cock fully inside me, he ground his balls against the silky fabric of my panties and madly stroked my stockinged thighs. He clamped his lips hard against mine and I felt his hot seed expel itself inside me. His cock convulsed and shuddered. I had an uncontrollable reaction; my high heels drummed on Eddie's back as I lifted my arse up off the pillows to push as hard as I could against him. My tongue lashed around wildly in his mouth and I sucked his tongue deep into my mouth. My sphincter spasmed and my back passage convulsed against Eddie's ejaculating penis. My prostate pushed out rings of pleasure moving through my body in waves. I ejaculated into my panties; I wasn't even erect although my flaccid penis was pushed hard against Eddie's torso, the soft silky nylon of my panties caressing my soft member trapped between us. We lay like that for what seemed like an eternity as our mutual orgasms subsided, gradually relaxing our fierce grip on each other and our kisses becoming more delicate and soft. Eventually Eddie eased himself out of me and I felt the strangest feeling as my arse muscles remained relaxed and my sphincter dilated. I felt Eddie's spend leak from me and slowly seep from my arse into my torn panties. Eddie sat on the edge of the bed his member slowly deflating. He reached out and caressed my cheek with the back of his hand then bent and kissed me tenderly. "That was lovely Michele," he whispered a genuine smile on his face. I was still in shock at my response, trying to rationalise it. It was just my body reacting to a stimulus; 'I DID NOT ENJOY BEING RAPED!!!' I kept this mantra going over and over in my head. Then Eddie looked down at my body and noticed the semen pooled at the front of my panties. My semen! He looked down at his tight belly and saw a slimy stain that was the result of my ejaculate spread there when he had pressed his body against me. I watched the terrible storm brood in his eyes as he reached out and smashed me across the face. "You dirty Cunt!!!" he screamed, and pushed my face into his belly. "You lick that disgusting mess off my body before you lose some teeth!" he bellowed, rubbing my face against his belly as I made a vein attempt to lick my own spend off his stomach. Lady In The House Ch. 04 He pushed me back on the bed, my makeup ruined, mixed with semen and tears and smeared all over my face. "Now get yourself cleaned up and get changed you filthy whore; you're open for business!!!" To be continued... Lady In The House Ch. 05 From Part IV Then Eddie looked down at my body and noticed the semen pooled at the front of my panties. My semen! He looked down at his tight belly and saw a slimy stain that was the result of my ejaculate spread there when he had pressed his body against me. I watched the terrible storm brood in his eyes as he reached out and smashed me across the face. "You dirty Cunt!!!" he screamed, and pushed my face into his belly. "You lick that disgusting mess off my body before you lose some teeth!" he bellowed, rubbing my face against his belly as I made a vein attempt to lick my own spend off his stomach. He pushed me back on the bed, my makeup ruined, mixed with semen and tears and smeared all over my face. "Now get yourself cleaned up and get changed you filthy whore; you're open for business!!!" Part V Carmel rushed into the cell, or as she called it, my 'workroom'; "Come on Michele, the night's only just begun! The waiting room is full of punters, and because you are the new girl, you're top of the menu!" she said, busily fussing around me and helping me to my feet. I allowed myself to be pulled up off the bed, and stood in front of Carmel (who until today I had only known as Craig). "Look what he did to me!" I cried; "Look what that disgusting man did to me!" "Oh shut the fuck up," Carmel crowed. "You'll get worse and you'll get better Michele; that's the life of a working girl here in Chelmsford!" the crossdressed freak standing in front of me explained matter of factly. "That's just it!" I cried. "I'm not a girl! I'm not Michele; my name is Mike and I'm a businessman not a woman! And you are not Carmel; some kind of bawdyhouse Madam; as you like to pretend! You're Craig! A guy in a dress, pretending to be a girl! You're just a sad, pathetic, transvestite prostitute living in some made up dream world inside this prison!" "I'm a big name outside!" I cried. "A 'Face'! As you jailhouse scum are want to say! I have money, friends, influence" I cried. Carmel laughed out loud and slapped me hard across the face. I felt the sting though my tears. "No honey! You have it all wrong! You're inside Chelmsford prison honey and you are whatever Eddie want's you to be!" "You're Michele! You're Eddie's property; and you have about five minutes to get ready because customers are waiting!" "Now pay attention, you really are on your own after I clean you up; a girl's got to make her own living too you know, I can't spend all night showing you how to put on makeup and how to dress" Carmel sneered. She led me back past the five other cells that made up this section of E block. Low light leaked through the bars of the other cells; red shaded bedside lamps had been lit. I saw other 'working girls'; transvestite prostitutes, putting the final touches to their makeup, adjusting the seams on their stockings, or arranging their wigs. They sat on their oversize cots that had been made up with satin sheets; bold colours, black, red, and blue were predominant. One or two of them looked up with their painted faces and smiled at me; but there was no sympathy in their smiles; they were the types of smile that predators gave their prey just before they pounced for the kill. Four of the cells were occupied by Eddie's 'girls', leaving my 'workroom' and the cell across the passageway vacant. It dawned on me as I clattered along on my impossibly high-heels that the vacant cell directly across from me must be Carmel's 'workroom'. We arrived at the bathroom at the end of E block again and Carmel helped me undress and sat me down in front of the highly polished stainless steel mirror. I washed my face clean and stared at the makeup arranged on the shelf below the small sink. Carmel said, "Ok Michele; you've done this enough times tonight with my help; it's time you went solo." Carmel lit a menthol cigarette and sat down on a stool beside me, preening herself in the mirror. She made minor adjustments to her own makeup as she sat there and smoked. It was amazing how much I had learned in such a small amount of time. I took a damp sponge and applied generous amounts of foundation to my face and neck finishing with a slightly lighter coloured powder to set my face. I rouged my cheeks, eventually getting the hang of how to accent my high feminine cheekbones. Carmel had to instruct me again how to apply the rouge after my first attempt made me look like some kind of circus clown with rosy red cheeks. I then applied liberal amounts of eyeshadow, eyeliner, and mascara with minimal assistance from Carmel. "You're getting the hang of it honey, although you do look like a bit of a panda, but you will become very good at it soon," said Carmel laughing at my efforts with the mascara applicator. "Besides, the punters like us heavily made-up, it's not like were supposed to be their wives or Moms," She laughed wickedly and applied another coat of mascara to her own heavily made-up eyes. I finished with another light dusting of powder and applied two coats of plum red lipstick to my pouty lips. Putting on the lipstick I had discovered, was the easiest part. I applied a touch-up coat of bright red nail polish to my toenails and fingernails where they had been chipped. I checked myself out in the mirror with a self-satisfied smirk. Not bad for my first solo effort I thought. "Wonderful Michele; you are getting the hang of it now," Carmel cooed like I was a good pupil who had learned her lessons well. Then I took stock of the situation. I had been concentrating on applying my makeup and was amazingly, feeling a shimmer of pride in my efforts! What the fuck was wrong with me! I had also referred to myself as 'SHE' in a number of my thoughts and more disturbingly had subconsciously thought of: 'MY makeup!' 'MY clothes!' and 'MY shoes!' What the fuck was happening to me! Was I turning into some kind of willing participant in this sick, fucked world that Eddie had created inside this prison! I bought myself back to reality by concentrating on the debauchery I had suffered over the last couple of hours. I had been sodomised and orally raped; my back passage was still sore from Eddie's invading penis. I could still taste the swampy, salty, taste of 'Iron Bar' Steve's secretions which he had deposited in my unwilling mouth; and my ribs and stomach muscles still ached from the pummelling I had received from Eddie during the evening. I looked in the mirror again and saw what I really was; a small, insignificant male prisoner forced to wear makeup and jewellery. A parody of a woman! A man compelled to dress up in women's clothes so that sick, twisted prisoners could take their carnal pleasures and somehow justify to themselves they were not gay because they took their gratification from a man who is dressed as a woman. Carmel helped me into a satin robe and then scooped all of the makeup off the shelf and into a small makeup case. She took the wigs with their stands and loaded them into my arms she grabbed my discarded clothing and shoved it with my high-heels into my arms on top of the wigs. Holding the makeup case in one hand she took my hand and started to drag me out of the bathroom. "Ok Michele, from now on this place is just for you to clean up, shower and shave. Don't leave any clothes, makeup or jewellery here or the other girls will nick it as soon as you take your eyes off it; and then you will have to pay for it to be replaced." "Everything you need is in your workroom and only you, Eddie, and Mabel have a key." "Who the fuck is Mabel?" I asked. "She's an old lifer who likes to crossdress. She's really too old to shag, but some of the cons occasionally give her one when they are short of money. She's Eddie's minder for his stable of working girls. Steve is the muscle, and Mabel is the housemaid is the best way to explain it I suppose." "Mabel comes around during the day and changes the sheets and washes our clothes. She'll replace your makeup and tend to your wigs. She also takes orders for new clothes, lingerie, and any special costumes when you need them; all done for a small fee, and all done with a smile, she likes to be around us girls," Carmel beamed. "She also takes our bookings and manages the punters in the waiting room." "What the fuck are you talking about?" I asked Carmel, bemused. "Look Michele I really don't have time for this; you used to be Eddie's bookkeeper so you should have it figured out by now. Half of every fee we get off a punter goes to Eddie ok. You will probably have to work for nothing for about three months to pay for the clothes and other stuff Eddie has bought you to get you started with. Once you start making money Eddie keeps it for you on a tab; Mabel will deduct your expenses and such and will also give you cash or goods when you need them." I realised what Carmel was explaining to me of course. As Eddie's prison accountant I had indeed managed his books and was aware that he had someone else look after his 'working girls' and put money into and out of that part of the account; but all I ever saw were the profits. It never occurred to me how complicated this side of his business was. "Hang on a minute; what the fuck are you are talking about? Expenses? Goods?" I asked. "Jesus Michele! You just don't get it do you?" "Everything is a business to Eddie. The clothes, makeup, wigs and so forth you have to pay for. You also pay to have your clothes washed and 'workroom cleaned'. You also pay when you order in more clothes, wigs, lingerie, shoes and stuff. Mabel will bring around the catalogue and an order form for you." I mind flew back to the times I spent with Eddie as he made me order in women's clothes, nylons, makeup and so forth for his stable of working girls; but I never thought I would be wearing any of it! "Sometimes if Eddie sees something he really wants to have you wear he'll buy it for you as a present," she smiled. We had arrived back at my cell; my workroom as it I now realised it to be. Carmel pushed me through the door. "Ok hun, its ShowTime; put those dirty clothes in the laundry basket, put your wigs and makeup in the wardrobe and get dressed. Try that long black wig hun, it will suit your makeup. As you can see Mabel has laid out your outfit for your first customer, it must be a special request, that's always good because have to pay more." With that Carmel went through the door of her own cell, sat on the bed and lit another menthol. She punched a button on an intercom located on a nightstand next to her bed and spoke into it. "Ok Mabel, send him in," she sang. Carmel rushed across to my cell and pointed to an identical intercom on my bedside table. "Oh, I forgot to tell you how this works. Its simple hun," she explained, "when the blue light is on you have a punter waiting. Press that button to talk to Mabel in the waiting room. Press that orange button to indicate you are busy, cleaning up whatever, and that red button there is the panic button." "Press the panic button and 'Iron-Bar' Steve will be here in seconds. But only press it if you have genuine emergency," she advised me, slipped me a wink, and skipped out of my cell to the sound of approaching footfalls. Genuine emergency! GENUINE FUCKING EMERGENCY!!!! What could be more of a genuine emergency than being forced into being a transvestite prostitute in a fucking jail!!!! I sat on the bed and controlled the urge to cry. I knew it wouldn't help; all I could do was to get through tonight and then figure out a plan to get of the indescribable mess I was in. I looked down at the clothes arranged on the black silky sheets. A 'special request' Carmel had said; what the fuck? Resignedly I started to dress. First I open the package of hosiery. It contained a pair of white, sheer to the waist pantyhose. As I slid the sheer nylon up my legs those little electric sparks of delight again ran through me. I hated myself for enjoying the sensation of it! The sheer waistband was snug around my tummy and I tucked my deflated little penis between my legs to be held there by the gossamer nylon gusset of the pantyhose. Next I slid a pair white full brief satin panties up my legs and pulled them snug around my bum and groin. The rasp of the silky panty material against my sheer hose was so sensual that I felt my little cock pulse. I slid the matching white satin bra around my chest and went to the drawer where I knew my breastforms where kept and placed them neatly into the bra cups. 'My breastforms'............what the fuck had happened to me! I concentrated on getting dressed and tried not to think about the exquisite feel of the nylon and satin on my skin. A pair of plain white high-heeled pumps was at the foot of the bed and I slid my feet into them and stood up. A single pristine white cotton tunic was laid out on the bed so I stepped into it and pulled it up my body. As I started to do up the buttons on the front of the tunic I realised what it was. A nurses uniform; 'Special Request' in-fucking-deed!!! As recommended by Carmel, I placed the long, raven haired wig on my head, adjusting it in the mirror on the wardrobe door. I picked up the little white nurse's cap with the Red Cross on it and placed it on top of my head. I looked stunning! In the full-length mirror was the image of gorgeous nurse in a crisp white tunic buttoned to her throat. Her long legs shimmered in gauzy white nylons below the knee-length hem of her skirt. Her legs terminated in the pristine white high-heeled pumps. The nurse lost all credibility however when you looked at her face. She was so heavily made up; with lashings of mascara and plump red full lips framed by her glossy black mane. The little white cap with its Red Cross added to the image; the girl in the mirror looked like a tramp in a nurses uniform; the same sort of fetish clothing worn by the girls in men's magazines that I liked to masturbate over. I looked down at the bedside table and noticed the little blue light flashing. My trembling hand extended a red-painted manicured, finger-nail and pushed the button. "Send him in," I whispered hoarsely. Oh my God; what was I doing? The only thing I could I realised; do what I was told or have my legs and face broken. It was only for one night and soon it would be over. I would escape; I would tell the Warden, my lawyer; someone who could get me out of the obscene mess I was in! I sat on the bed and waited. My eyes drifted to the cell across the way and I saw Carmel. She was standing up in her cell, bent over and holding on to bars of her cell for support; her painted red fingernails digging into the palm of her hand as she tightly gripped the iron bars. Her skirt was rucked up over her back, her pure white arse raised suppliantly into the air. Positioned behind her a large black man was pounding himself in and out of her. As he slammed into her he grunted and pulled her soft white arse back against him so he could drive himself in her as far as he could go. Carmel's heavily made-up face looked idyllic as she concentrated on maintaining the rhythm whilst she was anally pummelled. She open her eyes and looked at me through the bars, she smiled at me, winked and then closed her eyes again as she rocked back and forth on her high heels, her sheer stockinged legs glittering in the low red lamplight. I head heavy footfalls approaching my cell and realised it was my first customer. I silently prayed. A shadow fell across the doorway to my cell and the footfalls ceased. I looked up under the dark fringe of my hair; the heavy mascara and eyeshadow causing my eyes to reflect like two deep blue pools. My eyes met with a large man in his late forties. His thick arms heavily tattooed, burly chest and huge pot belly were barely contained by his faded blue singlet; faded denim jeans hung beneath his large belly and his shoes were prison issue boots, scuffed and poorly repaired. I recognised him immediately; it was Harry Watson; or 'Doc' Watson as he was called by all who knew him. He was one of Eddie's 'enforcers'; a good mate of Iron-Bar Steve and just as ruthless. Harry stepped into the cell and held out his rough dirty hand to me. I took it in mine and stood up, shaking in fear with what was about to happen. Harry looked me over slowly with hungry eyes. He looked down at my white high-heeled pumps and followed my shapely; nylon encased legs to where they disappeared inside the hem of my nurse's tunic. The white pantyhose shimmered in the low scarlet light cast by the bedside lamp. His eyes continued up my crisp white uniform, resting for a few seconds on my large false breasts, straining the buttons of the tunic. He then continued his gaze up to my face, his eyes engorging themselves on my full plum-red lips, my heavily mascaraed eyes, my rouged cheekbones framed by the jet-black mane of my hair. Finally he looked at the little nurse's cap with its silly Red Cross perched on my head. "Fuck, you are worth every penny I've paid; now the Doctor want's his nurse!" he groaned and pulled me to him. His foul tongue thrust into my mouth as he crushed his lips against mine. He groaned and his hand went straight under my skirt and began to brutally squeeze my buttocks through the silky satin panties and sheer hose. Harry pulled me close and as his rancid breath panted into my mouth, I felt his rock hard penis pushing against me though the fabric of his jeans and my skirt. He pushed me away from him releasing his grip and looked me up and down again with wanton lust. "Lift yer skirt!" he demanded. "Whaaat?" I stammered, dazed and confused. Slap! Harry's hand snaked out and backhanded me across my cheek. "Lift yer fucking skirt Nursey or I'll tear the fucking thing off you!" he shouted. I looked down at his feet and took the hem of my pristine white cotton skirt in both hands and slowly raised it up my thighs. Harry's eyes followed the hem and opened wide as my firm thighs, encased in gossamer white nylon, slowly came into view. He gasped as the first glimpse of white satin panty was exposed and couldn't help him self; he reached out and stroked his hand up and down by thighs; his rough hand slithering over the gossamer nylon. "Oh fuck, you're just what I asked for; I can't wait any longer Nursey or I'll come in me pants!" With that he grabbed me roughly and spun me around so I was facing the bed. He pushed down on my shoulders and I fell forward doubled over so I that was tottering on my heels with my weight supported by my outstretched hands on the bedside table. I heard a ripping sound that could only be the zipper of his fly being pulled down. Inside I screamed and prayed, hoping what I knew was coming next wouldn't happen. I felt Harry lift my skirt up and push it over my back so that my silky arse was exposed and thrust up at him as I gripped the nightstand to keep my balance. Then I felt a hot iron bar pushed against my pantied ass it rubbed all over my satin encased buttocks. I realised it was Harry's erect penis. Then I felt his erection slide under the silken gusset of my panties and wedge itself in the crack of my arse. Instinctively I tried to move forward and away from the invading member but Harry gripped my waist, cruelly digging his hands into me as he held me steady. "Oh no you don't Nursey; hold still while the doctor tends to you," he hissed. I could feel his hard cock rubbing against the thin gauzy nylon of my pantyhose as it pushed the silky material into the crevice of my arse crack. Then I felt Harry reposition his member so the head was nestled in the rosebud of my sphincter. Now the thin layer of pantyhose was the only protection between my anal canal and his hot throbbing cock. I felt harry pull the gusset of my panties across my buttocks so that he had an unobstructed view of his penis poised at my rear entrance; his erect member pushing the nylon of my pantyhose tight against my sphincter. He said one word. Lady In The House Ch. 05 "Lube!" "Whaat?" I stammered again. "Lube! Or you can take it dry, but I think you will appreciate some lube Nursey!" I knew what he meant then, and although horrified I remembered the torture of Eddie's rampant member invading my unlubricated anus. I reached under the pillow with one hand and searched for the tube Carmel had put there previously this evening. I grasped it and thrust it out behind me, rocking precariously on my high-heels as I held onto the nightstand with only one hand. "No, you do it Nursey," Harry laughed. He took the tube of KY jelly and squeezed a big blob of the cool slippery liquid into my hand. "You do it! And be nice and gentle I don't want to come before I get it in yer!" I awkwardly reached behind me and felt around until my hand came into contact with Harry's hot engorged pole. It was rock hard and as I put my small hand around it, it felt enormous and menacing as it throbbed in my hand. Harry looked down to see me standing legs wide apart on high-heeled feet, my legs encased in diaphanous white nylon and my white satin panties pushed to one side of my arse. He watched as my long delicate fingers, their red painted nails glimmering with the shine of the lubricant, slid feather-like up and down his hard cock, coating it with a generous amount of KY jelly. I looked to one side and saw that I had left the wardrobe door open and I could see Harry and myself in the full length mirror. I looked just like a pretty nurse, a slutty nurse with a ridiculous cap perched on her head, bent over, pretty and pathetic as I reached back behind me and slowly smeared lubricant up and down Harry's penis. This nurse was about to be raped! Then I looked up and saw that Harry was looking at the same image and that he had a huge grin on his face. "Oh Nursey, you're going to get it now!" he groaned. His hands gripped my hips tighter and I felt his now lubricated glans press hard against my sphincter. But there was something preventing his entry; the nylon of my pantyhose! He hadn't pulled my pantyhose down or torn a hole in them! "Pantyhose!" I gasped. "Yes, I love them!" exclaimed Harry and gave an enormous thrust with his hips. Christ! I felt the head of his penis slide inside my tight hole, the lube assisted but the nylon gusset of my sheer to the waist hose was also pushed inside me. The pain of having Harry's hard cock was bad enough but the nylon wrapped around the head of his cock was like sandpaper on the walls of my rectum. "Oh God!" I groaned in agony and looked at my reflection in the mirror. I was impaled on the head of Harry's cock as I stood with my legs spread, skirt hitched up and Harry's huge gut hanging over me as he thrust harder. I could see his eyes closed in concentration and ecstasy as he stuffed more of his tumescent member inside me. I felt my pantyhose grow tight around my buttocks and between my groin as harry forced more of the sheer fabric inside me, wrapped around his hard cock. He was groaning and gripping me so hard that the pain was almost more than I could bear; I felt a searing heat as my insides were invaded. Suddenly I felt the flimsy nylon pantyhose give and Harry's well lubricated shaft drove itself all the way inside me as the resistance of the nylon parted. It was so big and in me so deep that it knocked the wind out of me and rocked me on my heels. I felt Harry's flabby thighs against mine, his jeans whispering on my nyloned legs as he ground into me. His large gut now rested firmly against my lower back and my hands gave way as his full weight was pressed against me. "Don't fall over Nursey," he laughed, "I'm just about to start the ride!" With that he pulled me up and back against him so that I was standing. I was rocking on my heels but Harry held me firm and spun me around so I was pressed hard against the mirror. My skirt had fallen down and was covering our intimate parts where Harry and had me impaled on him. He pushed me harder against the mirror and I smelt his rancid breath as he started to kiss my neck. One hand held me locked against the mirrored wardrobe as I felt the other fumble around at the front of my skirt. His hand went under the hem and began to stroke my pantyhosed thighs as Harry started to slowly rape my back passage. It was not as excruciating as when Eddie raped me without the lubricant, but Harry's cock was a lot thicker and I felt so full of him that I would explode. Harry started to thrust slowly in and out of me, hardly moving his cock more than an inch in and out; he was panting as he slobbered at my neck, kissing and licking me with his foul mouth. Harry's hand stroked my thighs and groin as he slowly fucked me, he obviously delighted in the feel of the slinky nylon and satin on his skin because he had shucked down his pants and was pushing his crotch hard against my pantyhosed arse on the in stroke. Harry now began to fuck me harder and faster, he breath in great explosions as he established a had and fast rhythm. "Open your eyes bitch!" he gasped against me, "look!" I opened my eyes and was humiliated by what I saw reflected in the mirror. Harry was thrusting against me, his jeans around his ankles and his sweaty body moulded to my back; his hand was under the front my skirt ferreting around, pawing and stroking. Harry's ugly face was beside mine and he slobbered at my neck. He was thrusting in and out pivoting his waist to get all of himself inside me, rubbing his balls on my nylon covered ass at the top of his in-stroke. My back passage was filled and it ached with the size of the invading member that slid in and out of me, but oh god no! I could feel the spongy hard mass of Harry's glans as they pushed on my prostate; I couldn't believe it but again I felt the first ripple of sexual pleasure. I was not about to give this pig the idea that I was becoming aroused so I decided to end this rape as soon as possible. I leant forward more so that my buttocks pushed out further and scrunched my hips from side to side to increase Harry's pleasure and ensure my nylon encased cheeks rubbed against him, as he obviously loved the feel of that. I turned my head sideways so that harry could stretch his fat neck out and kiss my pouty lips; I gagged on his breath but concentrated on trying to get Harry to come. Harry now stepped back slightly and pulled me with him so that I was again bent over with my legs spread. Harry now started to pound himself heavily in and out of me. I though that he would do some serious damage to my insides if he didn't stop soon; the pain was enormous, but I still had the tingle of excitement every time his cock rubbed my prostate. Harry fucked me harder and harder and was really grunting and panting now. He gripped my hips and pulled me back hard against him as he thrust forward and held me rock steady as he pulled back. He was now jackhammering himself in and out of me, groaning and cursing. "Fucking bitch! Fucking Whore! Fucking take this you cunt!" he screamed. He pushed in hard and ground his balls against my nyloned cheeks as he shuddered. His grip on my waist was like iron. I felt his cock start to convulse inside me as it shuddered and secreted his hot spend. Harry's cock actually expanded and I felt the walls of my back passage begin to tear as Harry came deep inside me. I felt jet after jet of hot seed stream into me as Harry stated to rock slowly back and forth again. Harry's semen further lubricated his cock and some of the pain went away. Harry was still hissing obscenities as he completed his climax. I felt his spend drip from my sphincter and run down my nyloned legs. Harry pushed me forward and thrust back so that his cock slid out of me, a torrent of his semen joined the trickle running down the inside of my legs. I couldn't believe how much semen he had shot into me. I couldn't move, I was bent over, my back aching, my legs locked apart and my back passage throbbing in agony. Harry pushed me sideways and I landed on the bed, sitting up, my legs spread and skirt hiked up. Harry leant over me and kissed me full on the lips. "That was worth every penny; you are one hot nurse," he laughed. Harry grabbed a handful of my clean white skirt and wiped his cock on it. The silvery gleam of semen and KY jelly stained the fabric; there was also a faint trace of blood. Harry hitched up his pants and made for the door, tightening his belt; he looked back at the dishevelled, raped, nurse sitting legs akimbo on the bed, a look of shock on her face and her tunic stained with semen and blood. "Yep, you are one fucking hot nurse alright; maybe next time you can play Nun!" I heard his laughter fading as he walked down the passageway past the other cells to what I presumed to be the waiting room. The waiting room where undoubtedly there were more customers waiting. I closed my eyes as the tears ran slowly down my cheeks. To be continued... Lady In The House Ch. 06 From Part V Harry leant over me and kissed me full on the lips. "That was worth every penny; you are one hot nurse," he laughed. Harry grabbed a handful of my clean white skirt and wiped his cock on it. The silvery gleam of semen and KY jelly stained the fabric; there was also a faint trace of blood. Harry hitched up his pants and made for the door, tightening his belt; he looked back at the dishevelled, raped, nurse sitting legs akimbo on the bed, a look of shock on her face and her tunic stained with semen and blood, "Yep, you are one fucking hot nurse alright; maybe next time you can play Nun!" I heard his laughter fading as he walked down the passageway past the other cells to what I presumed to be the waiting room. The waiting room where undoubtedly there were more customers waiting. I closed my eyes as the tears ran slowly down my cheeks. * * * * * I reached across and pressed the orange button to switch on the amber light indicating to Mabel that I was not yet ready for another visitor. I noticed the blue light was lit, indicating that I had another 'customer', or as Carmel would say "a punter" waiting. I looked across and saw Carmel kissing the huge Negro who had previously been fiercely sodomising her. He pushed a handful of notes down her bra, spanked her playfully on the arse, and strolled out the cell. I quickly hid my face so that we would not make eye contact; I did not want him for a customer; not from what I saw of him when he was violently fucking Carmel. I walked up to the cell bars and whispered to Carmel across the passageway, I could hear grunts and sighs as the other 'working girls' serviced their clients in the other four cells, "Carmel, Carmel!" "Hi Michele, see what Leon gave me?" She smiled pulling out a handful of notes from her bra; "He is always a big tipper; and he has a big tip down there too!" she laughed at her own pun. I had no time for this; I had important questions to ask. Carmel ignited the obligatory menthol cigarette. "What do I do now; I pressed the orange button but the blue light is still on. Do I make the punter wait until I'm cleaned up or what?" "Oh my God; Carmel, I want this to stop. I have just been sodomised so hard my back passage is bleeding!" I started to sob again. "Cut that shit out Michele; you need to harden-up girl or you won't survive!" "Talk to Mabel on the intercom, sometimes the punters don't care too much how you look, especially if they just want a 'quickie'." Again I was amazed at how quickly these perverts had degraded me down to their level. I was thinking of these crossdressed prison prostitutes as 'girls' and the men who raped me for money as 'punters'; plus I even understood what she meant by a 'quickie', it wasn't rocket science after all!" I pressed the talk button, "Mabel I'm not cleaned and dressed yet," I whispered in my best imitation of a feminine voice. I hoped she would have some sympathy for me now that I was capitulating in this perverted parody of forced feminisation and prostitution. "Don't bovver Michele; he's on his way. He just wants a quickie and this is a freebie so you better make it quick; time is money!" What the fuck did she mean: 'Freebie'? I was about to find out. The unmistakable navy blue uniform of a prison guard came into view. He was a fat man with a florid complexion, he was sweating heavily with the exertion of carrying around such a large gut. I had sat back down on the bed and evened out my white nurse's uniform skirt, the semen and bloodstains were not too visible, but I knew they were there. My white pantyhose had laddered down one leg from the hole that my last customer had ripped in the gusset. I did not recognise the fat guard but I knew he must be in charge of one of the other wings as he wore Sargent's stipes on his sleeve. He came straight into the cell, sweating and puffing, and without saying a word unzipped his fly. I looked up in stunned amazement as he walked up to the bed, reached out a hand around the back of my head, and with his other hand, pushed his semi tumescent, uncircumcised penis into my mouth. I started to gag immediately because the taste was so foul. It tasted of stale urine, and a cheesy taste that could only be the built up detritus of bodily secretions that had coagulated and fermented under his foreskin. It was the most disgusting taste I had ever tasted and my gagging increased. The guard pulled his cock out of my mouth, pushed my head back and tilted it up to look at him; his fat face was snarling and vicious. He slapped me once across the face. He didn't say anything; he just wagged his finger in my face. The slap wasn't even that hard, it was just the surprise and his continued silence that stunned me. He took his semi-hard cock into his hand again and pushed it against my lips. I knew enough by now to realise that my only salvation was to make him come as quickly as possible. I opened my mouth and pushed out my tongue. I deliberately licked at the lipstick on my lips to try and mask the fetid taste of the guard's penis. I then started to lick all around his knob that was half exposed out of the wrinkled foreskin. I bought up my hand with the intention of masturbating the guard while I slobbered on his glans with my tongue and lips so he would ejaculate over my body rather than in my mouth. The guard would have nothing of it and slapped my hand away; he again grabbed my head and forced his cock between my lips and into my mouth. He was still silent except for his heavy breathing and grunting. The smell of stale sweat wafted from his filthy body. He bought his other hand up now and cradled my head between both hands, the dirty fingers enmeshed in my hair behind my ears. Then he raped my mouth. There is no other way to describe it. His penis became engorged and hard, the glans were now fully exposed as his foreskin pulled back from the bulbous knob. The foul taste of his cock was now so rancid I thought I might gag again so I did the best thing I could under the circumstances and worked up as much saliva as I could to wash his knob clean with my tongue. I worked up more spit and continued to slaver his cock with my tongue; this had the effect of cleaning his cock and cleaning out my mouth as I swallowed the foul mess that had coagulated under his foreskin. These actions also obviously increased the guard's pleasure as he now increased his tempo, thrusting his erect member in and out of my mouth. He pulled his cockhead out as far as my lips and then rammed it home as far as it would go. Luckily his cock was not very big and I had no problems accommodating him, it was just so hard to breathe with it jack-hammering in and out of my mouth. On the in-stroke he pulled my head forward to that my nose was buried in his fat gut overhanging his loins. He forced my head onto his penis so hard that my teeth rattled on the metal zipper of his fly. He was sweating so much that I could feel drops of his disgusting perspiration dripping off his jowls and on to my head. He continued to grunt like a pig as he fucked my face; his now rock hard cock with its spongy head tasted salty as precum started to leak from the eye of his glans. He pushed it in and out faster and harder, pulling it out nearly all the way then slamming it home so that my face was buried in his crotch. Then he pushed my face into his crotch as hard as he could and held it there. I couldn't breath! I felt my gag reflex returning as I struggled to get oxygen into my mouth or nose. I reached out and tried to push myself back from him but his vice-like grip was too strong; he pushed my face harder into his crotch. I couldn't help it, I stated to gag, my mouth convulsing and my tongue flailing around in my mouth. At the same time my fists were drumming against his thighs as I tried to push myself away. That was when he stated laugh! He also said the only word he ever spoke, "Good!" He held my face hard against him and as I started to blackout I felt his penis convulse in my mouth. Stream after stream of creamy, salty, hot semen shot into the back of my mouth. As the guard's cock continued to eject its foul jets of spunk he continued to laugh. He was laughing as he orgasmed. At last he released the tight grip on my head and allowed me to take a breath through my nose. As soon as I did he pushed my face back into his crotch. As my mouth filled up with his sickly seed I had no choice but to swallow. If I didn't I would choke. His ejaculation seemed to go on forever and try as I might I could not swallow all his come. It welled up in the back of my throat as his cock continued to throb and convulse. I coughed and felt his slimy emissions force its way up the back of my throat and then run out of my nostrils. I felt disgusted. Then the guard pushed me away. I fell on the bed gagging, sobbing and coughing; trying to breathe. He reached down and grabbed my hair and pulled my face up again so I was looking at him from level with his waist. His face was bright red, florid and sweaty. His jowls dripped sweat down his shirt. Without a word he rubbed his now deflating penis all over my face mixing his semen with my tears and my makeup. Then he put his cock inside his pants, zipped up and walked away. I had never felt so humiliated in my life. I lay on the bed sobbing. I looked up through the tears, makeup and semen in my eyes and noticed that the blue light on the intercom was mercifully extinguished. I reached out slapped the switch to turn on the orange busy light. The intercom suddenly crackled and I heard Mabel, the crossdressed old con who was our 'madam'. "Take half an hour hun, it's gone quiet for now and it's getting late; get cleaned up and give me a call." I half groaned into the intercom, "Sure." I wanted to just lay on the cot and cry myself to sleep but I knew that Carmel was right, I had to harden up if I was to survive. I had to find out as much as I could about this sick operation so that I could tell someone in authority so they would get me out of this nightmare. I stood and stripped off my stained nurse's uniform, slid out of my high heels and pulled down the tattered pantyhose. I threw the hose in the bin, stripped off my remaining underwear and placed it with the uniform in the washing basket that was tucked away in the corner. I noticed the little ridiculous nurses cap on the floor and picked that up on the way. I pulled off my wig and put on the satin robe. All of these movements caused me significant pain. My head ached from the slapping I had received, my back passage felt like someone had put a red hot poker up there, and I was now immensely tired. I had no watch but guessed it was after 3:00am. I padded out of my cell with my makeup case in hand and made my way down the dim passageway. I deliberately tried not to look in the other darkened cells but in the subdued red lighting I could see Carmel was kneeling on her cell floor and fellating a con who was sitting on her bed. His head was propped back on a mountain of fluffy pillows, his eyes closed as he enjoyed her ministrations. As I passed the end cell on the right I heard muffled yelps and couldn't help but peek. I saw a fat crossdressed 'working girl' dressed in a French maid's outfit, baby-doll blonde wig and heavy makeup; a skinny little con was riding her doggy style on the bed. He had her black satin maid's skirt rucked up over her back and her black satin panties hung from one fat, black-stockinged ankle as he humped her and smacked her plump white ass as he did. She yelped every time he smacked her, but she seemed to be smiling and pushing back to meet his thrusts. If my life weren't so tragic I would have found the sight immensely funny I suppose. I continued on to the shower-block and let the scalding hot water wash away my makeup, tears, and the semen from two different men. I was so close to crying again but held back. I heard the shower next door suddenly splash into life. "Hello?" I asked with a trembling voice. "Hi hun," I heard the response as a male falsetto. "I'm Charlotte. No Charlotte the Harlot jokes please!" she laughed. "Welcome to E Block Michele," came the voice over the shower cubicle. "You know who I am then?" I asked. "Oh of course hun, it's always the talk of the nick when a new girl starts working for Eddie." I turned off the water and towelled myself dry thinking about what Charlotte had said: 'talk of the nick'? Charlotte emerged from the shower with a huge silk bathrobe wrapped around her generous proportions. She was the French maid I had seen on my way out of the cellblock. She made her way over to the line of stainless steel mirrors and began to apply makeup to her plump but pretty face. "What do you mean by 'talk of the nick'?" I asked taking a seat beside her and applying foundation to my face. "Well Carmel should have told you everything; didn't she?" I went on to explain to Charlotte what Carmel had told me and also what I had figured out for myself. I made no mention of my plan to escape this hellhole; Charlotte like Carmel seemed to accept the situation and even seemed to like what was happening to her. "Well you seem to have it figured out pretty well hun. Eddie owns us girls, Steve is the muscle, Mabel is the Madame; and up until yesterday darling, you used to be the accountant and secretary." "I suppose you still are Eddie's secretary," she said sarcastically. "Lots of us girls started out working for Eddie in other roles; as runners, dealers, or small time worker bees. Eddie seems to have the knack of knowing which cons will look like sexy women when they're crossdressed; feminised if you will." "Some of the prospects are so obvious because they are 'femme' when they arrive in the nick; some convert to homosexuality as part of prison life and Eddie feminises them as willing subjects, and some like you are forced into it." "To be honest I think Eddie likes it better when he has to force them," she smiled, smoothing on a second coat of bright red lipstick. "How many of us are there? Crossdressed prostitutes I mean?" I asked incredulous. "Oh not that many; about a dozen or so at any one time, but only six of us work in the workrooms." "Some take up full time with cons who can afford to pay Eddie enough to keep them; some are just let go when Eddie has made enough from them or they break down and are sent to the psycho ward." "Take Carmel for instance, she still works for Eddie even though she has a prison 'husband', she does it because she likes the money, she likes the gifts from Eddie, but mostly she likes the life." "Then there is Mabel who did this for so long that she got too old to work the cells so she's Eddie's hostess, Madame, whatever; but will still give a con great time if doesn't mind mutton instead of lamb if you know what I mean?" Charlotte winked and concentrated on applying another thick coat of mascara. "But what about the Warden? I know lots of the guards are corrupt from my time here already, but how the fuck does Eddie get to run a stable of crossdressed prostitutes out of a prison wing? I know it's this is a small disused block, but fuck me its prison property!!!!" "Oh my god Michele for some one who is so smart you are so dumb!" "Who the fuck do you think is Eddie's partner? It's the Governor you fucking idiot!" I let that settle in. So it was going to be no use going to the prison authorities with my complaints; I would just have to figure a way to use my money and outside influence to go higher up the chain of authority to rescue me. I looked at myself in the mirror; it amazed me how quickly I had got the hang of applying makeup. I had on thick coat of foundation and powder, rouged cheeks, heavily lined and mascaraed eyes, mauve over pink eye shadow, and my dark ruby red lips. I sure knew how to look like a slut after only one night! Charlotte's makeup was even heavier than mine, and her plump bright red lips and chubby face, gave her a slutty girly look. She picked up her makeup case and stood to leave, "Did Carmel tell you not to leave anything in here? Those other bitches will steal your knickers while you're still wearing them if they can get away with it!" she laughed. I fell into step beside her, "But what did you mean by me being 'talk of the nick'" I asked again. "Oh whenever a new girl starts the punters are always interested. Eddie can charge them more because you are new, undamaged goods, but of course he has throw the senior guards a few 'freebies' to keep them on side." "He will probably limit the amount of punters you see for the first few nights, but after that you will be the most popular girl at the ball!" she laughed. "You like this don't you; this life?" I asked trying to keep the disgust out my voice. "Oh Michele, I didn't like it at first, but now I love it! I work all night and sleep all day and Eddie gives me anything I want!" "I hated it so much when I first started that I though if I got fat none of the punters would want me. I was already a bit plump so I put on another 10 kilos; guess what? Some of the punters just love us larger girls!" she giggled. "After six months of hating myself I started to realise I liked it. I bet you have already had a few twinges in the clitty whilst those naughty men have had their way with you?" she chuckled. "See ya," she whispered as we came adjacent to her workroom cell and slipped though the door. I though to myself: 'How can she know? Twinges! Twinges!! I have had an orgasm for god's sake!!!' My god I hope I never get to like this wretched existence like the other wretched girls! I entered my cell and sat on the bed. It appeared none of the other girls had punters either for now as they were either adjusting their makeup in their wardrobe mirrors or changing into robes to go to the shower and bath block. Through the bars I saw Carmel lounging on her large work cot surrounded by her mountain of satin pillows; she had the obligatory menthol cigarette and was reading a fashion magazine by the dim red light of her lamp. To my disappointment it looked like this night's training had paid off; I knew exactly what to do next! I had been brainwashed to some extent. Without further thought I selected a brunette shoulder length wig and adjusted it in place. I opened the drawer and took out a set of matching white satin full cut panties, bra, and garter belt. I put the bra in place and tucked the breastforms into the cups. I selected a pair of diaphanous skin toned stockings that were embellished by black seams and black, reinforced heel and toes. I slipped into the garter belt, sat on the bed and slid the exquisite cool nylons onto my legs, fastening them to the garter clips. I smoothed each stocking out along my legs and adjusted the seams so they lay in the centre of the back of my legs. I sat there stroking my legs, feeling the luxury of the expensive nylons sending little electric waves of pleasure though my body. I don't know how long I had been caressing my nyloned legs when I snapped out of the reverie. "I will not surrender to this perversion!" I told myself. I slipped the sleek white nylon panties up my legs and stood to adjust them in place, the little electric shocks from the swish of the nylon on nylon as they slid up my legs caused my penis to spasm involuntarily. I concentrated and pushed my wrinkled penis into the snug silken gusset of the full cut panties. I walked to the robe and selected a white leather miniskirt and peach satin blouse. The satin of the blouse on my bare skin was again cool and luxurious; I had trouble with the buttons because they were on the wrong side. I sat on the bed again and put on the strappy white high-heeled open toe sandals that I had selected. The reinforced heels and toes of my nylons made a sexy display. I stood up and stepped into the white leather mini and hitched it up, tucking the blouse into the waistband and zipping the skirt at the side. Lady In The House Ch. 06 I went to my jewellery box and selected a small plain gold bracelet, which I fastened around my ankle. It glowed in the dim light, set off by the contrast of my silky flesh toned stockings, reinforced nylon stocking heels and the white leather ankle straps of my high heels. I selected a simple gold chain for my neck and plain gold drop earrings. I slipped two gold and emerald rings onto my fingers. I noted my ruby red fingernail nail polish was chipped, but in this light who cared. I wondered how much, if any, of this jewellery was real. I looked at myself in the full-length mirror. I saw a mature, sexy woman with brunette shoulder-length hair, wearing heavy makeup and a lovely peach satin blouse. Her jewellery was exquisite, the emerald rings on her finger contrasting with her red polished fingernails, the simple gold neck chain resting where the hint of her breasts began to rise in the satin blouse. Her tight white leather skirt stretched across her tiny little pot belly and clung to her well formed thighs, the hem resting against her sheer nyloned thighs, displaying just a hint of dark nylon stocking tops. Following her well-formed legs down, they are encased in gossamer thin, flesh toned, nylon stockings with sexy black back-seams. The black reinforced heels and toes of her stockings peeked through the high-heeled sandals, a glimpse of red nail-polished toes just visible through the nylon. The strappy white high heel sandals pushed her feet up at the heels so that her toned calves glittered in their nylon casing, the gold anklet smoulders in the red light. I reach out and apply a coat of powder to my lower neck and decolletage where it disappears into the satin blouse. The final touch. I look gorgeous, sophisticated but highly desirable. I look eminently fuckable!!! I turn around and Carmel and Charlotte are in the corridor leaning on the bars of my cell and looking in; cigarette smoke drifts past Carmel's heavily made-up face and creates a halo around the jet-black hair she is wearing teased high on her head and descending past her shoulders. Her heavy Goth makeup, red lips and pale skin make her look like the caricature of a vampire in the movies. This image is reinforced by the skin-tight, black satin sleeveless dress that clings to her body and descends to her ankles. The dress is split up to the waist and one leg encased in sheer black nylon is on display to up to her thigh. 'Sheer to the waist pantyhose,' I thought to myself, then: 'Stop thinking like that; you are not a woman!' Carmel's outfit is completed with black, satin, opera length gloves, patent leather spiked high heels and a profuseness of silver jewellery. She has a huge silver cross around her neck, long silver ear drops and silver bangles on both wrists. Charlotte has gone punk and even though she is a big girl she carries it off somehow. The heavy makeup she applied in the shower block has been enhanced even further with more black eyeliner surrounding both of her bright blue eyes. She has extended the dark pink blush from her cheeks to the corner of her eyes and added a powder blue blush to it as a contrast. Her bright red full lips have been glossed and she has added glitter to the abundant multi-coloured eyeshadow that extends from her eyelids up to her eyebrows. Her plump pretty face is framed in a shocking, frizzy, bottle blonde wig that has pink and blue streaks running though it. She wears a black sequined top that is slashed and torn, her red lacy bra visible in some places through the tears. Written across the front of the ripped garment in silver sequins are the words: "Fuck Slut". She is wearing a red Lycra mini that barely covers her crotch; the waistband bulges around her big belly. She is wearing ripped black fishnet stockings attached to red garters that match her bra. The fishnet stockings stop halfway up her fat thighs and I can see she is wearing shiny taupe dance tights underneath as a foundation garment; the heavy lycra shimmering in the dim red light. Her feet are clad in the tallest high-heeled pumps that I have ever seen; the heels have to be ten inches high. Charlotte has finished the outfit with outrageous jewellery. She has four gold studs in each earlobe, so many gold chains around her neck that I can't count them, and as many bangles on both wrists. Ornate safety pins decorate her torn blouse and micro mini. A gold chain runs from one earring to a gold stud in her nose. "You look gorgeous Michele," Carmel whispers through the bars. I wondered if she had read my mind when I was standing in front of the mirror admiring myself. "Well, I have to say you girls are looking something special. Special fetish requests from the punters?" I enquired. "Well no Michele; there are no more punters tonight; we're closed for business." Carmel responded lighting yet another menthol cigarette and blowing a cloud of blue smoke towards me. "Thank fuck for that," I breathed with a sigh of relief. "Now I can get out of these stupid fucking women's clothes and get back to my own cell!" I said, relived that the evening had come to an end. Carmel and Charlotte stepped into my workroom cell, silently closed the door, and leaned back menacingly against the bars, "Oh no Michele, you don't understand! We've finished with punters tonight, but WE haven't finished with you!!!" To be continued... Lady In The House Ch. 07 From Part VI "You look gorgeous Michele," Carmel whispers through the bars. I wondered if she had read my mind when I was standing in front of the mirror admiring myself. "Well, I have to say you girls are looking something special. Special fetish requests from the punters?" I enquired. "Well no Michele; there are no more punters tonight; we're closed for business." Carmel responded lighting yet another menthol cigarette and blowing a cloud of blue smoke towards me. "Thank fuck for that," I breathed with a sigh of relief. "Now I can get out of these stupid fucking women's clothes and get back to my own cell!" I said, relived that the evening had come to an end. Carmel and Charlotte stepped into my workroom cell, silently closed the door, and leaned back menacingly against the bars, "Oh no Michele, you don't understand! We've finished with punters tonight, but WE haven't finished with you!!!" Part VII 'Oh no!' I think to myself, 'all the degradation I have had to put with over the last seemingly endless hours, and now, just when I think it's over, these two have come for their pound of flesh!' I look at the two transvestite hookers who have ominously just stepped into my cell, one is a seductive 'Vampira', the other a sexy slut punk, the shock and bewilderment is obvious on my face and for umpteenth time tonight I started to cry. "Ok girls; please just get it over with as quickly as possible, and please don't hurt me, I'll do whatever you want but I don't want to get hurt any more," I implore, hoping they will take what they want quickly and then let me go. "Oh Michele sweetheart," Carmel sighs moving towards me with her arms open, "you poor, silly sweet thing; we aren't here to hurt you; we're here to comfort you after your first night at work. Look!" she says, pointing at Charlotte. Charlotte is smiling and holding up a bottle of whisky, which she been concealing behind her back. "Come on hun, lets sit down and have a drink," she smiles and leads me to the bed removing her black satin opera gloves and dropping them to the floor. I sit down with relief and cross my legs. The swish of my nyloned thighs rubbing together sends a little jolt of pleasure through my body. Carmel sits beside me and offers me one of her menthol's whilst Charlotte pours large measures of whisky into three tumblers she has found somewhere in one of the cupboards in my workroom. I extend my trembling fingers, my fingernails glint a dull red in the subdued light, I take the proffered menthol and bring it to my lips. Carmel extends her bright red fingernailed hand and flicks the bic lighter into life; I drag back on the cool menthol cigarette and blow out a plume of smoke towards the ceiling. I look down and am surprised to see the filter of my cigarette is ringed with lipstick. I laugh to myself at the red, lippy stained cigarette butt and flick a lock of hair out of my eyes. Crossed legs, lipsticked cigarette butts, flicking my hair! I have adopted all these female mannerisms in such a small time; 'It's as if I was born to this!' I think to myself. 'No!!! Never!!! I won't give in to this sick life!' I force myself to say in my mind, 'I'm a man, a man, a MAN!!!!! I bring my head up and my face is level with Charlotte's chubby knees. Her ripped black fishnet stockings are indeed being worn over shiny taupe tights as I suspected. My eyes move up her thick but shapely legs, past the tiny tight Lycra mini stretched taught on her thighs, past her slashed T-shirt with the words "Fuck Slut" printed on it in silver sequins. She is proffering me a tumbler of whisky, and, as I reach out to take it I look up into her plump pretty face and whisper, "Thank you." "Your welcome honey," she smiles back, her heavily made up face and punk bottle-blonde, pink and blue streaked wig make her look sexy in a 'street whore' kind of way. Her heavily eye-shadowed and mascaraed eyes gleam in the darkened cell. Charlotte pulls up a chair and sits directly in front of me offering a drink to Carmel and accepting a lighted cigarette in return. I take a pull on the tumbler and the fiery liquid burns my throat as I swallow it; I take another hard pull on the menthol and erupt into coughing fit. The coughing continues as my throat, sore from the abuse it has taken from the 'punters', spasms from the irritation of the smoke and strong liquor. "There, there," offers Carmel as she takes the drink and cigarette from my hands and hands them off to Charlotte who places the cigarette in an ashtray and the drink on the bedside table. Camel pulls my head to her shoulder and gently strokes my back as the coughing fit slowly subsides. I can smell her perfume, I recognise the brand as 'Poison,' and my head nestles in the crook of her neck. My arms instinctively wrap around her and I return the hug. I hug her gently as I start to sob into her neck and she continues to stroke my back and slowly rocks me back and forth in the light embrace. She whispers in my ear, "It's alright Michele; It's alright honey." I start to drift off as my senses experience the wonder of this sensuous embrace. My satin blouse slides stimulatingly over Carmel's tight, body hugging black satin dress and I can feel the heat of her body even though her breastforms. Our knees are lightly touching, the diaphanous nylons delicately stroking each other, her black pantyhosed leg peeking through the split in her dress and my silk stocking thighs become further exposed as my skirt rides up as we continue to embrace. In my reverie, I feel the beautiful soft butterfly of Carmel's breath as she exhales sweetly in my ear and whispers, "There, there, honey; it's all better now; Carmel's here sweetie, Carmel's here." I raise my head and look into her heavily made-up eyes; my gaze roams over her red lips and pale skin as my right hand moves up and gently strokes her cheek, my ruby-red nails in stark contrast to her pale Goth makeup. My hand continues up to her lustrous black wig and entwines itself in the silky softness of the fine hair. I gently pull her face to mine and our lips brush; I slip my tongue across her lips and taste her lipstick. Carmel looks into my eyes deeply and reciprocates; her hand slides into my hair and she pulls me forward until our lips softly meet; her tongue cautiously extends and brushes my lips. Then, at the same time, we open our mouths and mash our lips together, our tongues entwine and our bodies push against each other, satin and nylon come together to create an exquisite rasping sensation that causes my little penis to awaken in its silken panty prison. The strangest feeling envelops me, our caress is so soft and gentle, feminine, comforting and at the same time sexual. My head is spinning with the new sensations that course through my body; after the brutal treatment I have received over the last pitiful hours the tenderness that Carmel is bestowing upon me has me entranced. Carmel eases me back on the bed until my head comes to rest on my pillow; our kiss is not broken and a sense of urgency seeps into our embrace. Carmel strokes my face and showers my lips, cheeks and eyelids with soft loving kisses; my head spins in a heady sensation of soft feminine yearning. She adjusts herself so that she is half on the bed, her legs straddling mine as her silken, nylon clad knee rubs softly against my stockinged thighs. My penis has now freed itself from between my legs and is rampant in the front of my panties. Carmel sighs sweetly in my ear as she softly kisses my lobe, her perfume mingling with mine to create a dizzy cloud that further heightens my senses. "Michele, honey; you are so lovely," she whispers. Her hand slides up my inner thigh and my penis pulses, the light rasp of her nails on my stockings sends waves of pleasure through my body. I pull her body harder against me and pull her soft lips against mine, our tongues intertwining in a sweet symphony. Carmel's hand slides under my skirt and I gasp as she tenderly strokes my erect member through my silky soft nylon panties. I suddenly realise what I am doing! "No! Stop! This isn't right!" I cry as I push Carmel's body away from me. Carmel lowers her face to mine again and tries to kiss me but I squirm and turn my head away. "Fuck off you pervert!" I sob. "This is sick; I won't be like you! I won't submit to this twisted, sick existence that you and your perverted friends seem to enjoy. Get off me you fucking transvestite hag!" Carmel pushes herself over me so that she is straddling my waist, the split in her skirt is wide open and the garment has ridden up around her waist. She grabs my wrists and pushes my hands back behind my head locking them there. She looks into my eyes with a cruel sneer on her face, her pale makeup making her look much more like a vampire because of her pale skin, red lips and dark made-up eyes; her teeth glint evilly in the lamplight. "Well 'Little Miss I'm too good for you', I guess we have tried being nice. Obviously you only understand pleasure when it's forced upon you. We know you have really enjoyed the night's proceedings; Eddie told me you came when he fucked you and that bulge there in your knickers is a dead give-away." She sneered. "Charlotte, plan B," she laughed. I am pinned down with Carmel straddling me, forcing my hands back against the bed-head I twist my head to the left to see what Charlotte is up to. She rummages in the drawers of my dresser, gives a triumphant yelp, and comes over towards the bed with a pair of stockings in her hands. Before I have a chance to move she has lashed my left wrist to the iron bedpost and has started working my right. I fight and buck trying to dislodge Carmel and pull my arm free from her grasp, but I am spent from the evening's ravaging and eventually I give up. Charlotte lashes my right wrist to the other iron post with the remaining stocking. Again I am forced to succumb to my captors. "There now that's better; our spoilt brat has been tamed," gibes Charlotte. "Now Michele, I'm going to tie your ankles to the bed just like your wrists and if you struggle Carmel is going to belt you; aren't you dear?" "Oh please struggle honey, there's nothing more I'd like than to belt you one across your smug, pretty face." Carmel replies. 'Why are they being so cruel' I think to myself, bewildered. 'They had so been so nice earlier on!' I submit while Charlotte finds another pair of my hose and lashes my ankles to the bed-base; she has to tie one end of the stockings to the steel bedpost and the other to my ankles because my feet do not reach right to the end of the bed. This allows me some small movement in my legs due to the stretchiness of the nylon stockings. "Now; lets get started shall we?" smirks Carmel to Charlotte. Carmel lowers her heavily made-up face to mine once again. I struggle and turn my face to one side to evade her kiss. Whack!!! Carmel slaps my face with her open hand. "Come on Michele, you liked this before, now stop playing coy," she smirks. Carmel lowers her lips to mine as I force myself to hold still while she does to me what she wants. Her soft lipsticked lips gently press themselves against mine, my lipstick smears and mingles with hers as she pushes harder and her lips crush themselves on mine. Carmel's tongue pushes between my lips and slowly slides over my teeth. I capitulate and open my mouth and run my tongue against hers and taste her sweet mouth. My penis hardens again and rustles against my nylon panties. Then I feel a cool hand slide up my stockinged leg and under my skirt; it strokes the top of my thigh and slowly the fingernails scrape up the bare skin where my stockings end and up to the bulge in my silken full-cut panties. The nails slowly scrape across my nylon-encased cock and I sigh into Carmel's mouth and push my lips harder against hers. I surrender; the stimulation is too much. I realise that Charlotte has moved down the bed and it is her ministrating to my engorged penis. The feeling of Carmel's soft lips against mine, her silken body straddling me as she forces her kisses on me, and the slow torture of Charlotte's fingernails against my panty-clad member are too much to fight against; I push against my bonds lifting my face to reciprocate Carmel's kisses and raise my skirted ass up off the bed to encourage Charlotte's caresses. "Oh the bitch likes this after all; maybe all she needed was a little persuasion," Charlotte giggles. "Let's try some more persuasion and see what happens," she laughs. I feel my skirt being rucked up and bunched up around my waist. I can't help but assist by raising my ass off the bed; Charlotte now has my hard cock firmly gripped in her hand through my sheer nylon panties and is slowly working her fist up and down it; the feeling is delightful. Carmel has adjusted herself so she is lying on top of me, her upper body encased in her skin-tight silky dress is pushing against my satin blouse crating little butterflies of sensation. One hosed leg slides up and down my stockinged leg driving me wild with lust. Charlotte's hand reaches inside my panties and frees my erect member pulling it out of the waistband; she strokes it gently now, slowly up and down, dragging her fingernails over the sensitive glans at the top of the up-stroke. I groan again. "Oh Carmel! Oh Charlotte! You naughty girls!" I whisper into Carmel's mouth as she continues to kiss me deeply. She is now stroking my face and pulls her face away from mine briefly; she looks in my heavily made-up eyes and whispers back, "I knew you would like this; I'm going to make this special for you Michele." Carmel then lowers her luscious lips to mine and we continue our passionate kiss. Then I feel Charlotte's hot breath on my thighs, she is kissing my stocking tops as she slowly wanks me with one hand and caresses my panty-clad balls with the other. Her kisses move up my thighs and across my nyloned balls and then I feel her hot wet mouth engulf me. I groan again and rise my ass up off the bed in acceptance of Charlotte's oral worship of my shaft. My tongue is wildly exploring Carmel's mouth and I strain against my bonds to kiss her harder. Charlotte is working her mouth up and down up erect member, her tongue fluttering against the glans. I am close to coming. Carmel pulls her face away from mine briefly and whispers, "Look!" I raise my head as much as my bonds will allow and look down my body as Carmel slides over to one side so as not to obstruct my view. Looking down I see my legs spread; my ankles tied with the stockings which are lashed to the bedposts. I see my slender legs encased in silky flesh toned stockings, the reinforced nylon stocking heels visible in my strappy white high heels. My white leather miniskirt is bunched up around my waist and there is Charlotte's head buried in my groin. Charlotte lifts her head slightly and turns to look up at me; she is beautiful for a plump girl. Her face is framed by the shocking, frizzy, bottle blonde wig with pink and blue streaks running though it, her heavy makeup with black eyeliner, dark pink and powder blue blush, and glittery multi-coloured eyeshadow. Her glossy bright red full lips grip the shaft of my penis. "See," giggles Carmel, "I told you we came to comfort you." Carmel now straddles me again and as our nylons rub my cock spasms in Charlottes mouth. "She's ready for you Carm," Charlotte declares removing her head from groin, "and you better be quick!" I wonder what she means…………….. Then it dawns on me as Carmel adjusts her position over me, she reaches under her dress and I hear a ripping sound as she tears the gusset seam of her pantyhose with a fingernail. "Just relax honey," she whispers and kisses me briefly. Then she adjusts herself again so that she is sitting over me with her lovely ass over my erect penis. She hitches up her dress. With one hand she pulls aside her panties and torn pantyhose gusset whilst with the other she grips my penis and positions it against her puckered anus. Carmel slowly lowers herself onto me and I slide into her all the way. She pushes down and her panty-clad ass cheeks rest on my thighs; the nylon of her panties and torn hose rub against my shaft and balls as she slowly starts to ride me, putting her hands on the bed behind her to support her weight as she fucks my rock hard clitty. Charlotte moves up to the top of the bed and begins to kiss me slowly, her tongue throbbing in my mouth as my penis throbs deep in Carmel's ass. My cock feels so snug and tight as Carmel rides me, her sleek back passage spasming against my invading member. Carmel is groaning and moaning, "Oh Michele, fuck me!" "Michele Fuck Me!" "Michele………FUCK ME!!!!!" I am delirious with passion, my clitty is trapped deep inside Carmel and as she rides me I push up to meet her as she slams her pantied ass against my groin. My silky lingerie is sending little explosions into my groin where it comes into contact with Carmel as she bucks over me, the rustle of silk, and nylon and satin becomes the background music to our groans and sighs as we approach orgasm. I open my eyes because has Charlotte stopped kissing me, I am disappointed because her lipstick kisses were adding so much to my stimulation. I turn my head to see that Charlotte has freed her short stubby cock from her panties and is viciously wanking it. She looks down into my eyes and I see the pleading there. "Please?" she whispers. "Ok," I whisper in capitulation. Charlotte kneels on the side of the bed, her stubby clitty sticking out from her groin, her sleek dance tights are pulled down and her fishnet stockings strain on the red garters where she has roughly adjusted her underwear to allow access to her angry little cock. She has pulled off her Lycra mini and dropped it around her high-heeled feet. I can't move my head too far because of my bonds but I turn my head to one side and greedily suck Charlotte's hard fat clitty into my mouth. It tastes salty but clean and I immediately begin to suck it and slide my tongue all over it. The sight of my fellatio act must have aroused Carmel further because she is now bent forward over me and is slamming her ass up and down on my cock in a frenzy. My penis is now throbbing with excitement and I can feel my orgasm build as Carmel's hot ass pulses against my cock and drives itself up and down my shaft. Charlotte is now groaning in time with Carmel as I suck and lick her fat little hard clitty-cock. I can feel it begin to spasm. "Fuck me Michele!" Groans Carmel. "Suck me Michele!" Groans Charlotte. And I do! I fuck and suck and I come! My penis explodes deep in Carmel's ass and I rise up to thrust it in as far in as it will go. Carmel responds and pushes down grinding her pantyhosed ass against my panty-clad balls as I unload steam after stream of hot semen deep in her back passage. At the same time Charlotte grips my head and pulls my face into her groin as she jets huge globs of her seed into my mouth. The experience an orgasm like nothing I have ever felt. My cock is exploding with the friction and pulsing of Carmel's tight ass; my balls are electrified by the sensation of Carmel's panty and hosed ass rubbing against their silky nylon panty prison; my mouth and lips are on fire as I suck and swallow Charlotte's hot seed, the feel of her stubby member invading my mouth is beautiful; and all over my body, the silky satin feel of my lingerie, skirt, blouse and stockings is amplifying the electric pulses of the most fantastic orgasm of my life. After about three minute of intense pleasure, Charlotte removes her flaccid penis from my mouth; a trickle of her spend drops onto my chin as she tucks her angry little weapon back into the gusset of her sheer dance tights. Carmel eases herself off me, giggling as my cock plops out her ass. She stands next to the bed and adjusts her clitty inside her hose and panties and smooths down her black satin sheath dress. It's only then I notice the semen stains on her underwear and realise she has ejaculated whilst I was fucking her. Lady In The House Ch. 07 I lie there, my hands and feet tied, my skirt hiked around my waist; nyloned legs spread, my slowly deflating penis sticking out of the waistband my sheer panties. My makeup is smeared and wig tousled due to the passionate struggle I have just endured and enjoyed. The single drop of Charlotte's semen glistens on my chin. "That was wonderful!" whispers Charlotte. "Wonderful!" whispers Carmel. "Wonderful!" I whisper. "Fucking wonderful ladies; I really enjoyed the show. Now who the fuck gave you permission to play those sort of games!" Oh my God! It's Eddie. He's looking though the bars of my workroom cell pushing his sticky, gnarled cock back into his pants. A pool of semen glistens at his feet in the low light. "Now; how the fuck am I going to punish you girls for using something that I own and that everyone else has to pay for to use!" "YOU!!!!!" he screamed pointing his shaking finger at the three of us. To be continued………………………………………………. Lady In The House Ch. 08 "You!!!" Eddie screamed through the bars, then laughed. "Well done girls, quite a show, I really enjoyed that; and so did Michele obviously," he said snickering and pointing at the tent in the front of my skirt caused by the bulge of my slowly diminishing erection. "Ok fun's over; now get the fuck out of here while Mabel cleans the joint up for tomorrow night, I expect you will be a lot busier tomorrow Michele, once the word gets around that my newest girl is available to all customers." "I expect you'll be very busy indeed," Eddie's laughter faded as he disappeared down the corridor between the cells. I cringed at the thought of another night in this caged prison brothel, forced to service some of the roughest men I had ever met. At the same time I was feeling confused as to how quickly I had acquired female mannerisms; how I had become aroused by wearing the lingerie, makeup, wigs, and heels that Eddie forced me to wear. I was also amazed at how, after only a brief introduction, I was developing the skills of the feminine art in applying makeup. I was more disturbed however, by how I had responded to the sexual attentions of some of the punters and the ministrations of my crossdressed sisters. I could not deny that, despite the fact that during this torrid night I had been repeatedly orally and anally raped, I had experienced two of the most intense orgasms of my life this evening. I decided that I was just too dog-tired to think about it; I needed to sleep. I was even too tired to be angry with Charlotte and Carmel, who although they had obviously enjoyed the sexual encounter we had just experienced together, had obviously been put up to it by Eddie so that he could enjoy the 'all girl' show. The two vixens in question, (who had just introduced me to my first transvestite lesbian experience), slunk out of my workroom cell. They both glanced back and blew me a kiss. "Nightie-night sweetie," they giggled in chorus, the sound of their laughter and the clattering of their high heels diminishing as they moved on down the corridor. Mabel came in and dumped my prison fatigues on the bed and pointed to the door with the words, "Out! Shower. Get changed!" I got the message and slipped out of my feminine attire and deposited it in the laundry bin in the corner of the cell. My heels and breast-forms went inside the large wardrobe. I removed my wig and put it on a vacant wig-stand then took the towel Mabel proffered, cinched it around my waist, and headed once again down the passageway between the cells carrying my fatigues to the shower block. The overhead lights suddenly clattered on revealing the workroom cells on either side of the passageway. Through the open bars I stared at the oversized double beds, rumpled satin sheets, large armoires and dressers with makeup mirrors, totally incongruous in this disused prison wing. The workroom cells were like islands of perfumed femininity amid a sea of stink created by caged men. Mabel poked her head out of my cell and barked orders to a couple of prisoners who I recognised as weaker individuals who had 'no muscle' and therefore had shitty jobs working in the prison laundry. They were stripping the beds and dumping sheets and pillowcases into large wheeled washing carts. They were also emptying the laundry bins from each cell into individual oversized prison laundry bags; I noticed the laundry bags were each labelled with the cell numbers and the feminine names of the 'working girl' that used each cell. As I passed one of the laundry hands I saw him bring a pair of soiled panties to his face and rub the bulge in the front of his denim jeans. I scurried past disgusted. The laundry was a big money maker for the prison. It catered for the needs of the prisoners, the guards, and also took in work from nearby hotels and a hospital. Eddie controlled the prison laundry, as he did just about everything in Chelmsford prison. Obviously also had the laundry workers working overnight to wash and dry the bedclothes and clothing that belonged to his 'working girls'. To make his prison prostitution operation work he must also have the laundry dry cleaning service clean the 'girls' skirts, blouses, jackets and other items of clothing. The cleaning of feminine clothing had to be being done overnight as I had made many trips to the prison laundry during the day whilst working as Eddies accountant and I had never seen any items of female attire in there. I knew Eddie made a considerable amount of money from the laundry; and of course, he was paying off someone high in the prison authority so that he could run the laundry business. As his accountant I knew he would also be charging the 'girls' for the laundry service; Eddie made money off everything, he gave nothing away. When I got to the shower block I ran the water as hot as I could get it and soaked myself for half an hour in the shower trying to wash away the shame and humiliation of the last few hours. I scrubbed my face repeatedly to remove the caked on makeup. The blush, lipstick and eye shadow came off easily but I had to scrub at my face continually with the washcloth until it came away bearing no traces of foundation or mascara. I poured nail polish remover onto a cloth and cleaned the red nail polish from my fingernails. I moved to the mirror and was glad to see that I looked like a man again; but then I noticed that some mascara was still clumped here and there on my eyelashes and little clots of eyeliner were smudged in the corners of my eyes. I picked up a bottle of moisturising cleanser from the shelf under the sink and removed the last traces of 'Michele' from my body. I winced as I pulled on my denim prison uniform fatigues and felt the scratch of stiff cotton on my body instead of the luxurious feel of satin, silk and nylon. 'Stop it!' I told myself as I found myself wishing I could exchange the scratchy denim and cotton work-wear for the soft feel of feminine garments; 'this is how you are supposed to be dressed Mike; as a man!' I made my way back to my accommodation cellblock without further incident. I was amazed to find my cell unlocked and unguarded. Fucking Eddie ran the whole prison I was sure if it! I let myself into the relative privacy of my own cell. With only a peephole in the door for the guard to look through instead of the open bars of the workroom cells in E Block it was as private as one could get in prison. As my head hit the pillow my mind was spinning with what had happened to me, how drastically my life had changed in one day. The last thing I noticed through teary eyes before I fell into a deep sleep was the clock on the wall ticking over to 2:30am. I awoke the next morning and looked straight at the clock; it was 9:30am. Eddie must have arranged it with the guard on my wing to let me sleep in. I was tired and sore from the events of the previous evening and the early hours of this morning, I just couldn't believe what had happened to me. I seemed normal enough (or as normal as one could be when you are a guest in Chelmsford prison); just Mike. Mike brushing his teeth, Mike combing his hair, Mike changing into clean fatigues. Mike drinking coffee alone in the deserted cafeteria. There was no sign of Michele or her feminine ways; Christ I wished it were all just a bad dream! I looked down at my hands holding the coffee cup and noticed that there were little crescents of red nail polish under the cuticles of some of my fingernails. "Fuck!!!" I exclaimed. Then I heard the voice I feared most; Eddie had snuck up on me and whispered in my ear, "Come on Secretary you've got a lot of work to do. Just because I've found you some after-hours employment, doesn't mean you can neglect your day job," he snickered. I followed him and took up my usual post working on Eddie's books as I had done every day for the last few months. I couldn't bear to bring up with him the events of last night or even look him in the eye. What I did do though was to pay particular attention to those parts of Eddie's business that had now come to directly effect me. Because Mabel ran the books relating to the prostitution ring, I had never really paid them too much attention before, except to check the bottom line for profit against loss; today I paid them special attention. A note for those of you who haven't read Part I of this story; you probably need to read it now to understand how Eddie's prison business works and how Mike/Michele ended up becoming Eddie's accountant and 'secretary'. It was all there, the amount each punter paid Mabel for a 'session' with each 'girl' (there were various codes that I didn't really understand but as some sessions cost more than others, I could only deduce those punters wanted 'special services' and paid accordingly). Here was listed the earnings made by each of Eddie's transvestite hookers against the costs involved in running his secret prison brothel. Payments were listed to Mabel, the guards (although a lot of the guards seemed to take their payment in 'trade'), and the inmate 'minders' Eddie employed (I shuddered as I though about how 'Iron-bar Steve', his most vicious minder, had used me). The costs of female attire, lingerie, cosmetics, perfumes, wigs, shoes and other accessories were carefully recorded against each girl's name and deducted from her earnings. It appeared that despite these costs, and even after Eddie had taken the larger part of the profit for himself, the girls still made a substantial amount of money. By prison terms they were rich; in fact they probably made more money than your average streetwalker did on the outside. Then I looked up the ledger entries Mabel had made against me, 'Michele'; I was astounded at how much money Eddie had made from me last night, even though only a couple of my 'tricks' were paying customers. Then I looked in the debit column at how much money I owed Eddie; I was flabbergasted. I owed him thousands of dollars for the clothing and accessories he had purchased for me! "What the fuck Eddie?" I turned around and shook the ledger book at him. "This is bullshit! I'm a rich man outside but it will cost me double the money I owe you in bribes to have that much smuggled in!" "I suppose I have no fucking choice, It would take me weeks to pay this off earning the money you expect me to make in your filthy whorehouse!" I couldn't believe that in my outrage I was shouting at Eddie like this. "Oh no Secretary bird; months at least; probably a year to clear that debt!" he laughed. "What the fuck?" I stammered. Eddie reached out and grabbed my slender throat, "You can only pay for the goods and services I provide for you with the services you provide to me!" "What the fuck does that mean?" I asked. "Why can't I just pay you out from money I have on the outside?" "All of your clothes, makeup, wigs, nylons and those nice frilly things I have you wear, you have to pay for out of the money you make in the workroom. That's the deal. How do you think I keep my little harem working for me?" he responded. "And of course you will always need more of those lovely things, because, as you can imagine, they tend to get worn out quickly and suffer more than their fair share of wear and tear during the working day; or should I say working evening," he laughed. "And I can't have my punters complaining that my girls dress like shit now can I?" he mocked. "Besides; look on the bright side, you get to keep everything you pay for and I'll let you keep any tips; pardon the pun," he laughed. "In a few weeks, once you get to like the work, you will be asking for more and more clothing, lingerie, and girly luxuries, all my girls do," he finished. "Girls?" I stammered. "Girls! Girls! Fucking GIRLS!!!!!" "They're crossdressers you dolt! They're men! Men! MEN!!!" "And so the fuck am I! I'm a fucking MAN not a GIRL!!!!!" Whack! Everything went black. I woke up on my bunk in my cell my head throbbing. "Christ!" I groaned. Eddie had obviously belted me during my outburst and knocked me out. I raised myself off my bunk and looked in the mirror. No visible damage done; just a bump on the back of my head. Eddie was too smart to mark his latest money-spinner. I noticed my cell door was closed and on further inspection locked. Then I noticed a suit-bag hanging on the end of the double-bunk. On the disused top-bunk was a pair of black high-heeled open toe sandals, a makeup case, a pair of expensive Italian pantyhose still in their wrapping and some boxes that when opened contained white satin lingerie. A wig composed of a shiny black bob, with discrete cerise highlights was perched on a wig-stand. I recognised it as one of the wigs Carmel had had me wear last night. The wig had been cleaned, combed and styled; the harsh prison light bulb picked up the highlights in the hair. I walked over to the suit-bag and noticed a note pinned to it. It read: 'Get dressed. Be ready by 1pm and make sure you look good for a special friend of mine. Steve will pick you up. Or don't get dressed, your choice! If you're not dressed when Steve gets there you won't need to get dressed in anything but hospital pyjamas for at least a month! Love Eddie XXX' Resignation came crashing down on me yet again; I would not be able to get out of Eddie's clutches until I was released from Chelmsford...or... a glimmer of hope formed in my mind...transferred!!! That was it! I would get a transfer! I had plenty of money outside; sure it cost me double every time I tried to get any of my money smuggled in, but if Eddie could bribe the guards, surely I could too! All I needed to do was to find out the right person to bribe. I made a resolution right there and then. I would withstand whatever depravity I had to until I could arrange a transfer to another prison. With this resolve firmly in my mind I started to get dressed into the clothing that had been bought into my cell whilst I was unconscious (probably delivered by Mabel in her male alter ego: the washed up trustee lifer). I shucked out of my prison fatigues and stood naked in the centre of my cell. Short, slim and well proportioned with all of my body hair removed my body did not look especially feminine; but it was more womanly compared to most of the inmates in here who were either bodybuilders or had resigned themselves to lives of flabby inactivity. Maybe I could fatten myself up so that I wouldn't be attractive to men? Then I remembered Charlotte, the chubby whore from last night, being fat had not worked for her, it had just made her more attractive to men who liked larger women (BBW's as they were referred to in men's magazines). I opened the large makeup case and investigated the contents. It contained plenty of makeup, a small bottle of perfume and some jewellery in the upper compartment tray. I removed the upper tray to discover that in the bottom compartment was a pair of breastforms. The two silicone tits looked forlornly up at me from the bottom of the case. Breastforms! This time yesterday I wouldn't have had a clue that the fucking things even existed. I selected the ruby red nail polish out of the makeup case and sat down on my bunk and painted my toe and fingernails contemplating the future. Eddie obviously had a special trick lined up for me this afternoon; what he didn't know was the trick I was going to play on him; if I could just find out who I needed to bribe to get out of this nightmare. I laid out the makeup on the shelf in front of the mirror over the sink and started the transformation from Mike to Michele. I applied a layer of heavy foundation from my hairline all the way down to the bottom of my neck. Next I applied a second layer of Revlon foundation that matched my natural skin tone and then set the foundation with a lighter shade of face powder. I rouged my cheeks to highlight my sharp cheekbones, applied another light dusting of powder, and then went to work on my eyes. My eyebrows were thin anyway and just required a light touch of pencil to form the arches. I applied a pinkish hued eye shadow to my eyelids and then blended a light aqua from there to just under my eyebrows. With a fine brush I applied black eyeliner in a thin line on my eyelids as close to my eyelashes as possible, top and bottom. I took the line right into the corners of my eyes as I had been taught. I applied lashings of black mascara to my eyelashes, only having to clean up a few little flecks that dropped onto my face. Next, three coats of the same plum coloured lipstick that I had worn last night, carefully applied inside the matching lip-liner. I pulled the black bob onto my head and adjusted the wig so that it sat correctly. I clipped a pair of silver and diamond encrusted sapphire drops to my ears and a matching pendant around my neck to finish the effect. I looked gorgeous; Carmel would have been proud of my efforts I thought to myself. Now, to the foundation garments! I unwrapped the expensive looking Italian pantyhose. The diaphanous sheer black nylons were fully fashioned with dark reinforced cuban heels and toes; a neat black seam ran up the back of the legs to the top of the waistband. The gusset was as sheer as the rest of the hose with no joining seams or cotton insert that is usually found in the crotch area of most pantyhose. The nylons were decorated with tiny little rhinestones just above the heels. I sat on the edge of the bottom bunk and slipped on the sensuous hose being careful not to snag them. My legs looked stunning, the little rhinestones made the pattern on the outside of each of my calves, the cuban heels tapered into the back-seam. I adjusted the seams to run perfectly centred up the backs of my legs. As I smoothed the hose little sparks of delight flew up my legs and I felt myself begin to stiffen. Before I could become further aroused I pushed my penis between my legs and held it there with the tight nylon gusset. These hose must be really expensive I mused. Next I slid the white satin panties up my legs sending more little darts of pleasure into my body as they rubbed on the nylons. I stood and pulled the panties into place around my bottom and crotch. They were pure white, sleek and discretely laced around the waistband and leg openings. The full cut white panties stood out dramatically against the black nylon pantyhose; the seat of the full-cut panties encased the globes of my buttocks perfectly and the front panel was tight against my crotch with just my little package spoiling the effect. I removed the breastforms from the makeup case and stood before the mirror and put them in place. I had applied a liberal amount of artist's gum to my chest and the back of the breastforms as directed by the label on the tube I had found in the case. The directions on the gum promised to hold them in place 'for hours on end'; they certainly felt secure. I just hoped the fucking things weren't glued there permanently. I put on the white satin bra next. Still a novice, this proved to be the hardest garment to get into. In the end I clipped the catches at the back of the bra together and pulled it on like you would a T-shirt, arms in first then pulled the back strap over my head. I wrestled the garment into position and smoothed out the sleek satin cups over my false breasts and untangled the straps over my shoulders and around my back. It was a lovely fit, perfectly matching the satin panties with a lace trim along the top of the breastcups with a single pale pink satin rose nestled between them. The last item of lingerie in the packages was a full slip of the sheerest translucent white nylon. I slipped the item over my head and pulled it down so that the bodice fit snugly against my torso; the slip flared at the waist and finished mid thigh. The hem was trimmed with lace matching my bra and panties. The gossamer thin garment felt luxurious and when the material stroked against my nyloned thighs little explosions of pleasure ran up my legs. Lady In The House Ch. 08 I stepped into the patent leather black high-heeled sandals, my painted toenails visible through the reinforced toes of my stockings, the pretty cuban heels accented by the ankle straps of the shoes. I bent down and fastened a silver anklet around my left ankle; the chain sparkling as the light reflected off it accentuating the miniature rhinestones on my sleek hosed calves. I stood up and unzipped the suit-bag. Inside was a navy blue suit and sheer white nylon blouse. I slipped into the blouse, the cool feel of the nylon sleeves sliding up my arms, the light material whispering against the full slip as I buttoned the garment. I stepped into the skirt; it was snug at the waist and tight around my hips and bottom, the hem coming to just above my knees. I pulled on the wide lapelled jacket and my transformation was complete. I looked in the mirror stepping back so I could see as much of my reflection as possible. I was no longer Mike, the weak willed accountant; I was Michele, a power dressed executive; a 'fem fatale' in a business suit. I sprayed liberal amounts of perfume on my neck, behind my ears and then as Carmel had showed me, under my skirt. I was about to sit down when my cell door slammed open. 'Iron Bar' Steve stood there in the company of one of the guards. "Oh fuck me Steve she's fucking gorgeous; I'd love to shag her bent over the bunk dressed just like that!" the dimwitted guard exclaimed. "Fuck off stupid, you couldn't afford a fucking hand job off her, she's out of your league," Steve responded. 'How chivalrous,' I thought to myself, 'A brain-dead thug defending the honour of a crossdressed inmate prostitute to a corrupt prison guard!' I couldn't help but smile at the irony of the situation. "Oh you won't be smiling for long honey," laughed Steve, "Eddie's special friend doesn't like jokes from fag inmates one little bit." "Who are you calling a fag Stevie? You couldn't get enough of me last night could you?" I clipped sarcastically. Steve raised his hand but I stood defiantly in the doorway of the cell. I knew that Steve dare not touch me at the moment as I was all prettied up for some special punter. It was good to actually feel a slight empowerment for once. I sashayed though the cell door deliberately taunting Steve but I paid the price as I passed him; he reached out and squeezed my pantied buttocks through my skirt. "Don't touch the merchandise Steve," I taunted again, turning my pretty face to his and pouting at him. "Oh don't worry Michele, I'm just here to escort you to your special date, but you will be well used merchandise when you return," he laughed. I looked around the cellblock and noticed it was empty. All of the prisoners were at work of course, but I couldn't see any guards either, other than the dimwit who had unlocked my cell and was now making his way back to the guard's office at the end of the block. "Oh don't worry honey, you're getting the red carpet treatment, no one is going to see where your going except for a select few in the know," Steve said, tapping the side of nose.. Steve led me through a series of doors and deserted corridors. I never saw another soul; the doors opened electronically when Steve swiped a keycard though each of the card reading devices fitted next to the door-locks. 'Who the fuck is Eddie's special friend?' I thought, 'He must have some clout to be able have a crossdressed prisoner led halfway through the jail without anyone seeing it happening.' 'And who the fuck gives prisoners like this maniac escorting me the keys to the jail; this was just fucking insane!' We finally arrived at a set of fire stairs, the door to which Steve opened with a swipe of his card. He led me up three flights of stairs, me tottering on the high-heels I was still unaccustomed to wearing. He opened the door at the top of the last flight and held me back as he scanned the corridor for a few seconds. "Ok, quickly now," he said grabbing my wrist and pulling me into the corridor behind him. "This is his private entrance; I'll pick you up from here in hour. Behave ok!" Steve whispered in my ear, kissed me gently on the earlobe, and pushed me through an unlocked wood paneled door and slammed it shut behind me. I half fell through the door and as I glanced up I could just make out the name embossed on the door; in faded gold leaf lettering it said WARDEN. Warden Stone was a large man and as I fell though the door he caught me in his strong arms. "You must be Michele," he smiled, gazing directly into my eyes. "Here take a seat," he insisted leading me to a large leather divan set against one wall of the large office. I was mesmerised; I knew that things were obviously way out of the ordinary in this fucked up jail. What with Eddie running every legal and illegal activity he could, including a lucrative brothel staffed by crossdressed feminised prisoners, corrupt guards and inmates running around with the keys to the doors; it was just farcical. The lunatics were literally running the asylum. But this! The Governor admitting a crossdressed prostitute, delivered by a messenger from the hardest criminal in the jail, into his private office; this was beyond comprehension! But then again; in some fucked up way it made sense. How could Eddie possibly get away with what he did in here without the blessing of the Governor. In fact it made even more sense as I quickly caught on to the enormity of the situation; this was where Eddie's largest payments went to; the Warden, they were obviously partners. The Warden ran the jail but Eddie ran everything inside the jail and the Governor got his cut; including the fringe benefit of access to Eddie's working girls whenever he wanted. How else could all this be explained? At the same instant another lightning bolt struck me; I was now with most powerful man in Chelmsford prison, if anyone could get me a transfer out of here it was him! I decided right then and there that I was going to be very nice to the Governor; no matter how disgusting his needs were, I was going to tend to every one of them willingly. After all, this could be my only shot at getting out of this nightmare. 'So Mr Stone,' I thought to myself 'You're about to have the wickedest hour you ever spent with one of Eddie's whores!' I mustered my resolve and made my move. "Why thank you Warden Stone," I offered him by biggest smile and sat down, crossing my legs in a ladylike fashion so that the hem of my skirt rode up to mid thigh. I noticed his eyes open wide and heard a sharp intake of breath as he heard the soft rasp of my nylons rubbing together and stared at my thighs encased in their gauzy nylon sheaths. "Stanley please," he smiled back. "And you are Michele I'm told," he went on. "Well Michele let me paint a picture for you; I'm sure you are not naïve and understand why you are here. But there is no need for this to be unpleasant for you; I assure you that I can behave like a gentleman, and this scant hour we have together can be a welcome break for you from the filth and depravity you experience very day in my prison." "So Michele, shall we spend a nice relaxing hour together?" he asked expectantly. "Why Warden, I mean Stanley; if you are the gentlemen you already appear to be I'm sure I can behave like the lady you want me to be. Perhaps we can even accommodate each other in other ways if you would like to discuss a proposal I have for you?" I responded maintaining my painted smile. Warden Stone's face clouded over at my proposal; I had gone too far too early; I went into damage control. "But of course that's for later, please sit with me," I patted the leather couch next to me and batted my lashes like a good little coquette. Stanley smiled again and managed to drag his gaze away from my legs to my eyes. "Lovely, but please, allow me to get you a drink; scotch?" "Please," I smiled back and he turned to an expensive looking oak cabinet to pour the drinks. 'I might as well make the most of this,' I though to myself as I glanced around the Warden's impressive office. As one would expect it held all the trappings of power; a large desk, chunky furniture, the wall adorned with certificates, trophies and pictures of the Warden with other powerful men. On his desk I noticed a picture of the Warden and his family. His wife appeared mousy and his daughter was a skinny teenager with dank hair; they were smiling painfully for a picture obviously posed to project family harmony. I wondered what his mousy wife would think if she knew that Stanley's peccadilloes ran to intimate encounters with crossdressed prison inmates? Stanley returned to the large sofa, stopping off to turn out the overhead lights and check that the door to his outer office was locked and the shades lowered. He set the drinks down on side table and adjusted the one remaining lamp to a diffused glow. 'Very cosy,' I thought to myself; 'I bet his receptionist is on an errand for an hour or so.' I wondered how often he did this? The Warden handed me my drink and indicated the vacant place beside me on the sofa, "May I Michele?" he asked smiling. "Of course Stanley," I smiled, again patting the seat beside me. Stanley sat down heavily beside me and the cushion gave way under his weight so that I leant in towards him slightly, the golden liquid and my red fingernails glimmered in the diffused lamplight as I raised my glass to him. "Cheers," I whispered and drank heavily from my glass. "Cheers," he responded, downing the spirit in one huge gulp. Stanley had to be over a hundred and thirty kilos and close to two meters tall; well proportioned but large; I noticed the beginnings of a paunch hanging over his belt as his suit jacket opened. 'Ok this is it,' I decided; 'lets get this façade over with!' I reached out and took his empty glass from him and placed it on the side table beside mine, a crescent of lipstick decorated the rim of my glass. I turned to face the Warden and reached out to him, gently taking his head in my hands, I pulled his face towards mine seductively opening my lips slightly. Stanley groaned and pressed his lips lightly against mine. He kissed me softly, with his mouth closed; then he reached out and put his strong arms around me and eased me against him as he smothered my face with feather soft kisses. He kissed me all over my face; my lips, my cheeks, my forehead, and placed little butterfly kisses on my lightly closed eyelids. "You are so beautiful," he whispered in my ear, gently nuzzling my earlobe. My hands were now on his powerful shoulders and we embraced each other for a few minutes; softly kissing each other, I felt the heat slowly growing in him as he became aroused. I felt his hand slide down my body and come to rest on my knee; he softly massaged my leg, slowly working his hand higher, lightly stroking the inside of my stockinged thigh. His breath was becoming heavy now but he made no attempt to force himself on me; his mouth remained closed as he tenderly rained down soft kisses on my mouth and face. I reached out with one hand and placed it on his thigh feeling the hard muscle through the material of his trousers; the back of my hand brushed briefly against his tumescent member; he gasped. "Oh Michele; you naughty girl!" he whispered, his hand sliding under my skirt came into contact with my slip. The Warden wrapped his hand in the silken material and began to slowly glide the slip up and down my thigh. The feeling of the delicate fabric rubbing on my pantyhose was exquisite; my member began to awaken in the silken gusset of my hose; my tight white panties holding it in place as it slowly thickened and elongated. I moved my hand across the bulge growing in the Warden's trousers and found the zipper on his fly. He removed his hand from under my skirt and gently moved my hand away. "No Michele, I want to taste all of your sweet treasures before we consummate our little interlude," he said and took hold of my upper arms in a tight grip. 'Quite the wordsmith,' I though to myself; 'I wonder what sweet treasures he intends to enjoy?' Stanley kissed me fully on the lips, pressing his torso hard against me, slowly sliding his tongue into my mouth; I tasted my own lipstick on his tongue as he gently explored my mouth. Then he pulled his face away from mine and eased me back against the padded armrest of the divan. I guessed that now he would want more than just kisses and caresses and as he adjusted his position on the sofa I made to remove my suit jacket. "Oh please no Michele; I want you dressed just as you are. I love a woman who can pull off the whole power-dress performance thing and still look feminine and sexy." "Do you like the lingerie? I had Eddie acquire it for you just for this occasion; and those nylons, God, I could eat you up in those. In fact I think I just might," he chuckled. I relaxed back against the padded armrest and Stanley bent down and lifted my legs so that I was lying lengthways on the divan. I was lying with my back supported by the padded armrest and my legs across Stanley's lap. "That's better," he smiled and began to stroke my legs with his hands. "Oh that feels so sensuous, and I just love those little rhinestones sprinkled on your stockings," he said. He bent his head and raised one of my legs to his mouth and commenced planting sweet little kisses all up and down my calf. He moved his lips slowly up and down my lower limb and then licked the back seam of my stocking all the way down to my high-heeled sandal. He kissed my feet, and pushed his tongue into the darker reinforced extremity of my hose and sucked on my painted toes through my open toe sandals. I must say it felt quite erotic. Stanley used his free hand to stroke my other leg sliding his fingers far up under my skirt, stroking up and down my leg slowly and sensuously. "Mmmmm let me see," he groaned and lifted his face from my feet. He opened my legs slightly and raised my skirt up around my waist. He gazed upon me lying there with my stockinged legs in his lap with the hem of my slip coming halfway down my thighs, the pure white nylon slip in contrast with the dark hosiery. "Lovely," he said, and began to kiss me up and down my legs again. This time he buried his head under my slip and continued up my legs right to the top of my thighs. He kissed the front panel of my satin panties whilst stroking my legs. After a minute or so of placing soft kisses on my panties and thighs he made his way back down my legs and began to suck on my nylon sheathed toes again. His hands were now sliding the soft material of my slip up and down my thighs creating wonderful sensations through my body. My member was stiffening further and was becoming uncomfortable being held in place under my crotch by my pantyhose and tight panties. Stanley was now licking my shiny black patent leather sandals, holding both my feet in place by the spikes of my heels. As he worshipped my feet and gazed up my legs, his eyes glazed over with lust; then he started sucking on the spiky high-heels, taking them into his mouth and lovingly caressing them with his tongue; first one then the other; as if fellating my heels. He was panting and groaning as he worshipped my legs and feet. Then he moved one hand down to his fly and pulled on the zipper. His hand disappeared inside and rummaged around eventually freeing his erection; it protruded stiffly from his trousers, red, angry and engorged. Stanley lifted my feet and re-positioned them one on either side of his hard cock and slowly started to fuck my feet. I realised what he was doing and assisted him. I slowly started to masturbate him with my feet, slowly lifting them up and down, letting my soft stocking foot caress the head of his penis and then the patent leather of my shoes. Stanley threw his head back against the cushioned divan and let me foot fuck him. He renewed his carnal attack on my legs as I wanked him with my feet. I trapped his member my feet and stroked hard. He moaned and writhed in ecstasy. Then he looked at me again and gently moved my feet out of his crotch. He stood up and re-positioned himself on the divan so that he was kneeling between my spread legs. With trepidation I thought, 'Here he goes; he's going to fuck me.' But he didn't. Stanley closed my legs and lifted my feet up to his mouth and began to worship them with his lips and tongue again. I was lying down full length on the divan now with just my head pillowed on the armrest, my skirt and slip rucked up around my waist with my legs lifted up whilst Stanley took oral pleasure on my feet and calves. Now I knew what 'sweet treasures' the Warden wanted to taste; he was a foot fetish. 'Well at least I might leave here without having to gratify him in some other disgusting way,' I thought to myself. Stanley was now in a frenzy, lapping and sucking at my shoes, toes, and feet; he was panting, his face red and sweating. Stanley actually looked quite pathetic dressed in his full suit with just his stiff penis poking out his trousers as he paid homage to my peds. He stopped briefly and quickly fumbled at his waist, undoing his belt and pushing his pants down around his thighs. Then he gripped my ankles, lowered my legs and pushed my feet together. He pulled my feet between his legs so that his cock lay in the silken valley created by my calves. Then he started to fuck my legs. He rubbed against me faster and faster and I could feel the friction of his hard cock against my nylons. Stanley groaned and whimpered. His gaze alternated between my face and my pantied crotch as he pushed his cock against me harder and faster. I decided that I would assist him with his fantasy and placed two slender, red-nailed fingers on the gusset of my pure white satin panties and began to stroke. Stanley reacted immediately. "Oh yes Michele! You naughty, naughty girl!" "You are such a pretty girl, but such a naughty girl," he chanted. "Oh Michele, you naughty nyloned princess I'm going to come; I'm going to come all over your pretty toes and feet; would you like that?" he begged. "Yes Stanley please; please come all over me!" I role-played for him as he approached his climax. He shifted his grip to my ankles again and pulled my feet up to his quivering member. I knew exactly what he wanted and began to masturbate him hard and fast between my feet; pushing back and forth with my legs so that my high-heels and stockinged feet ran up and down the length of his shaft. At the same time I furiously rubbed the front of my panties; a parody of a woman pleasuring herself. "Come for me Stanley; come on honey, come for Michele baby," I cooed. Stanley's face screwed up and went bright red as a shattering orgasm washed over him. Ropes of creamy semen jetted from his penis splashing up my legs. Spatters of his spend formed sticky white pools on my calves and feet; they glistened in stark contrast on my black stockings. My diaphanous black hose became darker still in the places where Stanley's semen soaked into the nylon. A silvery thread of Stanley's ejaculate hung down from the heel of one my shoes forming a sticky necklace between my foot and his deflating penis. "Oh Michele, that was wonderful," Stanley gasped and collapsed on top of me. His weight nearly knocked the breath out of me as he started to cover me my face with soft kisses again. I pushed lightly against him until he took the hint and rolled off me so we were lying side by side. Stanley pulled me close against him, one arm over my body caressing my buttocks, slowly stroking the sheer nylon slip against my panties. His kisses grew harder and his tongue now invaded my mouth; I could hardly breath. I managed to pull my face away from his. "I'm glad you liked that Stanley; was that how you wanted to take me?" I whispered in his ear. Lady In The House Ch. 08 "Oh yes Michele, but that was just an entrée sweetheart; I recover very quickly," he whispered back. "Perhaps a drink Stanley, before we play some more?" I asked. I was getting confident now; the Warden was obviously a submissive, I had read that powerful men often liked to take on a submissive role during sex play. I decided to test my theory. "Come on Stanley, pour me another scotch and we can discuss a proposal I have for you. If you are a good boy and treat me nice I might let you have some more," I teased. I was not prepared for what happened next; I had hopelessly misjudged the situation. The Warden used his powerful build to roll me onto my back and pull himself up so he straddled my waist. One huge hand came across and swiped me on the side of my face, stinging and numbing me. "Oh I don't think you realise the situation here bitch! I'm the fucking Warden of this jail and you're just another slag who Eddie provided for me to use as I see fit." "Don't try and offer me proposals! I make the fucking proposals here!" he screamed at me. "Now here's a fucking proposal; lift your fucking trollop arse up off my lounge," he yelled. Warden Stone stood up and dragged me off the divan and shook me like a rag doll. I was terrified; the man had turned from being a gentleman to a demon in the space of seconds. "Here's another fucking proposal," he barked and shoved me hard towards his desk. I tottered on my heels and reeled over towards the desk; one of my shoes flew off and my stockinged foot slid on the polished floor. I reached out trying to grab the desk for support but I collapsed on the floor beside the desk, legs akimbo. "And here's my final proposal," the Warden bellowed and moved in, pulling me up off the floor and bending me over the huge oak desk. One bear-like hand grabbed my skirt and tore it from my body; the side seam splitting with a loud rip. The Warden pushed me down harder on the desk, he put one hand on the back of my neck and mashed my painted face onto the hard surface of the desk. With his free hand he pulled my slip up and over my back and I realised how exposed I was in this position. I was bent over the desk with my skirt ripped off, my slip hiked up, tottering on one heel, my satin pantied buttocks raised and exposed. Warden Stone let go of my neck briefly but it was no relief; I was horrified by what he did next. He put both hands on my hips and yanked my panties and pantyhose down in one swift movement. They tangled in a bunch at the top of my thighs. "No! Please, Stanley don't do this," I whimpered. "What you mean this, you cocksucking whore," he taunted and I felt him position himself behind me, his swollen penis probing at my buttocks. "No! No! Please!" I begged. "Well what do you think of my proposal Michele?" he grunted and pushed forward with all his weight. "Ohhhhhhh god no!" I moaned as his member slid all the way up inside me. I felt as though I had been split open. It was so tight and he was in me so deep that I could feel his groin hard against my bottom. Then he raped me. He just fucked me like a whore. Bent over the desk I could offer no resistance as Warden Stone commenced thrusting in and out of me. I don't know how long he ploughed himself into me; at least ten minutes; he obviously had plenty of staying power having just recovered from an orgasm only minutes ago. He grunted and groaned, calling me filthy names and slapping my buttocks as he fucked me hard and fast. His cock pistoned in and out of me and his groin slammed against my buttocks. I forced myself to relax my sphincter but the pain was still excruciating. Eventually the lubrication from his pre-seminal fluid eased some of the pain as his invading member continued to rape me. Eventually he bellowed, grunted and puffed and suddenly I felt the hot ooze of semen inside me. The Warden wasted no time and pulled himself out of me immediately. He yanked my panties and pantyhose up over my buttocks and I felt him wipe his penis clean on my buttock; his warm spend left a wet patch on the cheek of my bottom. I remained bent over the desk, silent and humiliated, feeling vile and debased as the Warden pulled up his pants and shoved the tails of his shirt into the waistband of his trousers. There was a gentle rapping at the wood paneled door through which I had entered the office only an hour ago. The Warden grabbed my arm in a vice-like grip and dragged me across the office. He opened the door and threw me outside like a piece of garbage; I tripped and fell to my knees on the hard polished floor tearing my beautiful pantyhose. I looked up to see 'Iron-bar' Steve smirking down at me. The Warden briefly disappeared back inside his office, then returned to the doorway and threw my shoe and my ripped skirt at me. "Tell Eddie I've finished with this for now. She's one of his better whores, but she has too much of a mouth on her," Warden Stone barked at Steve and slammed the door shut. Lady In The House Ch. 09 Synopsis: Michele tried to use her feminine charms on the Warden at Chelmsford Prison. He rebuked her and sent her packing back to work in the prison brothel. Now Eddie has introduced her to a powerful friend of his called Davy... Can Michele seduce Dave and persuade him to help her escape the brothel where she works as a transvestite prostitute? From Part VIII There was a gentle rapping at the wood paneled door through which I had entered the office only an hour ago. The Warden grabbed my arm in a vice-like grip and dragged me across the office. He opened the door and threw me outside like a piece of garbage; I tripped and fell to my knees on the hard polished floor tearing my beautiful pantyhose. I looked up to see 'Iron-bar' Steve smirking down at me. The Warden briefly disappeared back inside his office, then returned to the doorway and threw my shoe and my ripped skirt at me. "Tell Eddie I've finished with this for now. She's one of his better whores, but she has too much of a mouth on her," Warden Stone barked at Steve and slammed the door shut. Part IX I lay there stunned, how had I miscalculated my effect on the Warden? The one man who could guarantee a transfer from this shit-hole; fuck!!!! The cravings of male sexual hunger within the confines of the four walls of Chelmsford Prison did not stop just because there were visiting days with the guards bribed to look the other way (or wantonly stare) whilst prisoners wives or girlfriends masturbated and fellated their partners in the visitors room. On completion of these visits the prisoners were seldom fully satisfied when they stuffed their sticky, deflating penises back into their grubby prison fatigues; they had the same appetites as men everywhere and wanted sex daily if they could get it. In this rough world of imprisoned men where the inmates had only the slight chance of sex during visiting hours, I knew that when I was forced to dressed as a woman, I was enticing to these sexually deprived animals. The prisoners had only the fumbling wanks and sloppy fellatio provided by their wives and girlfriends as they dipped their hands and heads below the Formica topped tables during visiting hours. The lack of normal heterosexual relations available to the inmates was the catalyst that allowed Eddie to make a fortune running his prison brothel with his string of transvestite prostitute inmates. Men starved of female companionship took their pleasure where they could; and there were also undoubtedly some prisoners and guards who preferred sex with transvestites regardless of the availability of women. I was the latest addition to Eddie's stable, and although being forced to crossdress and prostitute myself was repulsive to me, I knew from recent events that I was irresistible to the inmates and guards who found their pleasure this way. So why had the Warden been so contemptible to me after treating me so nicely at first? I had obviously overplayed my hand when I tried to make my proposal for a transfer out of Chelmsford. Stupid me! I decided that I had better come up with another solution to get out of this disgusting place. Perhaps blackmail might work where my charms had failed? "Well Michele, you really managed to piss the Governor off somehow! Come on you naughty girl, lets get you back to your cell so you can get cleaned up and rested; you still have to work tonight," Steve said, lifting me to my feet. He leant down and picked up my skirt and shoe from where the Warden had thrown them on the floor. "Here sweetheart, put these on," he offered the items to me smiling. I slid the patent leather black high-heeled sandal over my stockinged foot, my painted toenails visible through the torn reinforced toes of my pantyhose. The silver anklet around my left ankle was still there, sparkling as the light reflected off it. I slid the navy blue skirt up my legs and wiggled my pantied arse into it and tried to smooth it down my thighs. I leaned against Steve to steady myself whilst I dressed and I heard him gasp as he wantonly ogled me. The split in the side seam of the skirt exposed my sheer hosed legs right up to the top of my thigh, and I exposed a glimpse of white satin panty as I adjusted my translucent white nylon slip under my skirt. I felt Steve's hard muscled bicep as my painted fingernails dug into his arm and remembered how dangerous this could be. "Christ you look good Michele. With that torn skirt, laddered stockings and messed-up makeup you look like a stray waif who needs rescuing." "And fucking," I heard him whisper to himself. "Come on, we better get a move on," Steve pushed me through the door onto the stairwell landing. He pushed me against the wall and pressed his full weight against me. I could feel his hot breath on my neck. "Shhh! I think I hear someone on the stairs below us!" "We'll have to wait here and be quiet until the coast is clear," he whispered in my ear. Steve pressed tighter against me, my back was pushed hard against the cold concrete wall. Steve was breathing into my ear his breath quickening. "I can't hear anything," I whispered. "Shhh! If you can't shut up I'll have to shut you up!" he whispered hoarsely and pressed his lips against mine. I felt the groan in the back of his throat and heat from his body. He kept his lips locked on mine and then I felt him slowly start to rub himself against me, his member thickening in his jeans and pushing against my lower body. Steve's hands came up and pressed my arms tight against my body in a vice-like grip as he continued to kiss me and move against my body. "Keep quiet; we can't afford to be found here outside the Governor's office; Eddie would kill me," he whispered hoarsely between kisses. I tried to open my mouth to protest and he slid his tongue into my mouth and passionately tongue kissed me. I was resigned to my fate. What could I do? I was still shocked from the ravaging I had received from the Warden. Steve released one hand and slid his arm between our bodies, still kissing me and flattening me against the hard wall. He fumbled around; I knew what he was doing, and then I heard the rasp as he opened his zipper. His hard penis leapt free from its denim prison and I felt the hard hot texture of it as it came to rest against the material of my skirt. Steve groaned again and repositioned his hands. His body now pushed me harder against wall; his right hand pushed on the back of my neck pulling my face and lips hard against his; his left hand slid up my right thigh, his callused fingers whispering against the nylon of my hose. It was deathly quiet on the stairwell. All I could hear was Steve's heavy breathing, the occasional groan in the back of his throat, the whispery murmur of his fingers stroking my pantyhose and the rustle of my skirt rubbing against my body as he pushed his cock against me and gyrated his hips. There was no sound of voices or footfalls. I managed to briefly break the lock of his lips on mine and pleaded, "There's no one coming Steve; quick let's get back to my cell while the coast is clear!" "Shut the fuck up bitch!" he hissed, "There is one person coming soon and that's me!" he confirmed his intention to take me in this cold bleak stairwell. I squeezed my arms up between us and pushed against his shoulders in an attempt to fight him off. Steve just pulled my face back to his and carried on kissing me, thrusting his tongue over my lipstick-smeared lips and deep into my mouth. His hand on my thigh seized the hem of my skirt and wrenched it up; as he did so he adjusted his stance so that his hard hot penis pressed between my nylon encased thighs. Steve groaned again and began to rub his engorged member in the crevice created by pantyhosed thighs. I locked my thighs together in a vain attempt to stop him. Steve now repositioned his hands and bought them both down to my buttocks, taking one buttock in each of his big strong hands, squeezing them through the material of my skirt. The hem at the front of my skirt remained ridden up so that his cock was nestled in the 'Y' shaped silken valley created by my hosed thighs and white satin panties. Steve now began to push his steel hard member in and out of this silken trap, his cock pressing further between my legs with each thrust. He was 'dry humping me' the dirty bastard! I beat my fists against his hard muscled shoulders trying to discourage him, but it was useless. Steve now lifted my buttocks upwards and as he did so my body slid up the wall and my feet lifted off the floor; Christ he was strong! My high heels left the ground and as Steve continued to lift me up against the wall he pushed his body weight against me, forcibly opening my legs. As hard as I tried to press my legs closed, the force of his body and his strong arms proved no match for by feeble efforts as my fists drummed against his chest and shoulders. Steve suddenly heaved me up and at the same time repositioned his grip under the tops of my thighs as he pushed me back against the wall with his bodyweight. My feet were now completely off the ground and my thighs spread further, unencumbered by my torn skirt. Steve pressed his groin into me and I felt his turgid penis throbbing against the satin gusset of my panties. He adjusted his position slightly and I felt his member begin to slide under the gusset of my panties and push against the sheer nylon crotch of my pantyhose. Steve was panting with excitement and exertion; his hot breath was in my mouth and then on my cheeks as he kissed me hotly on my lips and face. He moaned, "Michele; please...I'll be gentle honey...God you're so lovely!" What could I do? Resistance was futile and would probably only cause me pain. I moved my hands from his chest and wrapped them around his neck and slid my nyloned calves around his waist. Had anyone come up or down the stairwell they would have been greeted with the following sight: A large muscular man embracing a petite businesswoman, bracing her up off the floor and against the cold brick wall, her arms locked in embrace around his bull neck whilst her legs were locked around his waist to help support her weight. Her painted toenails peeking through patent leather black high-heeled sandals, her sleek legs sheathed in laddered, diaphanous sheer black nylons, with dark reinforced cuban heels and toes, the seams of the nylons running up the backs of her legs. She wore a navy blue suit. The skirt was ripped up one side and was snug at the waist and tight around her hips and bottom. A glimpse of translucent white nylon full slip was visible where her skirt was torn and where the front of her skirt had ridden up as she clutched herself to the muscular inmate who held her captive. A flimsy white nylon blouse peeked through her navy blue suit blazer designed to match her skirt. An observer would then notice her pretty feminine face. She wore pinkish hued eye shadow, blended with light aqua to just under her eyebrows. Lashings of black eyeliner and mascara had been applied to her lids and lashes and had smudged around her eyes and had run down her cheeks from the tears she had recently shed. Her plum coloured lipstick was smeared around her lips from the frenzied kisses that had been forced upon her. Her hair was a black bob wig, and a pair of silver and diamond encrusted sapphire drop earrings hung from her ears, a matching pendant around her neck. She looked defeated and submissive as the powerful thug supported her, pushing her against the wall as he thrust against her grunting and panting whilst he defiled her. Steve was kissing me hard, his tongue assaulting my mouth. His rampant member slid back and forth, snug between the nylon of my pantyhosed crotch and the satin gusset of my panties. He picked up the pace and pushed his cock harder into the crevice between my buttocks. He settled into a steady rhythm as he dry fucked me, his pelvis thrusting back and forth as he pleasured himself. I just hung on and offered no resistance, allowing him to gratify his primal urges; I just wanted it over with. I responded to his kisses and pushed my arse against him to increase his pleasure and hasten his climax. Suddenly Steve slammed me against the wall and thrust forward and upwards with all his strength. I felt the glans of his member push firmly against the nylon of my hose and then felt the thin gauzy material stretch and finally give. His rock hard penis nestled in the bud of my sphincter and began to shoot hot spurts of semen. The warm slick liquid lubricated my puckered bud and his member slid deep inside me, pulsing and spewing streams of his seed into my back passage. Steve's tongue pulsated in my mouth and I responded as I felt an uncontrollable wave of please wash over me. The head of Steve's penis was pushing hard against my prostate, his vibrating rampant flesh shooting hot jets of come inside me causing me to orgasm spontaneously. I suddenly emptied my seed into my silky pantyhose and satin panties that encased my sex organs. Steve's crotch pushed the filmy material against my scrotum, increasing the sensations as they shot through my body, amplified by feel of the sheer nylon hose on my legs and the silky full slip and blouse on my torso. Steve thrust me hard against the wall as he emptied himself inside me; I groaned and forced myself against him. Steve shuddered and moaned, torrents of semen spewed from his member and dribbled out of me, pooling in my panties. As our orgasms subsided Steve eased me slowly to the ground and as he did so his cock slid from inside me unleashing a further torrent of come into my undergarments. I tottered on my high heels and held on to him, the last of our kisses becoming softer and tender until I was standing there on shaking legs, my back against the wall for support. Steve adjusted himself and zipped up. He leaned forward and pressed a light butterfly kiss on my cheek. "Come on honey lets get you back to your cell before Eddie comes looking for us," he whispered, and nuzzled my neck briefly. As Steve led me dazed and confused up the stairwell and back to my cell I began to realise what had just happened. Again I felt repulsed by my uncontrollable sexual responses. I loathed myself for capitulating and even worse for taking pleasure in the sick, twisted sex life into which I had been enslaved. Steve dropped me off at my cell and made me strip. He took away my female attire and led me to the showers. He stood guard while I washed off my makeup and showered in the empty cellblock ablutions, the other cellblock inmates were at work but he was taking no chances that anyone might decide to have some fun with one Eddie's 'girls' out of business hours. I have to say I felt better knowing that Steve was there to watch my back whilst I was in there alone. Steve didn't say much to me at all after I had taken off my female clothing and washed off my makeup; it was as though he had no time for Mike, he just lusted after 'Michele'. I spent the last part of the day alone in my cell contemplating how I was going to get out of the mess I was in. I watched the clock, dreading the passing of time as the minutes advanced into hours. 'Iron Bar' Steve finally knocked on my cell door and entered, "Time for work; let's go," he said. Steve led me back to E Block, the deserted wing that Eddie had set up as his brothel. He handed me over to Mabel who told me to strip. She inspected me all over as I just stood there meekly letting her prod, poke and stroke me. "You need a good shaving girl," she clucked, and led me down to E block's shower rooms. She had me sit on a stool and shaved the light stubble from my face and then proceeded to remove any remaining hair from my arms, legs and chest. She then rubbed moisturiser all over my body and dressed me in a light blue satin kimono. "Come on love, you can get ready for work in your workroom," she muttered leading me out into the corridor to my workroom cell. 'Ready for Work! Workroom! Who the fuck was she kidding,' I thought to myself. 'What she really meant was go and make yourself into a woman so the sick bastards in this hellhole can violate you!' As I passed down the corridor two of the cells had low red lamplight emitting from the flimsy curtains which had been pulled across the bars at the front of the cells. I heard muffled grunts and groans, and as I passed the first cell I heard the slapping sound of flesh against flesh. I could just make out the silhouette of what appeared to be a woman bending over a chair as a large man stood behind her pounding himself against her buttocks. I could just make out that her panties were pooled around her ankles above ridiculously tall high-heels. As the large man plunged forward into her she shuddered and tottered on her heels, she held on to the back of the chair and the legs of the chair made a scraping noise each time she was pushed forward slightly with each thrust. The man appeared to be fully clothed and grunted like a pig with each lunge of his body; he held on to her tight at the waist. The woman, actually a crossdressed whore, gasped as each thrust rammed his groin against her buttocks with a loud slap. I couldn't see anything in the second cell; I could just hear the slurping sounds associated with a well-trained fellatrix at work and the murmurs of a man being satisfied. "Just Carmel and Charlotte servicing a couple of guards before we open for business," Mabel said as we passed by on the way to my workroom cell. "Eddie gives the guards a freebie and they keep watch for him and keep out the rabble. Business is business in Chelmsford prison honey; we all have to pay our way," she sniggered. She led me to the cell door and I noticed that heavy curtains had been rigged on a rod above the cell bars that opened on to the corridor. They were pulled back at the moment but they did not bode well for me this evening I guessed. Mabel pushed me through the door and walked over to the armoire. She rummaged around and pulled out what appeared to be a schoolgirl's uniform. "You've got a 'special' first up love; get dressed, Eddie's bringing a friend in half an hour." "He wants to play 'Naughty Schoolgirl.'" Mabel rummaged around in the drawers and selected lingerie that she threw onto the oversize cot. She looked at the assortment of wigs and selected a blonde, shoulder length wig. "Shame we haven't got time to make up some pigtail braids on that wig, but he's not really that fussed on authenticity if you know what I mean; it's more of a costume dress-up thing with him," she shrugged. "Well come on love, get a fucking move on!" she ordered and pottered out of the cell to go about her duties. "Fucking old tranny fag-hag!" I hissed to the empty cell after she had left. I knew the routine well enough by now and resigned myself to getting dressed; failing to comply with Eddie's orders would only result in a beating. I sorted through the lingerie on my cot and laid it out so I could dress with a minimum of fuss. First I slipped a red satin garter belt around my waist and clipped it together at my belly button. I twisted it around so it faced the right way, smoothed out the satin panel at the front and straightened out the three red garter straps connected to each side of the belt. Next I slipped into the nearly nude sheer nylon stockings Mabel had selected. I pulled each one up my freshly shaven legs and attached my suspender belt to the reinforced lace panels at the top of each stocking with the three garter straps. As I smoothed out the wrinkles in the delicate nylon along my legs little sparks of sensuality ran through me. I shrugged the sensation off and continued to dress. Next I stepped into a pair of boy-leg lace paneled knickers. They were gray nylon with a white lace insert at the front and around each leg opening. The lace trim matched the lacing on my stocking tops. I shrugged into red satin full-cup bra which matched the garter belt. I walked over to the makeup table and opened the drawer that contained my breastforms and pushed them inside the bra cups. No time for adhesive if Eddie was due in twenty minutes. I adjusted the bra and breastforms so that they appeared as natural as possible. Lady In The House Ch. 09 Eddie obviously did not care too much for authenticity; Mabel has selected a pair of patent leather black high-heeled court shoes. They slid easily onto my stockinged feet and as I stood I was relieved to find out that it was a lot easier to balance on these wedge heels than the tapered spiked heels that I had been forced to wear up to now. I sat at the makeup table and adjusted the lamp so that I had good light to apply my makeup. It still amazed me how quickly I had become adept at the feminine art of applying makeup! First I applied the foundation and powder. My eyes I decided, would be in dark shades so I applied dark gray eye shadow and black eye liner. I underscored the eyeliner on my lower lids with a thin dark blue line for contrast. I applied lashings of mascara so that my lashes were almost caked with a thick black coating. I lightly applied a dark shade to my eyebrows with the eyebrow pencil and completed the look with a light pink shade of blush on my cheeks and only a slightly darker shade of pink lipstick. I decided to experiment this time and applied a coat of lip-gloss. I pulled on and adjusted my wig; just the look I wanted; I looked like a naughty schoolgirl with the lighter shades of makeup I had applied but with my dark eyes contrasting wonderfully. Next I put on the long-sleeved cotton blouse, being careful to keep the pristine white garment free of makeup. I buttoned up the blouse, still finding trouble with the way women's clothing buttoned on the opposite side. I pulled the school uniform tunic over my head and adjusted it. It was a dark blue and green tartan. The dark colour emphasised my pale face and dark eyes. The bodice was tight against my torso; the skirts were pleated and came to just above my knees. Then I had an idea; the finishing touch! I rummaged around in the drawers until I found what I was looking for. I sat on the edge of the bed and kicked off my court shoes. I pulled on a pair of white cotton anklets over my stockinged feet and then stepped back into the black patent leather court shoes. I looked fantastic! I left my ears unadorned but slipped a simple gold chain necklace around my neck. I sat back down on the bed and started applying two coats of pale pink nailpolish to my nails. While I was doing this I had time to think and realised what I had done. 'My God! What the fuck was I doing!' Not only was I capitulating with the crazy bastards who forced me to become a crossdressed prostitute; I was dressing like a woman as if it was a natural thing to do! I was working at looking good and even being innovative to achieve the 'look'. Fucking white anklets; what the fuck was I thinking of!!!! Had these sick fucks brainwashed me? I was about to get up and do; I don't know what; remove my makeup and clothes? rebel? scream? then I heard the unmistakable sound of Eddie's voice as he approached. "Oh fuck yeah Dave, you will love my latest acquisition! She's got an arse to die for; and with only a little bit of training she already knows how to suck cock like she was born to it." "I don't trust the cunt though; she's too fucking smart by half," he added. "Smart mouth on her; and you can tell she's planning something. You have to remember this twat ain't like Charlotte and the other dumb cunts in my stable; he was a businessman, pretty smart and well to do on the outside until he got done for running some kid over while drunk." "She still thinks there's a way out of her job here, and I'm sure she's got ideas about getting outside or transferring to somewhere else, so be careful if you take a fancy to her; she might try it on, like I said, she's just too fucking smart!" Eddie was obviously discussing me with the punter he was escorting to my cell. So Eddie knew I had plans to try and get out of the fucked up predicament I was in. So what! If I got my chance you can bet I'd be gone in a flash! Then it dawned on me what Eddie had said, 'so be careful if you take a fancy to her'. 'Maybe that meant my first customer of the night might be a man of influence and power,' I thought. 'Maybe I could use him to my advantage? Better be careful though; I had fucked up royally when I tried it on with the Warden; best find out all I can about this guy before I try to use my newfound charms on him,' I considered. "Well hello Michele; don't you look lovely this evening," Eddie said with an evil smirk on face as he stepped into my workroom cell. A tall good looking man dressed in prison fatigues walked in behind Eddie and came to a complete stop in the cell doorway and looked me up and down where I sat on the edge of the bed. "Christ Eddie she's a stunner all right; you weren't exaggerating on bit. Hi sweetie," he said pleasantly, walking all the way into the cell. "Say hi to my best friend David, Michele; don't be rude!" Eddie smiled my way. "Hi David," I said in my best attempt at a coquettish voice. "Davy here is a very special friend of mine Michele, and I promised him that you would treat him very nice this evening; so you do that for me and maybe I'll be nice to you later ok?" Eddie said in a voice that left no doubt that if I wasn't nice to Eddie's friend I would be very sorry. "Of course I will Eddie," I answered meekly. "So Davy, will she do; is the get-up ok?" Eddie asked. David had been looking me up and down ever since he arrived in the cell; he hadn't taken his eyes off me. "Yes Eddie she's perfect, and I bet she can be a very naughty school girl too," David chuckled. "Yes; and speaking of being naughty; Davy why don't you go and see Mabel and bring yourself back a bottle of something to drink while I have a little chat with Michele. Just give us five ok?" There was no doubt that although Eddie was treating David with more respect than I had ever seen him treat anyone else, Eddie was still the one giving the orders. "Sure; is scotch ok Michele?" David asked my way. "Fine," I answered. David ducked out the cell and I heard his footsteps disappear down the corridor. As soon as David left the cell Eddie strode over to me and held out his hands. "Stand up sweetheart and give us a good look at you," Eddie said. I allowed Eddie to assist me to my feet. He looked me up and down and smiled. "Wonderful," he said. Then with lightning-quick speed he punched me in the stomach. "You fucking cunt! What the fuck do you think you were playing at with the Warden? Me and you are going to have a little chat later and I'm going to remind you how things work around here!" Eddie barked. I collapsed on to the bed, the wind completely taken out of me. I doubled over in pain as I tried to breathe. I felt like I was dying, I couldn't get any air in my lungs. "Don't you start crying and ruin your face you fucking cunt bitch," Eddie snarled. "You fucking soak up that pain and get yourself ready. David is my best friend in this shit-hole and I promised him you would treat him special, so you just get your pretty arse off that bed, breathe deep, and be ready when he gets back here." I forced myself to stand and eventually I could breathe in shallow breaths but the pain in my stomach was excruciating. Even so I realised that I was lucky that Eddie had bought his best friend to see me otherwise he may not have cared about marking my face with his fists. I stood there looking down getting my breath back. Eddie lifted my face to his, "You try any of your fucking smart moves with Davy, Michele and I'll put you in hospital you bitch. I'll accept the loss of earnings while you recover; besides some cons in here like being sucked off by bitches with no teeth; slides in nice and easy so they say, so you fucking well behave," Eddie threatened. He released my face just as David walked back through the door with a bottle of scotch in his hand. "I'll leave you two kids alone to get acquainted ok?" Eddie sniggered. He pulled the heavy curtains across the bars to my cell, slipped through them and slammed the door shut. "Don't disturb them for a couple of hours Mabel," I heard Eddie yell at her as he walked off. I was alone in the dimly lit cell with David; we had complete privacy. David looked me up and down again. "Drink Michele?" he asked, a smile breaking out on his handsome face. "Please," I smiled back suppressing a grimace of pain from where Eddie had punched me. David half-filled two glasses with hefty shots of the dark amber liquid and handed me one. "Michele you are one pretty lady if I may be so bold. And that schoolgirl outfit is just as kinky as hell," he said grinning at me with the confidence the way only men secure in their good looks seem to be able to do. He suddenly came over serious. "Don't get me wrong; I'm no noncer or anything. I like to take my fun with adults not juveniles; it's just that I love trannies when they get dressed up in sexy costumes like that." "Oh fuck I've done it again; I'm sorry I didn't mean anything derogatory calling you a tranny." "Shit, I'm behaving like it's my first date; let me start over." We both looked at each other and suddenly burst out laughing. It was honest laughter bought about by David's embarrassment and stumbling apology. He was very handsome indeed; tall and slim with black wavy hair, deep blue eyes with laugh lines at the corners, white teeth and full sensuous lips. He was deeply tanned and obviously made the most of his allocated time in the exercise yard. "Alright. Michele, I'm David but please call me Davy." He took a big gulp of scotch and continued. "I'm what you might call a business associate of Eddie's; let's just say I do him favours and he does me favours." "I'm fourty something, single, bisexual and disease free," he laughed again. "And oh; to be honest I do have penchant for transvestite hookers dressed up as school girls," he finished, laughing again in his easy way. He had managed to put me at ease and I could see how he could easily win over any woman that took his fancy; or man for that matter, he did say he was bisexual after all! "Hi Davy, I'm Michele and a woman never tells her age," I smiled back at him, taking a sip of the single malt. "As for the rest...", I started but Davy interrupted. "I know the rest honey," David said, "and don't worry I'm not here to force you to do anything you don't want to do. Please sit." I sat down and as I did I winced in pain as it flared up where Eddie had punched me. "The prick! He hit you didn't he; while I was gone getting the scotch, the bastard hit you," Davy said and sat down beside me and took my hand. "If it had anything to do with me I'm sorry Michele; I don't know how anyone could be cruel to you." I was taken aback, but wary. So many times since I had been forced to crossdress men had started out being nice to me and had then turned vicious. "No it was my own fault," I answered, "I did something stupid and paid the price." "Well I don't believe that a lovely creature such as you could do anything wrong; and anyway the most you would ever get from me is a light spanking on your tidy bottom," he started laughing again and I couldn't help but laugh with him. We both looked down into our drinks and took a sip as the laughter died down into an awkward silence. Davy put down his scotch and turned towards me, he reached and gently turned my face to his. "Look Michele, I do know your situation; Eddie told me the whole story. I know you are being forced to this against your will; and as I much as I would love to make love to you I an not going to force you to do anything that you don't want to do." "Don't get the wrong Idea, I often come to Eddie's stable and go with the girls here; I do love making love to transvestites; but most of the girls here are willing to do what they do, even if they were initially forced or blackmailed into it by Eddie." "But I have never forced myself on another person and don't intend to start now," he finished. I was quite taken aback, Davy seemed to be the most genuine and gentle man I had met since I got into this mess; and he was just stunningly handsome. I figured that if I was going to have to pleasure punters all night, I might as well pleasure someone who is kind, handsome and obviously has some sort of influence in this place. I had badly miscalculated with the Warden; I decided I would put my efforts into making Davy happy and play him along until the time is right to use his influence somehow to help me get out of this jam. Tonight I was his. I reached out with my long feminine fingers with their pink painted nails and stroked his face. "Davy you are the nicest man I have met in this place; how can I not like you?" I smiled and gently pulled his face to mine. I kissed him on the lips and slid my tongue inside his mouth and ran it along the top of his gums; women had done this to me before and it drove me wild. Davy responded and took me in his arms. I allowed him to pull me against him as he held me tightly but tenderly. He didn't try anything else for over five minutes; he was just contented to kiss. We kissed deeply and passionately, and besides the smoky taste of the scotch, his breath was as sweet as a baby's. I was becoming genuinely aroused; it was not just lust invoked by an instinctive response to stimulation, but a slow sensual awakening of my pleasure centers. Davy eased me down onto the bed, never breaking the kiss. We ended up lying side by side our lips locked. After what seemed like an eternity of passionate kissing I was ready for more; my senses were actually screaming for further stimulation. My cock was straining against the lace panel of my boy-leg knickers, the lace stimulating my member. I pulled myself closer to Davy and lifted my leg up and over his body, the pleated tunic rode up my thigh and exposed the matching lace stocking tops of my nude nylon stockings. Davy got the hint and started to stroke my legs and thighs, his hand sliding slowly and gently along the nylon. I kissed him deeply and growled in the back of my throat as the sensation caused by Davy's hands stroking my nyloned leg aroused me further. I started rubbing my crotch against his hard body in attempt to further stimulate my penis. Davy sensed what I was doing and gently eased me away from him slightly; I couldn't contain my disappointment. But Davy didn't miss a beat, as soon as our bodies were separated far enough, he slid the hand that was stroking my leg under my skirt and went straight to my penis. He gripped it lightly through the lace panel of my knickers and began to slowly stroke it. I groaned and Davy responded by sending his tongue into a frenzy in my mouth; it rolled around my tongue and tickled my cheeks and gums; he was an excellent kisser. At the same time he increased the speed of his hand stroking my turgid knicker-wrapped member. I knew that I couldn't hold on to my orgasm much longer and tried to pull away; I realised that Davy had seduced me to the point where I would let him do anything. I had allowed the tables to be turned; I was supposed to seduce him into my power, not me into his! I was too far gone, I made a feeble attempt to extricate myself and gave up immediately as Davy tried to hold me where I was, lying beside him. We were joined at the mouth, out torsos pressed tightly together as we continued our passionate kiss. I was twisted at the waist so that my legs lay open on the bed. My legs were now spread wide, my skirt up around my thighs, the sheer nude hose on my legs running down to the cute cotton socks and the patent leather black high-heeled court shoes. Under my skirt Davy's hand was now stroking me hard and fast through my knickers; I began to buck and writhe as my orgasm approached. My orgasm rocketed through me; I felt it through my own body. My senses were heightened to the pitch where I could feel, taste and smell everything intensified one hundred fold. I could taste my lipstick mixed with Davy's sweet breath and the musky scotch we had drank. I could feel his tongue jack-hammering in my mouth, my long sleek nylon encased legs were sending those little electric shocks of pleasure I had become to love so much. I could feel the satin bra and suspender set, smooth against my bare skin, and the gray nylon knickers rubbing against my buttocks and scrotum as Davy gripped my cock in the front panel of the knickers and strocked me furiously. I could smell the sweet perfume I was wearing and Davy's masculine after-shave, mixing with the musky hint of sweat as we both became further excited. Then I could smell the slightly starchy smell of my semen as I spent into my knickers. My climax shot through me, and I shuddered and groaned. Davy continued to stroke me, milking my seed into my knickers, the semen lubricating the lace and increasing the intensity of my orgasm. As the last of my emission dribbled into my knickers Davy released his grip on my erection and slid his hand under my silky buttocks and turned my lower body towards him, his hand on my ass pulling me close against him. I lifted my leg again, rubbing my stocking leg against his muscular thigh, milking the last sensations that I could out of my subsiding orgasm. Davy held me like that, our bodies side by side, for about five minutes; never braking our kiss, my lips were almost numb. Then he stopped kissing me and looked into my heavily made-up dark eyes and said, "You like?" "You bet," I responded smiling into his handsome face. Now that we had stopped kissing I pulled myself free of our embrace briefly and Davy frowned; but not for long as I readjusted our position on the bed. I pushed Davy onto his back and I straddled his waist, my pleated schoolgirl skirt spread over his middle. I leaned down and kissed him briefly on the lips and then pulled back so I was sitting upright. I looked down into his beautiful deep blue eyes and said, "Now, what can this naughty schoolgirl do for you?" To be continued... Lady In The House Ch. 10 Michele decided to throw caution to the wind and to try to satisfy Davey to the best of her recently learned abilities. She dropped to her knees besides the bed and slowly eased down the zipper on Davey's fly. "What are you doing you naughty girl?" Davey joked. "I'm just reciprocating the pleasure you gave me," she smiled, and dipped her hand inside his jeans. Davey smiled back and watched Michele's painted fingernails disappear inside his fly and gently take hold of his thickening member. Michele eased his penis out of his flies and looked at it intently. It was beautiful. It was long but not too thick, a pleasant tanned shaft with dark pink glans. There were no scars or blemishes to be seen. She stroked it gently, bringing the tumescent member to full rigidity. "You are one very naughty school girl," Davey groaned, and closed his eyes and relaxed, content to let Michele have control of the situation. Michele found this empowering. Most of the men she had had sex with in Chelmsford had forced themselves on her or forced her into capitulating. Even when she had been playing a dominant role with the Warden she was not really in control. Davey was showing her the utmost trust by just lying there and allowing her to take charge of situation. She found she genuinely wanted to please him. Michele stroked and caressed Davey's engorged member, sometimes slow and gentle, sometimes hard and fast. Davey expressed his appreciation with a contented smile on his face and with occasional moans of pleasure. He reached out and caressed her face with his fingers. Michele drew one of his fingers into her mouth and sucked on it; twisting her tongue around the digit. Davey put his hand under Michele's chin and gently bought her face to his. He looked longingly into her eyes and said, "You are truly beautiful Michele," and then bought her mouth to his and kissed her tenderly. The smokiness of the scotch they had drunk earlier had mixed with his sweet breath and she responded to his kiss. She kissed him harder and her hand started pumping his long hard cock in a steady rhythm. Davey groaned again in the back of his throat and Michele gently lifted her lips from his. He sighed his disappointment; but not for long. Michele slid her stockinged knees along the floor so that she was positioned adjacent to his crotch. She lowered her head and kissed his cock. She kissed it all over leaving telltale smudges of lipstick on the shaft and head. She rubbed it against her cheek and placed the glans against her eye and batted her eyelashes teasing him with ‘butterfly' kisses. Michele was totally in control of the situation and was actually enjoying what she was doing to Davey. Not only did she feel empowered, she felt aroused; for the first time since she had been forced into becoming a transvestite she totally loved being a woman and pleasing her man. She bought her mouth down to Davey's scrotum and kissed and licked his balls, feeling him tense up and sigh at this new attack on his senses. Then she licked all along the length of his penis and finally took his member inside her mouth. She ran her tongue all over his glans as she commenced to gently suck and move her head up and down. "Oh Michele you are wonderful," Davey whimpered. "But take it easy I'm so close," he half complained. Michele had no plans to take it easy; she was in control and wanted to make Davey climax. In her head she imagined him coming; then they would cuddle and caress until they were both sufficiently aroused and he would make love to her like a woman. She could hardly believe her own feelings but she wanted Davey to fuck her. My god she was changing! She examined her feelings and found that yes; she loved being a woman with Davey and she wanted Davey to want her. She didn't try to analyse her feelings any further; she was too confused, she got on with her most immediate pressing need; to please Davey. Michele clamped her lips around Davy's now throbbing member and sucked hard and bobbed her head up and down as fast as she could. Davey started to convulse and Michele tasted the first beads of pre-seminal fluid and then the hot jets of his seed as his penis convulsed and shot streams of warm salty sperm into her mouth. Michele kept up her hard and fast fellatio, swallowing his issue as it filled her mouth. In response to Davey's climax she felt her own clitty harden in the silken purse of her panties. Slowly Davey started to relax as his orgasm subsided and Michele felt his organ begin to slowly deflate in her mouth. She took it out and rained kisses all over the cute member as it shrank back into flaccidity. Davey reached out and gently assisted Michele up onto the bed so that she was lying beside him. He gently stroked her hair and softly kissed her. "I think I'm falling for you Michele," he whispered in her ear. "I think I'm falling for you to Davey," she whispered back and snuggled up closer to him. They caressed and chatted easily with each other for a while until eventually they fell asleep in each others arms; like lovers. Then – Crash! The door to the cell flew open and Eddie strode into the cell. Michele and Davey sprang to their feet; Davey taking a step forward in a defensive position to protect Michele. "Just look at these two lovebirds would ya!" Eddie sneered sarcastically and reached for the scotch, gulping down a swallow. "Fuck me Davey, I warned you about this bitch!" Eddie whinged. "She's fucking trouble mate; I don't care what she's done or said to make you all gooey over her. She's more fucking trouble than she's worth." "If I could sell the bitch for a profit I'd get rid of her, but I ain't even made the money I invested in her," Eddie went on, waving his hand at Michele as if she was just a commodity not worthy of consideration. "She's wonderful Eddie," Davey shot back. "You just don't appreciate a precious jewel when it's staring you in the face," Davey continued. "And I want her!" Davey demanded in a menacing tone. Michele was stunned; she couldn't believe what she was hearing. Was Eddie's best friend and business partner prepared to take on Eddie over her? She felt flattered but at the same time confused. "If she wants me that is?" Davey looked deep into Michele's eyes with a questioning look. Michele was now totally confused. She knew that prisoners kept transvestite inmates as ‘wives'; in fact some of Eddie's ‘girls' were ‘married' to inmates but continued to work in the brothel to provide money for their ‘husbands'. The more privileged inmates, the ones who really ran the jail, had full time transvestite partners; wives, who ‘stayed at home' and lived with them in their cells. "You're fucking joking aren't you Davey? You ain't going to let this big arsed bitch get in the way of our friendship are you?" Eddie sounded astounded. "No I'm not Eddie," Davey replied, "If she wants to move in with me I'll see you right, but she stays with me; exclusively!" "But only if that's what she wants to do," Davey added this time turning to Michele and taking her hands in his and looking deep into her eyes. Michele felt completely feminine; at that moment the remnants of her male alter-ego ‘Mike' disappeared. She was a woman who wanted the man standing before her. She tried rationalising her feelings; being Davey's concubine was a better prospect than being forced to work in the prison brothel; but deep inside she knew it was more than that. She had become Michele; she was Michele, and she wanted to be Michele all the time, and to be with Davey. "Yes Davey," Michele's whisper was barely audible, "take me home please; take me away from this place." "Oh you fucking dopes," Eddie laughed. "She is going to cost you heaps Davey," he warned; "You're not getting her off me for nothing!" he insisted. "Eddie you're my best mate in this place and we go back a lot of years; we scratch each others backs and work the joint for a share of the profits; but if you keep talking about Michele like that in front of her I'll fucking well smack you!" Davey retorted angrily. Eddie laughed, "Ok, ok, don't get your knickers in a twist! She's yours; we'll settle the price later." "Michele, go and see Charlotte and Mabel and get them to move your things out of here into Davey's cell in A block; I'll clear the move with the warden tomorrow." Eddie said. "And as wedding present you can keep the clothes, wigs, shoes and the rest of the stuff I bought you free of charge. I hope you will both be very happy," Eddie said half sarcastically. "Now run along girl; me and Davey have business to discuss," he ordered. Davey reached out and kissed Michele gently on the lips, "Don't worry about him honey," he smiled; "get out of here and I'll meet you in my cell in a couple of hours." Michele walked out of her workroom for the last time that evening and didn't bother to look back. She found Mabel and told her Eddie's instructions. Mabel didn't believe her at first and ran down to Michele's workroom to see Eddie. She came back flabbergasted. "Well I'll be fucked," she said, "Good on you girl; now get out of here and me and Charlotte will bring your things down to A block," she smiled good naturedly. When Davey finally completed his business with Eddie that evening he was considerably out of pocket. Michele had cost him plenty but he smiled as he walked back to his cell, two minders at his side, she was worth every penny. Besides he would soon make his money back with his other business dealings with Eddie; they both made more money than they could spend in this shithole. The only thing his money couldn't buy was freedom; he had many years left to serve; but at least he would be happy and contented with Michele by his side. Davey arrived at his cell just after midnight. His cell was actually three cells combined into a living area with all the modern furniture and electrical gadgets you could want, and a large bedroom with an enormous bed set against one wall. As he closed the door to his cell he noticed all the lights were out and the place was completely dark except for the flicker of candlelight coming from his bedroom. Davey stripped naked, kicked his clothes aside and strode towards the bedroom. Michele was lying on the bed; surrounded by deep red satin sheets, her head resting on a mountain of white satin pillows. She was exquisite! Her hair was a sea of raven curls hanging down to her shoulders and her dark, heavily made-up eyes shone brightly beneath the fringe. Her full mouth a ripe red plum waiting to be kissed, and her rouged cheeks emphasised her sharp cheekbones and the elegant lines of her pretty face. She wore a full length white silk nightgown thrown open and spread out on the bed like angel's wings. A matching white bustier adorned her body, the garter straps clipped to white nylon stockings. He could just make out the triangle of white satin panties between her legs which were slightly spread apart; her feet were shod in white open-toe high-heeled sandals, her toes peeking out of the high-heels, her white stockings gossamer thin and stretched taught over her red painted toenails. She wore a pearl choker necklace, matching earrings and bracelets. She held out a hand and beckoned. Davey strode towards the bed, his manhood erect before him, a rope of gleaming, clear pre-seminal fluid leaked from the eye, and Michele reached out and took him in a firm grip and pulled him onto the bed. She opened her legs wide and he knelt between them; neither of them saying a word. He bent down and kissed her passionately on the lips and she responded and moaned deep down in the back of her throat. She still held his manhood in a firm grip as she slid herself underneath him and eased her panties aside with one hand and positioned his member at the entrance to her special place. She lifted her white nyloned legs up high and bought her calves up around Davey's lower back so that her high-heels were high in the air and almost touching. Michele pulled up her lower body and at the same time guided Davey's beautiful hard slick member inside her. They never stopped kissing. Michele rose up and locked her heels behind his back as Davey thrust forward so that she could force all of him inside her. They rode the waves of mutual pleasure slowly; Davey taking his time so that Michele's orgasm would come at the same time as his. He released streams of his hot seed deep inside her and she responded by rising up and holding him tightly against her as she emptied her own emission into her white satin panties. Michele could feel Davey's hot spend lubricating his throbbing glans as it stimulated the sensitive organ deep inside her. Davey could feel Michele's secretions saturating her panties, soaking through, warm and sticky against his lower belly. Their lips had never parted throughout their lovemaking. Davey begrudgingly drew his face away from Michele's just far enough so that he could look adoringly into her pretty blue eyes. "I love you Michele," he whispered. "I love you too Davey," she whispered back. Michele smiled. The End Lady In The House Ch. 11 A few minutes later I was still in a daze, trying to rationalise to myself what had just happened. I was operating on automatic pilot, rifling through the drawers of my closet looking for a pair of nylons to replace the semen stained pair I was wearing when I heard the door to my cell rattle open and looked up to see the privacy curtain snatched open. Carmel stormed into my cell, her high-heels clattering on the cold tiled floor, a look of intense consternation on her face. "What the fuck have you done Michele?" she screamed into my face. "That little dweeb Brendan is whining to Steve about how you ripped him off; didn't give him his money's worth and such. I hope you ain't fucking around here girl because you're playing with more than just your own wellbeing!" she went on. I was still trying to come to grips with what was happening to me. How quickly I had been re-born as Michele, the transvestite prostitute and how quickly I had managed to revive those long suppressed seductive skills that had made men lust after me. I was thinking about the years of therapy that I had undertaken the last time I had gotten out Chelmsford. During my therapy I had worked through the years of continued threats of violence and blackmail which had caused me to adopt the persona of Michele, the transvestite whore. I was feeling perplexed, remorseful and angry all at the same time. "Fuck him Carmel!" I shouted at her. "He came here to get sexual gratification; and that's what he got! He doesn't give a fuck about me and I don't give a fuck about him! It's all about fulfilling their sick fantasises." "These freaks are locked up here in cages, and their only way of getting relief, other than wanking themselves stupid, is to pay ridiculous prices to have sex with transvestites and pretend to themselves that we are women." "Well fuck them! I'm being forced to do what I have to do to protect my family from that sick fuck Steve; as long as the punters get off and leave me alone I will use very trick in the book to keep them from degrading me further!" I finished ranting and turned back to the drawer, rummaging around to get another pair of stockings. I was in a hurry to remove the pair I was wearing. The smell of sex fluids and the feel of Brendan's slimy semen as it cooled on my stockings was starting to make me feel sick. Then I heard a roar from down the corridor and the loud deliberate stomp of heavy prison boots approaching my cell. The curtain was flung aside and 'Iron Bar' Steve stormed into my cell. "What the fuck do you think you're doing you crazy cunt!" he shouted and spun me around to face him. His face was red and angry and he grabbed me by the shoulders started to shake me, his spittle flying as he yelled into my face. "You fucking around with the punters? You some smart cunt who rips off my customers? You willing to gamble with the lives of your sister and your niece because you don't want a dick in you?" "You're a fucking transvestite whore, and the last time you were in Chelmsford you sucked and fucked your way through five years of hard time. You can tell everyone your bullshit story about how the shrinks have convinced you that you only did what you did to survive; but I know the truth Michele. You seem to forget that I've had you. I've fucked you!" "Sure you pretend that you didn't like it, but you always ended up liking what was happening to you. How the fuck could you live as the wife of a con for all those years if you didn't like it?" he finished. "I just did what I had to, to survive. I had to get away from you and Eddie! I had to!" I screamed back at him. "Well you know what? I don't fucking care either way! You're my whore; you work for me, and you do what I say!" Steve continued to yell into my face. "I know that you know how to please the punters 'cause I've seen you do it, and that's exactly what you are going to do!" he paused and then went on. "I'm going to call Danny and have him pay a little call on your sister. Nothing too violent; just a little indecent assault is all. It's just my way of proving to you that I'm not fucking around here. But first, I have to punish you in a way so that the others can see that I mean business. No hard feelings," he finished with a wicked grin. I was shocked and felt my knees start to give way. "You're supposed to keep these fucking whores in line," he snapped at Carmel. "Now get all of those fucking bitches lined up outside this cell so they can see what happens when they don't do what I pay them for. If you can't take charge of these bitches I will!" "Get them all here! Pull back those fucking curtains so they can see, you fucking useless cow!" he screamed. I started to swoon with shock as I realised the consequences of my actions. An unspeakable horror would now be inflicted on my sister. I felt myself start to collapse and Steve grabbed hold of me and pulled me over to the bed. He sat down hard and threw me over his knees like a lifeless puppet, my head hanging inches off the ground. I slowly turned my head and through my blurred vision I could see half a dozen pairs of legs in high heels and stockings. I twisted my head further and saw the heavily made-up eyes of Steve's stable of transvestite prostitutes watching me through the bars. Some of the whores had their customers with them; they had drifted along with the prostitutes when they had been ordered from their workrooms to witness my punishment. I recognised Charlotte, one of the whores who I worked with here in E Block the last time I was inside Chelmsford. She was a little older and a little fatter but obviously still enjoyed her work. She was dressed in a red satin micro-mini and a gold tank top that stretched around her rolls of fat. Her shiny black high heels had to be six inches high and were complemented by black seamed, fully-fashioned stockings. A teased out blonde wig topped her heavily made up face and she smacked gum between her bright red lipsticked lips as her current customer stood beside her; dressed only in his jeans, he was rubbing his muscled body against her. His turgid penis was poking out of his jeans and Charlotte was absent-mindedly masturbating him with a satin-gloved hand as she stared at me intensely. Steve yelled out at the assembled whores, "You see this bitch lying here across my lap. She ripped off a customer; she didn't give him what he paid for!" "My customers always come first," he laughed at his own pun, "and when my girls don't treat their customers right, I won't treat them right!" he finished and with lightening speed he flicked up my skirt and slapped his open hand down on my pantied buttocks. The sound of the slap echoed through E Block and a scalding pain erupted on my bottom as I screamed in shock. I heard the other girls gasp and as I looked through my tear filled eyes I could see that they were wincing while Steve started to paddle my arse. The pain of the spanking was tolerable but as Steve continued to rain down a steady stream of slaps on my arse cheeks, the flimsy material of my panties did nothing to soften the sting of the blows. I wriggled and scissor-kicked my legs as I tried to break free, but it was no use, Steve kept me pinned on his lap with his free hand. "See this you bitches," he screamed at the congregation of whores and punters who were staring in fascination at what was happing to me, "This is what happens when you fuck with 'Iron Bar' Steve!" Steve's spanking continued and my rear throbbed as the pain settled into a stinging burn in my buttocks. I had stopped squirming and was lying like a rag doll in Steve's lap, sobbing with pain and mortification. I turned my head again and looked up at the small crowd watching my humiliation. Brendan was watching me intently and he actually looked a little sympathetic to my plight. Some of the girls winced in sympathy each time Steve's hand smacked my arse; but some of the girls and most of the punters eyes wore the gaze of predators watching a struggling prey. Prison predators, by their nature, take pleasure in the degradation, humiliation and pain of other inmates. When that other inmate is an attractive, heavily made-up, transvestite as she lying across the lap of her captor, with her skirt rucked up around her waist and her stockinged legs and high-heeled feet kicking and struggling, then it is indeed a pleasing sight. The punter standing next to Charlotte was staring intently at me; and each time Steve's hand smacked down on my panty-clad arse he thrust his hips forward to intensify the pleasure his cock was receiving from Charlotte's preoccupied stroking. Suddenly he writhed and groaned and streams of hot semen shot out from his throbbing member. The sticky ropes spattered all over Charlotte's black velvet glove, the semen glistened in the overhead lights of the corridor. A few globs of creamy white spunk splattered on her red satin mini and ran down her legs, staining her black nylons and pooled on the toe of her high-heel. Charlotte howled and pushed him away, the punter laughed at her plight as he stuffed his still turgid penis back inside his jeans. "You fucking arsehole; you just come all over my favourite skirt and sheers," she chided, but she obviously not seriously concerned. "You heard Steve! The customer's always right; you wait until I get you back in your cell you fat cow, I've got plenty more where that came from," he teased and Carmel reached up and kissed him passionately. Steve had grown tired of paddling my arse and the disturbance outside the bars of my cell was the excuse he needed to stop punishing me. "Ok you whores; you've seen what Michele got for not looking after her customer right, so you better make sure you all do, unless you want some of the same," he yelled at the transvestite hookers. "Now fuck off back to your work rooms and start earning some fucking money!" he finished, and the small crowd slowly disbursed. Charlotte turned on her heels to leave and her punter stuck his hand under her skirt and nuzzled at her neck; she chuckled as he muffled an obscenity in her ear. I saw all this through tear-streaked eyes, the pain in my buttocks burning and throbbing but slowly starting to subside. I was more humiliated than physically hurt. I remained bent over Steve's lap with my skirt rucked up, the toes of my high heels just touching the floor. "Carmel, get that fucking whingeing punter back in here! And close those fucking curtains," Steve growled. I turned my head to see Carmel's shapely arse in her tight pencil skirt wriggle over to the door, her long nylon encased legs ending in her high-heels which clattered on the cell floor. Carmel mumbled something to someone in the corridor and when Brendan slowly walked into my cell, she pulled the curtains closed. "Shall I stay?" Carmel asked Steve submissively. "Well as been as you can't seem to control the girls that I leave in your charge you better stay and see how it's done?" he answered sarcastically. "And you, what's yer fucking name? Get over here and I'll make sure you get what you paid for; no refunds here mate," Steve spat at Brendan. I was still in a daze from my spanking, but now it dawned on me what was about to happen and I began to try to wriggle free. Steve held me down in his lap as Brendan cautiously approached. "Come on, get it out and put it in her mouth, that's what you paid for ain't it?" Steve sneered. "Yeah, but, but, I don't think I can do it. You know with you all watching and everything," Brendan whined. "Bollocks! Carmel, get over here and help out you dumb cunt! You ain't here for decoration," Steve jeered. Carmel sauntered over. She knew exactly what to do; she had been a pro for most of her life. I continued to struggle and started to kick my legs in vain attempt to escape. Steve slapped me arse again and held me down. "Keep still you fucking whore," he snapped. "Carmel, throw that fucking thing over here will you?" Steve asked, pointing off to somewhere in the cell I couldn't see. Carmel passed something over to Steve and then sidled up to Brendan and wrapped herself around him. She kissed him deeply, her lipsticked lips smothering his and her tongue driving deep inside his mouth. She rubbed her body up against him sliding one leg sensuously up and down his, her stockings rasping against his jeans. Her painted fingernails raked down his shirt and one hand slithered over to his flies and the grating sound of Brendan's zipper being slowly lowered filled the quiet cell. I continued to struggle in Steve's lap despite the pain in my buttocks but Steve was easily able to hold me down with one hand. The other hand was busy doing something out of my line of sight but heard what sounded like the cap of jar fall on the floor and roll away. Carmel's slim fingers disappeared inside Brendan's flies and rummaged around and then his rock hard penis sprang free. Carmel broke off the kiss and looked down at Brendan's throbbing cock and gently ran a red-painted fingernail along the underside of his shaft. His cock quivered. "Better get that where it belongs before you explode," she joked, "no more refunds," and took hold of Brendan's penis and directed it at my face. Steve moved his hand to my throat and held my head still. "Open wide Michele," Carmel giggled and pushed Brendan's cock against my lips. I refused to open my mouth even as Carmel rubbed Brendan's glans over my lips. Then I felt Steve lift my skirt again and then he tore my panties off with one big yank. I felt something cold, hard and slimy push between my buttocks and without warning it was pushed past my sphincter and plunged deep inside my anal passage. As I opened my mouth to scream Carmel directed Brendan's cock into it. "Don't bite it!!!!" Brendan, Carmel and Steve all screamed at the same time. "You fucking take that cock Michele or your sister's getting something a lot worse!" Steve threatened. I was in too much shock from the object invading my anus to be worried about the dick in my mouth and I tried to push down on my abdominal muscles to force the hard plastic object out of my arse. I knew then what it was; it was a dildo. Steve had lubricated it with Vaseline; that was the sound I had heard. All of the workrooms were equipped with dildos, vibrators and other sex toys for the punters to play with. Then I felt Brendan begin to slide his cock in and out of my mouth; my gag reflex started to kick in and I knew If I didn't relax I would either bite his cock or choke. I relaxed my jaw and moved my tongue to allow his thick phallus unobstructed access to my mouth. I was not going to suck this penis, that would be participating, but if Brendan wanted to rape my slack mouth then I wouldn't stop him. "Suck him!" Steve demanded. "Suck him you fucking bitch!" he ordered and began to thrust the dildo in and out of my anus. I had no choice, I had to suck the cock invading my mouth, and so I went to work with my tongue wrapping it around the spongy glans and up and down the silky shaft. I worked my hot wet mouth so that my lips slid along Brendan's shaft whilst my tongue slavered at his glans. I knew what I was doing, I'd done this before all those years ago. Get the guy off as quick as possible, just get it over with! Then I felt the dildo in my arse suddenly burst into life. It was a vibrator and Steve had flicked the switch. The pulsing dildo began to awaken feeling in my back passage that I hadn't felt for over five years. Steve slid the vibrator slowly in and out of me and pushed the tip of the vibrator up against my postrate sending waves of pleasure through my whole lower regions. I knew there was nothing I could do to stop the pleasure but I was still revolted by what was happening to me. I struggled and wriggled as much as I could but it was useless. Brendan used my struggling to increase his pleasure as he fucked my mouth. Carmel was standing behind him and she unbuckled his jeans and pulled them down. She hiked up her skirt, exposing her white satin boy-leg panties, and rubbed her body against him, nuzzling his neck and stroking his balls as his hard cock slid in and out of my red lipsticked lips. I tried to forced myself to lie still as the vibrating dildo plunged in and out of my rear entrance but I couldn't control myself. I raised my buttocks up to meet the thrusts of the plastic intruder and squeezed my internal muscles as the vibrator pulsed against my postrate, sending wave after wave of pleasure through me. Brendan was now slamming himself in and out of my mouth, his hips bucking, pushing his buttocks back against Carmel's silky panties and then thrusting his weapon deep into my mouth. In a reflex action bought up from my dim past I bought one of my hands up to his cock so that I could stroke it as it slammed in and out of my mouth. I felt it quiver and knew Brendan was about to orgasm. This triggered my own body into climax and I pushed back hard against the dildo, forcing it deep inside me and up against my postrate gland. My back passage spasmed and I felt the pulsating waves of intense pleasure that can only be produced by anal sex shoot through my testes. My penis went from flaccid to turgid in seconds as it inflated in response to my climax. Brendan slammed his cock into my mouth and grabbed my head and pushed my face into his crotch. My tongue slavered around his throbbing member and my mouth slavered and sucked on his member, encouraging him to expel his creamy emission. Carmel pushed her body against Brendan to provide more stimulation, she rubbed her silky panty-crotch against his buttocks and stroked and squeezed his scrotum. Brendan and I ejaculated at the same time. My mouth flooded with his warm creamy semen as my own penis spasmed. Steve had anticipated my climax and pushed my torn panties against my pulsing member to catch my spend. He wrapped my satin panty around my cock and milked me as I shot stream after stream of warm semen into the silky rag. My anus was pulsating and throbbing with intense waves of pleasure that reverberated through my whole body as Steve worked the vibrator in and out of me. I groaned and cried as tears of pleasure and shame created rivers of black mascara which ran down my face. Brendan bucked and danced on the balls of his feet as his cock continued to pulse and shoot stream after stream of hot come into my mouth. I swallowed his offerings in between my moans of pleasure and humiliation. Eventually our orgasms subsided and Carmel pulled back from Brendan and smoothed down her skirt. Brendan pulled his cock out of my mouth with an audible plop as Steve slid the vibrator from my rear entrance. I was crying and exhausted from the spanking I had received, and the intensity orgasm that had been forced upon me. I sobbed with shame and humiliation as I lay exhausted on Steve's lap. Brendan lifted my chin and rubbed his deflating penis over my face, mixing the last of his spend with my heavy makeup. I felt Steve take a handful of my skirt and wipe the mess off the plastic vibrator, he threw my ripped, come soaked panties over into the corner of the cell. "Fuck me Michele, you should see the mess on your skirt! Carmel make sure this bitch gets a good cleaning up there before she starts work in future," he snarled and pushed me off his lap and on to the cold floor. I lay there sobbing, discarded like a piece of garbage. Brendan pulled up his pants and zipped his fly. "Thanks Steve, I'll definitely come back when I save me some more money," he toadied and sauntered to the door. "Sure," Steve responded dismissively. Steve lit a cigarette and offered one to Carmel who took it and lit it up; holding it in feminine fashion between two slender, painted-nailed fingers. Steve prodded at me with the toe of his boot. Lady In The House Ch. 11 "So, you only do this because you are forced too hey? Well, I could of sworn I just had a hot slut lying in my lap, wriggling with pleasure while she sucked on a cock and had her arse fucked with a dildo!" Steve taunted and turned to the door of my workroom. As he walked past where I lay curled up in a snivelling ball, he poked at me again with his toe. "If you behave yourself your sister might get off lightly; if you fuck me around any more, well..." He turned to Carmel. "Get her cleaned up and back to work; I got a call to make." To be continued... Lady In The House Ch. 12 "Hang on a minute Carmel; I've got an idea," Steve exclaimed and sauntered over to where I lay curled up in a snivelling ball, may face covered in semen mixed in with my heavy makeup; my clothes dishevelled. "Lift that bitch's face for me," he said as he played with his cell phone. Carmel came over and helped me to my knees. I knelt there with my face hung down in shame and when Carmel lifted my chin I saw Steve coming towards me. "Here," he said to Carmel, "it's all ready to go, take a couple of shots when I tell you to and make sure you don't get my face in any of them you stupid cunt!" Steve handed his cell-phone to Carmel and stood beside me. Carmel let go of my face and clattered on her stilettos back into the cell. I heard the unmistakable sound of Steve's fly being unzipped and couldn't help but look up to what indignity now lay ahead of me. Steve had his penis in his hand and was stroking it to get it erect. He looked down at me with disgust. "Don't worry stupid, I ain't gonna fuck you while you're covered with that dickhead's come and your own shit." "I'm just going to take me a couple of happy snaps," he finished. His penis was now semi-erect and he gave it a few hard fast strokes and then positioned it in front of my face. "Ok Carmel snap away," he laughed and grabbed my face and stuffed his cock into my mouth. I didn't do anything to assist or encourage him, but nor did I bother trying to fight him or to spit out his member. "Ok Carmel, make sure you get a couple of close-ups of Michele here swallowing my cock," Steve said. He wasn't after gratification and didn't actually move his cock in my mouth at all, he just let it sit inside my mouth, semi-erect, whilst Carmel took a couple of pictures with his cell-phone camera. I wondered what he was up to............. and then it dawned on me! I spat out his cock and pushed myself away screaming, "No!!!!!!!!!!!!!!!!!!!!!!!!" "Oh come on Michele, I'm sure your sister will be happy to have a couple of pictures of her brother. A couple of, shall we say, more candid shots," he chuckled evilly, putting himself away and zipping up his fly. "Please, please don't," I begged. "Oh no Michele! Don't come around here even pretending that any of this is my fault. I warned you what was going to happen if you didn't cooperate and now your sister will have to pay the penalty." "Now my friend on the outside, Danny, is going to call on your sister Angie and cause her some grief. As I said, nothing too violent, but enough to let her know who is in control" he went on. "And during Danny and Angie's soiree, he's going to show her what her brother is doing to stay out of trouble here in Chelmsford Prison." "Don't you see the beauty of it?" "I blackmail you with hurting your sister if you don't cooperate and I also blackmail your sister that if she reports this to the authorities, I will not only reign down all hell on you, I will also let the world know what Mike likes to do during his recreation periods in jail." "Fuck, I just love this plan!" Steve exclaimed triumphantly and snatched his phone back off Carmel. Steve punched a few keys on his phone and put it to his ear. "Danny; yeah, the thing's on. I'm sending you a couple of snaps to show the cunt what her brother does for a living in Chelmsford," he grinned. "And Danny; don't hurt her so that it shows, just give her a little foreplay, you know what I mean." He snapped the phone shut cutting off the connection just as I lunged for it. I fell to the floor, exhausted with humiliation, fear and dread. "No, no, no, no, no, no! Please don't!" I begged. Steve ignored me and turned to Carmel. "She won't be of any further use to you tonight the state she's in. Get her changed and back over to E Block, she can start work again tomorrow night. I'll want a word with her before she starts too." he said and strolled out of my workroom with a self-satisfied smile on his face. I was beyond consolation and lay there sobbing until Carmel helped me up and led me back to the shower room where she undressed me, showered me and dressed me in my prison fatigues. She motioned to a shadowy figure over in the gloom, and an old trustee came over and led me back through the mess of de-construction going on in the rest of F Block, through the fence, and back to my cell in E Block. The old trustee muttered to himself on the way over. "It's fucking amazing how Steve gets these blokes to look so good when they're dressed up as women; if I can save enough money I'm going to get me some of that tranny snatch." I fell on my cot exhausted and was asleep in a few minutes. ................................................ A few hours later in the suburb of Newtown, Mike's sister Angie walked down a dark quiet street towards the railway station, the sound of her high-heels clattered on the pavement and resonated down the deserted street. She was in a hurry to get the next train home. Angie has a fourteen-year-old daughter, the result of a tempestuous but ultimately doomed affair, and she wanted to get home as soon as possible so that they could share dinner together and share their day. Angie is in her early forties, attractive but a little larger than she would like to be. Angie works in an office with a strict dress code, no jeans or casual clothes; all employees are expected to wear "suitable business attire," as stated in the company's code of conduct. It was only last year that they allowed women to wear pant-suits in winter for God's sake! Not that Angie minded; she preferred to wear a skirt and jacket, and she was savvy enough to buy skirts, blouses and jackets that made the most of her assets. She was a big girl, but she wore tailored jackets that showed off her ample bosom without being overly trampish. She favoured tight pencil skirts which showed off her long sexy legs; with the hems cut not so high above her knee that it would be outside the dress code; and she also didn't want to reveal too much of her plump thighs. With the right shade of hosiery she could make her legs, her best asset she thought, look long and sexy but still remain dressed within in the bounds of decency. Today she wears a navy-blue business suit; the hem of the skirt cut a conventional ten centimetres above her knees. She wears a mauve satin long sleeved blouse, sheer beige pantyhose and black high-heeled court shoes. She has accessorised the outfit with a double string of pearls around her neck, gold bangles on each wrist, drop single pearl earrings, and for just that little bit of pizzazz, a slender gold ankle bracelet, glittering against her sheer hosed ankle. Her makeup is conservative, but heavy around her eyes with lashings of eyeliner and mascara; after her legs, her bright hazel eyes are her greatest assets. Her auburn hair is worn in a bob that drops to her shoulders and with a straight fringe that touches her brows. As Angie walks purposely down the dim street, she leaves a hint of Poison, her favourite fragrance, behind her in her wake. She looks like a professional businesswoman, but with just a hint of bawdiness thrown in. Underneath her professionally styled outer garments she has indulged in black satin full cut panties (thongs just don't work on her large bum, the g-string disappears in the crack of her buttocks), matching brassiere and a black nylon half-slip. Danny Boyle, Steve's 'outside' confidant and henchman scrutinises Angie from a deep dark doorway set back from the street. He licks his lips in anticipation. He's pissed off that 'Iron Bar' Steve has set a limit on what he can do to this woman; he imagines the fun he could have with her if he could get her somewhere quiet and remote. He would spend hours titillating himself while he played with her before he allowed his desires to take control and sate his primal urges. But Danny knew that even though Steve was locked away in Chelmsford Correctional Facility for Men, there was nowhere on earth he would be safe if he didn't carry out Steve's instructions to the letter. Not that Danny was too disappointed, the expectation of what he was actually going to do to this woman was still exciting, and his penis throbbed and bulged like a coiled python, outlined in the denim fabric of his tight jeans. He flicked open the slim stiletto knife and prepared to strike. He scrutinised the street one last time; perfect it was empty! As Angie walked past the doorway Danny struck. He dragged her into the darkened stoop with one hand over her mouth to prevent a scream while the other held the slim stiletto knife against her throat. "Don't say a word! Don't struggle! Don't do anything at all Angie; just listen," Danny hissed into her ear. He breathed in her heady perfume, 'Poison,' and licked her neck right up to her ear. His cock thickened and was now very uncomfortable, trapped inside his jeans. Angie couldn't believe what was happening to her, she was stunned and confused; how did this man know her name? Steve pulled Angie back further, hard up against him, his groin nestled against her buttocks, and Angie felt the heat from his crotch through the fabric of her skirt and slip. From the bulge in her assailant's pants and the slick spit she felt drying on her neck, Angie knew this was not going to end well for her. "Just listen to what I have to say; I'm going to release your mouth, but if you make one sound I'm going to cut you. Do you understand? Just nod yes or no," Danny whispered. Angie nodded, being careful not to press too hard against the knife held at her throat. "Your name is Angie, you have a brother named Mike doing two yards of hard time in Chelmsford Prison, you have a fourteen-year-old daughter, and this is where you live," Danny hissed. He freed his hand from Angie's mouth and pulled out a Polaroid picture of her house and held it up before her face. Angie gasped and Danny pulled the knife close against her neck and then eased it away a few millimetres so that she could nod, which she did. "Your brother Mike never told you this I'll bet, or maybe he did; it doesn't matter, but this is what he does in Chelmsford to keep my boss from getting me to do unspeakable things to you and your daughter." Now Danny pulled his cell-phone from his pocket and flipped it open. He punched the buttons until he had a close-up picture of Michele sucking Steve's cock on the screen. He held the cell-phone in front of Angie's eyes and progressed through the pictures that Carmel had taken of Michele fellating Steve. He watched over Angie's shoulder gaining sick satisfaction as she gasped and whined at each of the pictures. Angie was in absolute shock; she hardly recognised the person in the pictures on the cell-phone but having been told the pictures were of Mike there was no mistaking that it was him. It was Mike dressed in drag, and he was fellating a man whose face was never in shot. Angie knew that Mike had been severely traumatised the last time he was in Chelmsford prison, and that it was not just caused by the five years of hard time, but she never would have guessed why; she now though she knew. Then she her thoughts clarified and she realised exactly what this ruffian had said: "keep my boss from getting me to do unspeakable things to you and your daughter"............what was that supposed to mean? She tried to turn to face him but Danny held her tight. She whispered, "Can I ask a question?" "Sure doll; ask away," Steve whispered back, his breath rancid in her nostrils. "What did you mean by: 'keep my boss from getting me to do unspeakable things to you and your daughter,'" she asked. "Well it's pretty simple really. All Mike, or as he is known when he's dressed in drag and sucking the odd cock here and there, Michele, has to do is exactly what my boss tells him. If he don't then not only does he get punished so does his relatives on the outside," Danny explained. "You see he displeased my boss yesterday and now you have to pay. Michele already has of course!" "Now what I'm going to do to you ain't going to be pleasant, for you anyway, but if you go to the cops or any authorities then Michele is going to get a punishment far worse than you could possibly think. Also your pretty little daughter is going to get hurt too." "Now I know that you are probably thinking about police protection for you and your daughter and solitary confinement for Mike...err, Michele. But the reality is, Michele is back doing exactly what Steve had her doing over ten years ago; that's how long we are prepared to wait until we inflict punishment. The reality is we'll probably get to you a lot sooner than that anyway," he finished. Danny gave Angie a minute to absorb what he had told her, and then he went on. "Now; I'm going to punish you because your arsehole brother can't do what he's told. You can beg, you can plead, you can offer anything you like but it ain't going to stop what I'm going to do to you!" "You struggle and it'll get worse, you scream and it'll get worse, you do anything other than cooperate; it'll get worse." "If you think what's happening to you is unbearable; just imagine what it would be like if I did it to your daughter instead; ok?" Danny threatened with an almost sickeningly friendly tone. Angie gulped and nodded. The thought of this freak touching her daughter was enough to force her into cooperation. A ball of intense hatred and resentment towards her brother was building inside her. She couldn't imagine what it must be like to be forced to crossdress and commit unspeakable homosexual acts, but it didn't matter. What mattered was that the poison associated with Mike's incarceration had spread outside the walls of Chelmsford and infected his sister and niece! "Ok, are you going to behave, or do I have to cut you and then punish your daughter and brother?" Danny hissed into her ear and bought the knife back against her throat and then took it away an inch or two. "Yes," Angie whimpered, resigned to her fate. Danny spun her around in his arms and pulled her against him. He mashed his lips against hers and forced his tongue inside her mouth. Angie tasted his sour breath and tried not to gag. He took hold of one of her hands and forced it between their bodies. "Take it out!" he ordered. Angie knew what he meant and realised resistance was futile. She could feel the heat coming from the bulge in his jeans and as she struggled to get her hand on his flies he humped and rubbed against her, panting into her mouth. She found the zipper on his fly and slowly pulled it down. When she got it all the way down she suddenly felt the knife against the back of her neck. "If you even try to hurt me down there, I'll cut you; then I'll find your daughter and cut her a new cunt!" he threatened. Angie responded by easing her fingers inside his jeans and gently grasping and then slowly stroking his engorged manhood. She eased him from his flies and delicately stroked his swollen member with her long painted fingernails. "Ok," she whispered, revolted but convinced that if she didn't appease this brute that her daughter and brother would pay dearly. "Yeah, that's ok," Danny grunted into her mouth, "now wank it!" he demanded. Angie wrapped her fingers tighter around the engorged penis and began to slowly stroke it. Danny pushed himself harder against her and clamped his mouth harder over hers, wriggling his tongue around inside her sweet tasting mouth. Angie hoped that soon this would be over, she blanked out what was happening to her by thinking about how soon she could get away from this vile beast and get home to her daughter; she wanted to make sure she was safe. "Lift yer skirt," Danny demanded, pulling his mouth away from hers and looking down between their bodies. "Lift yer fucking skirt bitch!" he demanded. Angie let go of his penis and took the hem of her skirt in her fingers and slowly raised it. As she complied with Danny's demand she started to sob in despair. "Don't fucking cry you cunt! You know what's at stake here so just do what I say and don't fucking blubber!" he grunted cruelly. Danny looked down and saw Angie's suit-skirt slowly rise up her legs. When the lace hem of her black nylon half-slip appeared, stretched across her plump pantyhosed thighs, he gasped. Angie tried not to cry but the indignity of the situation she was in was overwhelming. She hardened her resolve and stood still, steeling herself for the next violation. "Wrap your slip around my cock," Danny demanded. Angie complied, taking a fold of the gauzy black nylon slip and wrapping it around Danny's penis. She knew what he wanted and slowly began to masturbate him with her slip. Danny moaned as the silky fabric ran along his shaft, sending waves of pleasure through his cock, especially when her fingers slid over his glans. He knew he couldn't take much more of this without climaxing. "Stop!" he ordered. "Now lift your slip, cunt!" he barked. Angie lowered her skirt back over her slip and then lifted both skirt and slip up along her heavy thighs, the nylon slip rasping delicately as it brushed over her sheer pantyhose. She grimaced and hoped that her ordeal would be over soon. Danny looked down at his member sticking straight out from his jeans, centimetres from Angie's gossamer clad thighs; her black satin full cut panties were visible through the sheer gusset of her pantyhose. He eased himself forward and pulled Angie hard against him. His cock slid between her legs and he wedged it in the valley created by her fat thighs and crotch. He kissed her again and began to sway back and forth, humping the tight velvety tunnel. He groaned in pleasure as Angie swallowed her pain and mortification and stood perfectly still, hoping this would soon be over. Unknown to both Angie and Danny, a middle-aged man walked past the deeply recessed doorway. Through the gloom, he saw what looked like a middle aged female professional, faltering on her high heels as she held up the skirt of her expensive business suit so that her paramour could hump her, fully clothed, in the dark entry. 'Couldn't people these days wait until they got home before they gave in to their carnal desires,' he thought and shook his head and walked on, disgusted by their wanton display. Danny knew that the foreplay, as he considered the sick demands he had made on Angie so far, would have to end soon. The taste of her mouth, the smell of her perfume, and the silken trap of her hosed legs and silky gusset were sending undulations of pleasure through his body and he was very close to orgasm. He eased himself back from Angie and reached under her skirt and grasped the waistband of her pantyhose and knickers. He tugged and pulled the garments down her legs until they were bunched around her knees. Angie struggled and moaned but Danny knew that she was only making a token effort. She knew the consequences of resistance, and was only demonstrating a perfunctory show of defiance; probably to justify to her conscience at a latter time that she had at least tried to withstand the violation. Danny held her tight and grunted in her ear, "All over soon; just don't fight it now. Think of the consequences!" Angie relaxed in his grip, resigned to her fate. Danny wasted no time, he was extremely excited now and so close to climax he thought he might not even be able to fuck her. He moved his hands down to Angie's ample arse and held her buttocks as he pushed his hips forward so that his cock chafed against her bushy mound. He bent his knees and pushed upward and felt the glans of his penis spread Angie's labia apart and push against the entrance to her vagina. Danny could feel that she was bone dry down there and he didn't care a shit; he thrust up with all his might and Angie screamed with pain and then buried her head into his shoulder to muffle her howls of agony and indignity. Lady In The House Ch. 12 Danny's cock was only just inside Angie's vagina where it was hot, tight and dry. He could only manage one more thrust before his penis erupted and his orgasm surged through his body. Danny was in ecstasy, but not that far gone that he couldn't keep his wits. He knew what his mission was and intended to carry it out to the letter. As Danny's climax ripped through his body he pulled his cock out from Angie's vagina and pushed her away. She rocked backwards on her high- heels and half fell on her ample arse the corner of the dooryard; her skirt hiked up and her knickers and hosiery bunched around her knees. Danny's penis had shot his first stream of semen inside her but has she fell backwards his cock continued to convulse and the next stream of hot semen splattered on her thighs, the next stream splattered on her legs and her knickers and pantyhose. Danny grabbed his cock and wanked it fiercley directing the last streams of his spend on Angie's face and hair, and over her blouse and Jacket. Danny huffed and puffed as he climaxed and Angie, collapsing in the corner of the doorway, could only issue muffled squeals of repugnance and despair as stream after stream of her assailant's repugnant sperm splashed over her face, clothing and legs. Danny, ever the professional, despite his sexual peccadilloes, reached again for the cell-phone and snapped a couple of pictures of Angie as she sprawled in the corner of the doorway, her hosiery and knickers around her knees, her skirt and slip hiked up to reveal her privates and her face, body and legs covered in ropes of his sticky white semen. He grabbed her hair and pulled her face into his crotch and took a couple of pictures his cock rubbing against her heavily made up face. Then he pushed her back into the corner and pushed his cock back into his jeans and slipped the cell-phone back into his pocket. "I don't have to tell you what will happen if you report this do I Angie? I think me and Steve have made ourselves quite clear on that," he whispered, sounding more dangerous than ever. "I'm going to leave now. Fix yourself up, get home to your daughter, think about what I said will happen if you go to the authorities; and make an appointment to visit your brother in Chelmsford. You've got a lot to talk about I suspect," Danny said sarcastically and had the cheek to give Angie a wave and smile before he sauntered out of the doorway and disappeared into the night. .......................................... In Chelmsford prison, I was fast asleep in my cell, blissfully unaware what had happened to my sister as the result of my failure to comply with the demands of 'Iron Bar' Steve. To be continued............. Lady In The House Ch. 13 I awoke in my cell the next morning unaware of the terrible fate that had befallen my sister Angie. I knew that Steve had sent his henchman Danny to do something to her in retribution for my recalcitrance but I didn't know exactly what that evil bastard Steve was capable of. I lay there shivering with dread hoping that Danny had just given Angie a warning, or at worst that he'd shown her the pictures that Steve had taken of me dressed as a woman being forced to fellate him as a means to scare her and embarrass me. God, I hope those bastards hadn't hurt Angie, or even worse, hurt her daughter. The prison was waking up and I could hear the clatter of cell doors opening and the underlying drone of prison life; the sounds of men pissing into steel toilet bowls, the muffled farts and the cries and curses of the inmates as they prepared for another day of boredom and brutality. I forced myself to get up and shave and brush my teeth. I used the toilet and cleaned my rear passage with soap and water; I did not want to suffer the indignity of the previous day when I was not prepared for penetration. I collected my soap and towel and waited for the guard to unlock my cell so that I could take my shower. A burly guard looked through the peephole into my cell and then unlocked the door. "Come on sugar; get your arse moving down to the shower block," he said sarcastically. I wondered what he meant by calling me sugar. There was no doubt that Steve had put some of the guards on his payroll. The warden was allowing him to run a prison brothel; but even though Steve had plenty of inmate henchmen working for him, he would also need some of the guards on his payroll. It was the same scheme that Eddie had used when he was running all of the illegal activities inside Chelmsford Prison. I went down to the shower block and scrubbed myself clean. I deliberately made no eye contact with any of the other inmates but I knew that some of them were looking at me and whispering. It was obvious to everyone in the communal shower that my body had been fully shaved and I would undoubtedly have got some unwelcome attention by the 'bull dykes' except for the fact that word had obviously gotten around that I was one of Steve's 'girls'. No one in Chelmsford fucked with Steve or his 'property'. Once safely locked back in my cell I was alone and found myself wondering exactly what had happened to Angie yesterday. The longer I was left alone in my cell the more I worried and imagined the worst. My cell door opened without warning and 'Iron Bar' Steve sauntered in and slammed the door closed. I crawled onto my bunk scrunching myself up against the wall, as far away from him as possible. "Well if it isn't Mike or should I say Michele. All refreshed after a good night's sleep?" he asked. Steve was carrying a large carry bag, which he dumped on the floor before pitching himself down on the end of my bunk and I hunched myself further against the wall. "Oh what's the matter honey; you bashful? You don't look too bashful in this picture do you?" he teased and pulled out his highly illegal mobile phone and showed me the screensaver on the digital display. It was a picture of me dressed as a woman wearing full makeup fellating him. "Look Mike, these are the pictures your sister got to see yesterday," he smiled evilly at me. Then he played with the menus on his phone, flicking through the pictures he had taken of me with his penis in my mouth. Although I was being forced to participate, the pictures didn't show that. They portrayed me as a heavily made up tart fellating a well built, tattooed, con; there was nothing to indicate that I was anything but a willing participant. "Take that filth away from me," I whimpered, pushing the phone away. "Oh no Michele; you already knew about these pictures. I just wanted to show you how well they turned out." "The real reason I'm here is to show these," he went on, fiddling with the phone in order to open a new picture folder. "The quality ain't the best; Danny's a fucking hopeless photographer; he never gets the light right, and the composition is all fucked up............but; you get a real understanding of what the subject is feeling," he laughed and pushed the screen back into my face. I was horrified. There was a picture of my sister Angie! Steve pushed the buttons on the phone showing me a series of pictures of her sprawled in the corner of a filthy doorway, her pantyhose and knickers were down around her knees, her skirt and slip had been hiked up to reveal her privates. Angie's attractive; heavily madeup face held an expression of mixed fear and revulsion. Her jacket, blouse, skirt and legs were covered in ropes of sticky white semen. In the last two pictures Angie's face was contorted by a look of repulsion; they were pictures of Danny's tumescent penis being rubbed over her semen-splattered face. I lowered my head into my hands and started to sob. This was entirely my fault. Because I hadn't been compliant whist being forced into transvestite prostitution and had not heeded Steve's warning to please the punters, my sister had been violated. I was heartbroken. My head was spinning; what could I possibly do fix this; or at least ensure that it never happened again? "Ok. I'm sorry. I'll do whatever you tell me to do; I promise. Just don't go near my sister again. Please!" I begged. "Oh no, little miss fucking smart-arse; I warned you what would happen if you fucked with me and I make no guarantees to you about anything. You fuck up again or try any of your sneaky shit and I'll unleash Danny again; besides he likes your sister, I'm not sure I can keep him off her. And as for your spunky little niece........." he finished, his face split with a depraved grin. "I promise; I promise; I promise!" I pleaded. "Well we'll see about that you sneaky cunt. Before you got transferred back here to Chelmsford you tried to cut a deal with the authorities for easy time in exchange for giving up your accomplices and it backfired on you right?" I nodded the affirmative and kept my head bowed. "As you know, because of your testimony the Governor's brother got caught with his fingers in the government's cookie jar and he went down for it. That's why you ended up back here in Chelmsford isn't it?" he finished. I looked up meekly and nodded. "Well it seems the Governor wants to pay a visit to the cunt who got his brother banged up and who is also responsible for him getting demoted to warden of this rat hole of a jail instead of being the Governor of a nice cushy reform facility instead." "So now; it's not like the Governor can waltz on down to E Block where he can be seen by all the inmates and guards now is it? I mean he's the boss and he needs to keep a degree of separation from the rabble." "As you remember from previous personal experience, Eddie used to deliver some of the girls to the Governors office to keep them amused, but this guy is the epitome of discretion." "However the Warden is determined to see you; and in particular he want's to see what I've done to you. So in that bag there are the necessary items that you will require to change from Mike into Michele." "So get fucking cracking sweetheart; you got a VIP visitor coming to see you in an hour. Now we'll see if you can do what your fucking-well told!" Steve spat at me and stood up. As he went out the door he looked back and smiled. "By the way; my sources tell me that you are to have a visitor later this afternoon." "It's your sister!" "Now get fucking dressed," he smirked, and slammed the cell door behind him on the way out. The last time I was in Chelmsford I had been one of the girls that Eddie delivered to one of the previous wardens. I had stupidly tried to win him over using my sexual guile and it had backfired on me completely. I was determined I wouldn't try any of the same tricks this time; I couldn't afford to play with the wellbeing of my sister and niece. I opened the bag that Steve had delivered and was not really surprised by its contents; female attire, breastforms, a wig, cosmetics, lingerie, perfume and the obligatory pair of high-heels. Resigned, I emptied the bag of its contents and laid them out on my cot. I knew that I wouldn't be disturbed until the warden arrived and was grateful to have a completely walled-in cell with a solid steel door; the thought of dressing whilst the other inmates and guards watched me through a barred cell was something I didn't even want to contemplate. I arranged the cosmetics on the small shelf fixed above my sink and stood in front of the mirror to start what was again becoming a familiar ritual. I put a layer of foundation on my face and applied powder from a compact to set it. I rouged my cheeks and applied plenty of black eyeliner and heavy mascara to my eyes and lashes. I carefully applied aqua-blue eyeshadow to my eyelids and then put a coat of pink eyeshadow above that brushing it up to my eyebrows and out to the extremities of my eye sockets. I applied two-coat plum-red coloured lipstick, colouring my lips with the applicator and then setting the lipstick with the clear, glossy topcoat. Lastly I gave my face a fine dusting of finishing powder being careful to keep it off my mascara. There; the perfect whore's face, made up to perfection. I guessed that Carmel had packed the bag because the makeup was the exact style she would have had me wear in my E Block workroom. Satisfied with my makeup I stepped into a black satin-lined suspender belt, the garter straps dangled down and tickled the tops of my thighs. I then squeezed into a matching satin brassiere. I pushed the silicon breastforms into the cups of the bra and arranged them to look as natural as possible and then sat down on the cot. I carefully slipped a pair of fully-fashioned black nylon stockings up my legs and adjusted the back-seams so they were straight and fixed them to the silver clips on my suspender straps. A subtle feeling of stimulation shuddered through my body as the gossamer nylons slid up my shaved legs. The feelings intensified as I pulled a pair of black nylon full-cut panties up my legs and smoothed them around my buttocks and adjusted the waistband over my suspender belt. I suppressed my feelings of arousal and concentrated on getting dressed. I stepped into a black satin full-slip, my body tingling at the feel of the slip on my bare skin and the whisper of the lace hem on my stocking encased legs. I stepped into a navy-blue pin-striped pencil skirt, closed the zipper on the side, adjusted the waist and pulled the hem of the skirt down over the lacy hem of my slip. The skirt was tight around my buttocks and thighs and there was a split in the back that came up to mid-thigh; the hem of the skirt rested six inches above my knees. If the skirt wasn't so tight and didn't have the back-split it would almost have been modest. Next I buttoned myself into the pure white, long-sleeved, satin blouse and tucked it into the waistband of my skirt. I sat on the cot and stepped into a pair of black eight-inch heel patent leather pumps. I opened a little felt-lined drawstring bag and as I guessed, it contained jewellery. I slipped a gold anklet over my right ankle and admired the way the fine gold chain glittered against my sheer black stockings. I clipped on a pair of gold drop earrings and put two gold bangles on each of my wrists. I fumbled with the clasp of a gold chain necklace until it was fastened around my neck. I stood up and looked in the mirror and carefully fitted the jet-black wig. The fringe rested on my eyebrows and the bob sat on my shoulders. I combed out the wig and noticed it had subtle red streaks which highlighted it superbly. Finally, I donned a pin-striped navy-blue jacket which matched my skirt. It was tight and clinched at the waist; the sleeves were cut short enough to show off some blouse cuff and my gold bangles. I looked like a businesswoman; or an executive secretary who unfortunately had acquired the dress-sense of a trollop. I would look quite presentable in any boardroom if the skirt wasn't so tight and split up the back, if the jacket wasn't so figure hugging, if my heels weren't so high, if my hosiery wasn't so lewd, if my makeup wasn't so heavy. If! If! If! If! If! There was no doubt to me that Carmel had carefully selected this outfit; in fact I hazarded a guess that someone (the Warden?) had specifically asked for a certain look. I kicked off my high-heels and climbed carefully up onto my cot and stood up on it so that I could see as of much of myself as possible in the small wall-mounted mirror. Then it dawned on me! I know who I looked like! I was dressed in the spitting image of my sister Angie!!! Could it be coincidence? I thought not. There is no such thing as a fucking coincidence in the dark underworld of Chelmsford prison. I guessed I would find out soon enough; I set my resolve not to upset the Warden or Steve today. I was terrified at the thought of having to face Angie this afternoon when she came to visit. How could I explain to her that it was my fault that she had been raped? But, I needed to see her so that we could work some sort of plan to enable her to escape from the clutches of Steve's outside henchmen. A small bottle of "Poison" perfume had been included with the cosmetics and I spayed generous amounts on my neck and décolletage then a quick squirt under my skirt. 'An old girl like me remembers old tricks I guess,' I thought, almost breaking into a smile despite the helplessness of my situation. 'Carmel; you might be a prison brothel madam and fag-hag but sometimes your blood's worth bottling!' I thought to myself when I saw the tell-tale rectangular bulge in one of the side pockets of the carry-bag. I unzipped the pocket and smiled with pathetic glee as I reached in and pulled out a packet of Marlboro's and a plastic Bic lighter. I had kicked most of my bad habits that I had taken up in Chelmsford Prison all those years ago. Now that I was back inside, I might as well at least take up a bad habit that I enjoyed I thought, and lit a cigarette. I sat back down on the cot to await the Warden. I stepped back into my pumps and started painting my nails as I whiled away the time. I tried to think of anything but what had happened to my sister. I chain smoked cigarettes while I carefully put two coats of plumb-red nailpolish on my fingernails. It was important to match nailpolish and lipstick, I remembered what Carmel had taught me. At some stage during my reverie I realised I had no way of removing my makeup and nailpolish when the Warden had finished his visit; unless Steve was going to bring me some facial cleanser and nailpolish remover. 'What the fuck!' I thought; 'removing my makeup is the least of worries right now.' I was suddenly shocked out of my trance by the rattle of keys in my cell door; and then it slowly opened. "Come back and let me out in half an hour!" a voice from outside my cell demanded. "Unless there is an emergency I am NOT to be disturbed understand!" the harsh voice went on. "Yes Guv' nor!" some anonymous guard grovelled in reply. The Warden stepped into my cell and the lock rattled shut as the door slammed shut behind him. The Governor, (as the inmates and most of guards called him) was a slim man in his early fifties. He looked distinguished with carefully coiffured greying collar-length hair and smart dark business suit. His immaculate white shirt accentuated his tanned complexion. He was handsome but grave. He reminded me of the movie actor Sam Elliot; he had the same deep gravely voice when he spoke. "Cover the peephole!" he commanded pulling a small roll of masking tape from his pocket and tossing it at me. As I clattered over to the cell door tottering on my high-heels I thought to myself that I was glad that I didn't have to walk around all day in these eight-inch heels and the tight pencil skirt. I had to take short steps because the tight skirt restricted my stride and walking in the precariously high heels forced me to concentrate on maintaining my balance. The effect on my gait walking in the high-heels and tight skirt caused my ample bottom to swing seductively from side to side and I could feel the Warden's eyes on my arse. I stuck a couple of pieces of the masking tape over the spy-hole in my cell door and wondered if the Governor had a predilection for transvestites. I didn't know about that, but he proved he was certainly wily and prison savvy by what he said next. "I don't give a fuck who sees you dressed like that, or what they see you doing in here, but I'm not going to give my guards or that sneaky fuck 'Iron Bar' Steve the opportunity to blackmail me by taking any pictures through that peephole." he said. "I didn't get to be the Governor of one of Her Majesty's finest penal institutions by being stupid." "Which brings me to my why I'm here," he went on. "You have caused me and my brother a considerable amount of trouble haven't you?" he said. "I'm so sorry Governor, I......." "Shut the fuck up you dumb cunt; the question was rhetorical!" he cut me off. "My brother's inside prison and I'm been appointed here to Chelmsford because of the evidence you gave to certain authorities hoping to get your sentence shortened to easy time in a minimum security facility." "Well I've put a fucking end to that; haven't I?" he snarled. I knew better than to try to answer him and stood there with my head bowed. "But turning you over to Steve and his sleazy deviate cohorts is only part of your punishment. Sure your enduring humiliation and pain, being forced to become a transvestite prison prostitute gives me great satisfaction; but this is personal, so I need some personal revenge you understand?" he went on. I bowed my head lower looking down at my pumps. "I expect you to answer me this time," he growled. "I'm so sorry Warden, I didn't mean for all this to happen. I was just trying to.............." "Oh shut the fuck up! I don't know why I bothered to let you talk," he barked. "Don't talk anymore unless I command it; understand?" I nodded compliance. "And fucking look at me; at least have the guts to face the man who is about to punish you for your transgressions!" he said. I looked up, took a step forward and stood compliantly in the middle of the cell with my arms by my sides. The Warden's eyes slid over my body starting with my heavily made-up face then sliding over my tight jacketed body, over my pencil skirt, lingering on my sleek black nyloned legs and finally down to my shiny high-heeled pumps. He reached out and placed a hand on my face and then gently stroked the fringe out of my eyes. "Pretty," he mumbled, and his hand continued down the front of my body finally resting on my waist distractedly playing with the material of my pencil skirt. "I'll tell you this; I don't like transvestites! They're not right in the head. If you want to be a woman at least finish the job and cut off your cock, take some hormones and at least pretend to be a proper woman not just some guy in a skirt," he sneered. I wanted to tell him that I didn't want to be a transvestite; that I was being forced into being one; but I knew that he knew that already, and I also knew better than to talk when had told me to shut up. "I find the operation Steve is running in E Block very distasteful; but I get a very good cash return on it, so I'm prepared to put up with it," he went on. "Steve has offered me the services of his transvestite trollops before you understand; but as I just said, I find them offensive." "You however are a different matter! You have caused my brother and me considerable hardship and discomfort now I intend to do the same to you. I intend to do this personally do you understand!" he growled in my face. Lady In The House Ch. 13 I nodded again. "Undress me," he ordered. I moved forward and removed his suit jacket; I hung it on the back of the steel chair next to the desk fixed to my cell wall. As I hung the suit jacket on the chair my eyes strayed to the picture of my sister Angie tacked to the wall behind the desk. I resolved to do everything in my power to make sure I did not upset the Warden or Steve any further. I would capitulate. I went back and indicated my cot to the Warden with an open hand. He raised his eyebrows questioningly and then understood what I intended and he sat down on my cot. I knelt before him, my skirt tight around thighs so that I had to hike it up a little to kneel comfortably. I removed his shoes and socks and put them under my bunk then I reached up and untied his tie and unbuttoned his shirt. I ran my hands over his hairy chest, my painted fingernails dragging gently over his skin. He took my hands and put them back on the front of his shirt, indicating that I should remove it. I removed his shirt, stood up and hung it underneath his suit jacket on the back of the chair. I came back and knelt before him again and my fingers trembled as I reached for his belt buckle and I slowly unbuckled it. I popped the clasp on the waistband of his pants and unzipped his flies. The sound of his zipper echoed ominously in the silence of my cell. He lifted up slightly and I eased his trousers down and lifted his feet out of his pants. I stood up again and took them over to the chair and lay them carefully over his jacket and shirt so that they wouldn't wrinkle. When I turned around he was standing up, naked except for his jockey shorts. I walked over and stood before him, my hands at my sides and my head bowed. I remembered back to my previous incarceration in Chelmsford; I recalled the myriad ways that I had learnt to please a man during my tenure as a transvestite prison prostitute. 'Ok, this is the moment of truth,' I thought and cleared my mind of everything. I became Michele, the transvestite prison whore. I mentally prepared myself for what I needed to do for the next half-hour. I would transform myself into a wanton harlot whose only desire was to please the Warden. "Excite me now," the Warden directed, "make me erect." I slid my fingers inside his shorts wrapped them gently around his long flaccid penis. His member was cool and soft in my fingers and I slowly began to feather my fingers up and down his pliant appendage, raking my nails gently against his glans. I felt him begin to stiffen and he moved forward so that his body rested against mine. My suit rubbed against his bare body as I lifted my face and moved my lips towards his. The Warden turned sideways, avoiding my kiss. Instead I nuzzled his neck as I stroked and fondled his slowly hardening penis. He may not have a proclivity for transvestites but my ministrations were having the desired effect. I gripped his member loosely in my hand and began to slowly masturbate him. I heard him inhale sharply and his breathing started to quicken. He pushed me away from him slightly but I kept my hand inside his shorts and continued attending to his penis. The warden reached out a hand and unbuttoned my blazer and stroked my white satin blouse. With my free hand I reached up and flicked open the top button of my blouse. He smacked my hand away and buttoned up my blouse. "You will not need to remove any clothing; I have no compunction to know that you are a man under your female façade," he said matter of factly. "Continue to pleasure me with your hand," he instructed. I acknowledged his instruction silently and stroked his spongy manhood which was hardening and distending in my hand. It was now getting uncomfortably cramped inside his jockey shorts and I took a chance and removed my hand from inside his shorts and pulled them down. They fell to his ankles and he kicked them free of his feet. "Proceed," he directed. I took his still-hardening manhood back into my hand and fondled it. I tickled the sensitive spot under his glans and felt him shudder. With my other hand I cupped his testicles and gently squeezed and stroked them. I felt his testes writhe slightly inside his hot scrotal sac. The Warden's hand reached out to my blouse and his fingers drifted down my body until he was absently caressing the front of my skirt, his hand slid across my tight waist. I eased forward slightly so that I could caress his neck and I softly kissed his tanned skin and moved my lips in feather-soft caresses along his jaw-line. "You may kiss me now," he whispered and I moved my lips over his chin, rasping over his whiskers until I found the corner of his mouth. I kissed him there sweetly and then placed my lips on his and kissed him softly as my hand slowly squeezed his hardening cock. I could taste my lipstick and the fresh mint of his mouthwash and I wondered if I should be so bold as to put my tongue in his mouth. I didn't need to wander long because the Warden placed his hands on my shoulder and pulled my body hard against his and he snaked his tongue inside my mouth. I responded by rubbing my body against him, tottering on my heels as I returned his kiss and entwined my tongue with his. His penis was now fully erect and pulsing slowly in my hand. I kissed him harder and pushed my upper body against his hard chest and squeezed his cock slowly in rhythm with our kisses. The Warden firmly pushed me back away from him so that I stood there fully clothed masturbating his long slim member. He held me there for a minute or two gently rocking back and forth in time with my strokes. "Suckle me now," he commanded in his gravely voice. I acknowledged by dropping to my knees before him; his penis stood straight out from his body at my eye-level. I stroked it a few times and then gently grasped it and bought my face to it. I looked up so that the Warden could see his erect member in my painted nailed fingers slowly being massaged along my rouged cheek; my dark, heavily mascaraed eyes looking up into his; my ruby-red lipsticked lips only millimetres from his erection. The Warden groaned and pushed his groin into my face. I manipulated his cock against my soft cheek feeling it engorge further and then I bought it to my lips. I kissed the organ and let the tip of my tongue slip out of my painted lips and lick a small drop of clear pre-seminal fluid from the tip of his glans. I could feel my own member straining against my nylon panties but I was too busy concentrating on the task in hand to pay too much attention to my own state of arousal. I had managed to trick my mind into enjoying this subjugation and so it was easier for me to deal with. I let my tongue snake out and lick the Warden's sleek hard shaft and then flick over the spongy mass of his glans. His penis shined in the dim light of the cell as my saliva mixed with his secretions and coated his smooth shaft and glossy knob. His veins bulged purple-blue under the translucent skin of his erect shaft. He stood this treatment for about three minutes. "Fellate me now," he ordered and I opened my mouth and swallowed as much of his long thin member as I could fit inside my mouth without gagging. He sighed as I clasped my plumb-red lipsticked lips over his shaft and slavered at his knob with my tongue. Then I sucked his cock. I slowly worked my mouth up and down the Warden's cock stopping briefly as his glans came to my lips so that I could lick the spongy head of his penis with my wet tongue. My own cock was now throbbing in my panties and I guessed that if I stroked it a couple of times I would climax. I was really getting into pleasing the warden and given my current circumstances, I was more aroused than I would have thought was possible. I moved my head up and down the Warden's shaft and I sucked, licked and hummed on his tumescent manhood, swallowing my saliva and the pre-seminal secretions that oozed from the eye of his cock. The Warden placed his hands on my head and held me still as he began to fuck my face. He humped his groin forward and back and I timed my breathing so that I could accept his cock deep inside my mouth without gagging. I clamped my lips over his shaft and pushed up with my tongue so that he had a tight, hot, wet tunnel to drive his cock into. He picked up the pace and I had to adjust my breathing to keep pace with the increased rhythm of his face-fucking. Suddenly he pushed my face away; he was gasping and his cock stuck out from his body bouncing up and down. It looked ready to explode. I reached for it, wanting to put it back in my mouth and complete the job. The Warden slapped my hand away. "No! You don't get away with it that easy!" "Lie across the cot and put your legs in the air," he commanded. "Hike up your skirt too!" I nervously sat on the edge of the cot and pulled up my skirt exposing my stocking-tops, black satin slip and black nylon panties. I lay back pulling my two thin pillows under my head and lifted my legs up. The warden knelt between my parted thighs his cock sticking out like a missile ready to launch. "Wrap your slip around my cock!" he ordered and pushed himself up so that his cock hovered over my groin. I placed the hem of my satin slip over his cock, my ruby-red fingernail polish contrasting magnificently against the black satin material of my slip, and stroked the warden's satin encased penis. He groaned and wriggled; he could only take the sensation of my satin slip against the sensitive nerves in his cock for few minutes. The black satin material stretched over the bell-end of his cock was wet with his pre-seminal fluid. He pushed my hand away and grabbed my calves and pulled my bottom right onto the edge of the cot. He pushed forward and rubbed his cock on my panty crotch for a minute or so and I could feel his hard hot member through my nylon panties and a shudder of pleasure ran through me. "Pull the gusset of your panties to one side," he ordered. I reached down and around my thigh and pulled my panty gusset aside exposing my tight anal bud. I felt the warden reposition himself and then felt the tip of his erect member nestle against my sphincter. He pushed forward slowly and his thin hard cock slipped inside my sphincter and with a minimum resistance, it slid all of the way inside me. I was expecting the invasion and had relaxed my anus, because his cock was long and thin and lubricated with my saliva and his pre-come it slid easily inside me with only the smallest amount of discomfort. "Now I'm going to fuck you, you meddling whore," he growled and began to thrust in and out of my back passage. I reached out and hung on to his shoulders and raised my buttocks up to meet his thrusts and kicked my legs out of his grip and raked my stockinged legs along his sides and then crossed my high heels behind him to pull him deep inside me. The Warden responded by leaning down and slavering kisses on me, his lips crushing mine and his tongue lashing and probing at my mouth. We were crushed together in a tangle of limbs, his naked body on top of my fully clothed body; my skirt was hiked up around my waist, my legs spread wantonly as they wrapped around his body holding him against me as I bucked beneath him. My navy blue suit and black lingerie contrasted starkly against his white skin. The Warden put his hands on my thighs and stroked my stockings, running his hands up and down the diaphanous sleek nylon sending sparks of stimulation through my body. As his body pounded against mine it caused my nylon panties to rub against my now fully erect member and added to my pleasure. I kissed the Warden back and drove my tongue into his mouth. The Warden moved his hands under my panty covered buttocks and he clenched my behind in his hands as he slammed his cock in and out of me. My back passage was convulsing with pleasure as his penis rubbed up against my postrate gland and my cock leaked clear slippery fluid in response to the stimulation of the sensitive organ. I pushed up hard against the warden to get as much of his cock inside me as I could as I felt my orgasm approach. The Warden stiffened and then spasmed, his tongue driving past my lips and deep inside my mouth, oscillating around in a frenzy. He ground his fingers into my pliant buttocks, tearing the flimsy nylon of my panties and jack-hammered his cock in and out of my anal passage as he emptied stream after hot stream of his spend deep inside my convulsing body. My own cock shuddered and exploded as the Warden's cock slammed deep inside me stimulating the sensitive nerves in my anus. The feel of his hot seed flooding my back passage, his steely grip on my buttocks and his tongue throbbing in my mouth triggered my climax and a hot pool of semen flooded into the front of my panties. I rubbed my stocking legs along the Warden's sides and drummed my high heels on his back as I pushed up to meet his thrusts, his groin slammed into mine and his fingernails raked the soft flesh of my buttocks as he pulled me up against him. I felt a trickle of hot semen seep from my sphincter and run down the crevice between my buttocks and begin to soak into my panty gusset. The trickle turned into a small flood, as my anus was unable to contain the torrent of warm semen he released inside me as he orgasmed. We both slowly came down from our climaxes, groaning and gasping for breath. After a minute the Warden pushed me away and I fell back on the cot exhausted. He walked over to my sink and splashed some water on his face. "Get up," he barked suddenly; breaking what was becoming an awkward silence. I complied, getting up and pulling down my slip and skirt feeling the Warden's seed oozing from my back passage and another small rivulet of come ran down my thigh and soaked into my stocking top. My panties were soaked with my own issue, the front panel and crotch of my nylon panties were drenched with my sperm and it permeated onto the lining of my skirt. My groin, arse and thighs were soaked in warm sticky semen. I stood on trembling knees, arranging my clothing and teasing out my hair. The Warden wiggled his finger at me and I hobbled over to him, the slick mess of congealing semen rubbing my naked thighs above my stocking-tops. "Clean my member," he ordered. I went down on my knees in front of him and opened my mouth and he laughed. "With your towel you dumb cunt!" he growled. I reddened with embarrassment, I stood up and took my washcloth and soaked it in warm soapy water and then washed the Warden's groin. I towelled him dry and stood back. "Dress me now," he instructed and I helped him back into his suit and socks and shoes. He combed his hair in my mirror and then pointed to my cot. I sat down as ordered; a painted whore in a semen-stained business suit looked up at him. "I told you I don't like transvestites and you haven't changed my mind." "You're typical of your kind; you are beings with no moral fortitude or reticence. The slightest provocation causes you to behave like a wanton trollop." "The pleasure I get from this, besides carnal gratification of course, is the knowing the deep remorse you will most certainly feel after I have left your cell and the reality of your circumstances settles on you." "That thug Steve has told me of the retribution he has paid out on you and your sister. I do not favour his methods; but in your case I sanction his actions because you deserve the punishment he bestows on you," the Warden gloated. "I leave you with those thoughts," he finished as the lock rattled and my cell door opened. He tore the masking tape off the peephole and flung it on the floor of my cell. He walked out sniggering evilly to himself. As he walked through the door he added as an afterthought without looking back, "Enjoy your visit later this afternoon. I'm sure you and your sister have a lot to talk about." To be continued............. Lady In The House Ch. 14 After the warden left my cell my mind was racing. Why were they bringing my sister here to visit? How was I going to remove my makeup and nailpolish? What was I going to do about my semen-stained clothing? I heard the keys rattle in the lock of my cell door and Steve strolled in. "Well Michele it look's like you are starting to behave. The warden seemed happy with his little visit," he smiled mischievously at me. "Now we need to get you cleaned and dressed for Angie's visit so lets go," he opened his palm and gestured at my cell door. "What? Go out into the main prison? Dressed like this?" I cried. "Oh stop it you silly cunt; don't you think that every guy in the joint knows that you're one of my girls? Do you think any of them would dare touch my property without my permission?" he said. "Besides, except for those guys with loss of privileges, everyone else is at work or in the exercise yard so no one is going to see you anyway!" he finished. Steve got me to scoop up the makeup and accessories and put them in the tote bag that he bought to my cell this morning and then gripped my wrist and half dragged me out the cell. I clattered along on my high-heels behind him like a dog being dragged on a leash. As I exited the cell the prison guard who was holding open my cell door whistled at me. "Fuck off mate; you can't afford her. Come down to E Block tonight and I'll toss you something you can afford," Steve scowled. We passed row after row of empty cells. Down this end of F block the less privileged prisoners shared open-barred cells and I was starting to feel a little better knowing that the block was clear of prisoners and I wouldn't be seen dressed as a woman. I was being too optimistic as it turned out. I heard a hiss from a darkened cell. "Steve! Steve! Whatcha got there mate?" Steve stopped and went over towards a darkened cell. "Fuck me, if it ain't Bobby McTavish? What the fuck you doing in there Bob, why ain't you out in the yard with the boys?" he asked. "Ah I fucked up at work the other day and punched some slimy fucking guard. They kicked me out of my private cell and threw me in this barred shithole and took away all my privileges. Lucky I didn't get solitary!" he griped. "Too bad man; it sucks to be you," Steve said sympathetically to the con behind the darkened cell bars. "Fuck she looks good Steve, how come you got her out here in general population during the day? They renovating E Block or something?" Bobby laughed. "Special job for a special client," Steve winked, "I'd let you have some but we're kind of in a rush." "Oh come on man; I'm fucking locked in here for the next three weeks; at least let me have a bit of a feel?" Bobby pleaded. These thugs were talking about me as if I was just a piece of Steve's property; to be used, given away or traded as he saw fit! The reality is; it was true! "Look Bobby; I am in hurry but I'll tell you what I'll do. You can have her against the bars for ten minutes while I cockatoo for you; then we're gone whether you've come or not ok?" Steve said. I couldn't believe what they were proposing. This ugly muscled thug could do what he liked to me through the bars of his cell whilst Steve kept a lookout! "Thanks Steve, I won't be long mate, I haven't had bit for ages," Bobby laughed and waved at me to approach the bars of his cell. Steve growled in my ear: "Ok girl, you know what to do. We ain't got all day so get him off quick!" and pushed me over to the barred cell. I set my resolve and pressed myself against the bars looking into the gloom of the cell. Bobby was a big man with hard muscles and strong wide shoulders. He was shirt-less and his heavily tattooed torso gleamed in the dark. He came up close to the bars of the cell and dropped his shorts. I reached out through the bars to take hold of his phallus and he knocked my hand away. "Oh no sugar; you touch my dick and I'll come in thirty seconds. I want my ten minutes worth," he smiled. He reached out through the bars and put one hand on my waist and the other behind my head and pulled me up against the bars. He bought his face to mine and kissed me. I kissed him back and our tongues entwined. His long hard cock was sticking through the bars and rubbing against my already stained pencil-skirt. I reached down and lifted the hem of my skirt so that his cock was enfolded in my satin slip and closed my stockinged legs on his penis. Bobby's cock was now locked between my legs, enshrouded in my slip and nylon stockings. He groaned in my mouth and kissed me harder as I slowly rocked back and forth on my high-heels, masturbating him with my sheer nyloned legs. This was easy! This con had been without sex for so long that he was putty in my hands; or in this case legs. Bobby slid his hand down my waist and onto my buttocks and held my groin hard against the barred cell as he rocked back and forth in time with me, sliding his hard hot member between by thighs. He kissed me passionately his tongue exploring my mouth between groans of pleasure. Suddenly he pulled my body hard up against the bars and shuddered and grunted and I felt a hot stream of viscous liquid saturate my stocking tops. Bobby bucked and humped at my legs as he grunted and groaned until he was sated. When he had finished climaxing, he took a handful of my black satin slip and wiped his slowly deflating cock on it. His spend left silver trails on the black satin. He sighed and pushed me away from the bars. "Fucking not bad Steve, when I get off loss of privileges I'm coming down to E block to get better acquainted with this one," Bobby said. "What's your name honey?" he asked. "Michele," I replied demurely pulling down the hem and straightening my skirt. "Well Bobby is going to spend some time with you as soon as he can honey," he looked over at Steve. "Thanks mate; see you later hey?" "No worries Bobby, hang in there pal," Steve replied and grabbed my wrist again. "Come on Michele; get a fucking wriggle on, we got a schedule to keep if you want to look nice for Angie," he grinned and carried on dragging me down the lower corridor of F block. I felt Bobby's semen cooling and trickling down my stockings. But more troubling for me was that I could feel my semi-erect penis pushing uncomfortably at the front panel of my nylon panties. What was I becoming? Was I was reverting back to the Michele Nylons; prison whore? Eventually we came to the door that led out of F block to E block. E block looked dilapidated and unused in the pale mid-morning light; fenced in, the 'No Entry -- Condemned' sign over the gate gave the place a felling of foreboding. "We're getting the old tunnel between F and E blocks opened up again Michele so as the punters won't have such a hard time getting to the brothel," Steve said as he pulled me across the deserted forecourt the block. "Sort of like I had your old tunnel opened up," he laughed viciously. "But seriously; now that the work gangs have completed renovating the workrooms, bathroom and reception, we can start doing some real business. The Governor insists on complete secrecy so we needed to get the old tunnel that Eddie built reopened," he explained. I knew Steve's plan now. Not only was he going to reopen his old boss, Eddie McManus' brothel, but he and the Warden would have any outsider think that E block was just a condemned rotting hulk, whilst inside parts of it had been renovated and converted to a brothel for the inmates and guards. "This is the last time you'll come to E block through the front door Michele; but don't worry you'll be spending lots of time here," he sniggered and slammed the main door to block shut behind us. E Block was still as dark, cold, damp and deadly quiet as it was when I came here a couple of days ago. Eddie led me past the old disused cafeteria where the rusty tools, forgotten by time, still lay in a pile. We continued down to the part of the block that constituted the brothel. Steve opened a dirty, grime encrusted door and I was amazed at the sight that greeted me. Steve and his guys had been busy! The door opened into a carpeted elegantly furnished exquisitely wallpapered reception room. The room was finished in colours of cerise and gold and was the antithesis of the rest of the block. A receptionist's desk was positioned adjacent to the entry; and to one side of the desk a gold trimmed door was let into the wall; a door that I knew led to the workrooms. Carmel was sitting at the desk going over some paperwork. She was wearing a bone suit, the hem of the skirt just above her knees, a cerulean silk blouse, taupe hosiery and white high-heeled pumps. She was heavily madeup and wore a blonde wig, styled high on her head. Gold jewellery glittered in her ears, at her throat and on her fingers. The Madame of the house was in attendance. "Carmel! Get Michele cleaned and dressed ready for the visit. Have her ready by three o'clock!" Steve ordered and left the room. Carmel and I both glanced at the ornate wall-clock; it read 1:37pm. "Come on Michele, we don't have much time and Steve has left me with strict instructions on how you are to be prepared," Carmel said and took my wrist and led me over to the gold trimmed door. Again I was being spoken about as if I was piece of property, which I guess I had now resigned myself to be true. I was Steve's transvestite whore; to be used, traded and abused as he saw fit. The only thing I could do was to minimise any pain to my sister and myself. "Ok Carmel; let's go and get ready then," I said snatching my hand free and walking through the door to the passageway that led down the centre of the workrooms. The boys had been busy in here too and the smell of fresh paint still hung in the air. Twelve cells had had the walls of the adjacent cell knocked out so that there were now six barred workrooms; three cells on each side of the room facing each other. Each cell had been freshly painted in colours of deep red, gold and black. The oversize cots had been replaced with queen-size beds made up with satin sheets, comforters and piled high with pillows to match the décor. Each workroom had a large wardrobe and dressing table fitted against one wall. Large well-lighted cosmetics mirrors were fitted over the dressing tables and well-padded elegant stools were provided to sit comfortably at the dressing tables. The floors were carpeted to match the décor and the lighting was subtle and discrete. Each room also had a small sink and vanity. There would be no doubt to any first time visitor what these rooms were to be used for. The cell walls of the workrooms opened on to the corridor that ran down the centre of the room, the bars on the cells were painted flat black; and maroon coloured heavy silk curtains were pulled back from the barred walls, ready to be closed when privacy was required. The curtains provided privacy, but the muffled sounds of copulation would still resonate through the workrooms. It was designed that way of course; everything here was designed so that the punters could forget their cold hard vicious prison lives and emerge themselves in a fantasy world of debauchery. The irony was that façade of the workrooms was as false as the façade of the girls that worked in them. The girls were men! Transvestite prostitutes; some of them who worked for the money even liked what they did and others like me were blackmailed and bullied into servitude. "Steve's been spending some money Carmel," I said, "How many girls has he got on the books now?" During my last stretch in Chelmsford Prison I had been Eddie McManus's accountant and bookkeeper so I knew the background to Steve's empire which he had inherited when Eddie passed on. The new Governor had given Steve the approval to reopen the brothel, which had done a roaring trade when Eddie ran Chelmsford. Steve was obviously determined to make the most of his investment. "We've got eight including you Michele and Steve's got his eye on a new kid in B Block who he thinks might be a poofter so hopefully the kid won't take to much persuading," Carmel replied. "Remember chubby old Charlotte? She's back inside again and she was one of the first girls we recruited. She's still chubby and we're all getting older hun; but she still pulls the punters." "Old Mabel who used to clean up and look after the wardrobes and cosmetics has passed on; but I've got an old noncer who likes to crossdress. She'd be no good as a working girl but she's taken on Mabel's old job and she does a few freebies in her cell on the block." "Steve tolerates it because he pays her fuck all," she laughed. "Yep, Steve has put a lot of money into renovating this place over the last couple of days. He got all the gear bought two days ago and the work gangs worked non-stop to get it finished." "Now he's looking for a return on his investment and the tunnel between E and F block will be reopened tonight so we're going to be busy," she finished. We reached the other end of the passageway and Carmel opened the door. The bathroom had been renovated too. The place gleamed with new white tiles, sinks and showers. A row of toilets ran along one wall, and ten lockers with ten large laundry hampers beside them ran along the other wall. Each locker and hamper had a nameplate on it. Mine was third along, next to Charlotte's. "You know the deal honey. Steve fronts your clothes, lingerie, shoes, cosmetics and so forth and when you've paid for the initial issue, you get to order what you like on the tick and then you pay that off." Carmel explained. "Regardless, Steve takes half of what you make up front. You never see the money. I handle all the cash and records and give them to Steve's accountant." "I know how the scam works Carmel. I used to be the accountant!" I spat at her. "Well honey; you're just a working girl now like the rest of us. Steve don't need any more accountants," she replied sarcastically. "Sorry Carmel, I shouldn't take it out on you," I apologised. "It's just that I'm so nervous about having to face my sister this afternoon. I know Steve's forcing me to see her while I'm dressed is his way enforcing my services but he must realise that I'm broken by now?" I started to cry. "Look honey; that bastard told me what he had Danny do to your sister. He's a fucking evil cunt but while we're here in fucking Chelmsford he owns us. Just get the visit over with and get on with your life," she said. "I know it sounds trite; but we just have to make the most of it." She finished. "At least I have my own locker and clothes hamper; that's an improvement on the last time I worked here," I smiled wanly. I went over to locker, kicked off my heels and shrugged myself out of my semen stained clothing and put my wig on a wig-stand beside my locker. I wrapped a bath-towel around my naked body. I looked in the mirror amused at the makeup-smeared man who stared back at me. "Joan will take care of your clothes and shoes and brush out your wig and then return them back to your workroom. Your prison fatigues are hanging in the locker for later," Carmel said as she sat on a bench and lit a cigarette. I walked over and took a drag off Carmel's cigarette, smiling again at my painted fingernails. "Joan?" I asked. "She's the noncer that I've got doing Mabel's old job. I call her the room attendant and she seems to like the title," Carmel replied an amused look on her face. "Come on Michele; we ain't got long," Carmel appealed to me, "you know the drill girl, so get on with it!" I used one of the toilet stalls and evacuated my bowels. It was bad enough knowing that I was going to be repeatedly taken anally, without suffering the embarrassment of being dirty down there when it happened. I brushed my teeth and used mouthwash. I shaved closely again and took a long hot shower; scrubbing at my face to remove the makeup. Each of the shower stalls was fitted with an enema kit and a large container of lubricant fitted with a disposable applicator. I used the enema kit and when I was thoroughly clean down there I generously lubricated myself internally. I smiled grimly to myself as I thought back to the notion I had in the reception room about minimising pain to myself. I dried off and went over to my locker and put on the satin robe and slippers that had been provided for me. "I feel silly. A mature naked man wearing a woman's robe and slippers walking around with polished fingernails," I said to Carmel. "Well we know how to fix that don't we sugar; lets go and get you madeup and dressed," she smiled and patted me on the bum. "You getting cheeky with me?" I laughed. "I remember when me and Charlotte got more than a little cheeky with you honey last time you were here; I'm still up for the odd transbian interlude if you're lucky," she smiled back at me and winked seductively. "Now get a fucking move on!" she smacked my arse and led me back into the workrooms. "Here we are honey; you know how Steve likes your makeup and he want's you in the brunette bob and the charcoal grey suit there," she pointed to a ladies business suit hanging up on the outside the robe. "Shoes are next to bed and I laid out your lingerie. Steve was very particular about what you are to wear so please don't fuck about," she whined. "Well whatever Steve wants; Steve gets," I said sarcastically. "You know that girl," Carmel said and wandered out of my workroom, her high-heels clacking on the newly tiled passageway floor. I sat in front of the makeup mirror, my cosmetics were neatly arranged on the dressing table. There was quite an assortment and most of them were brand new; still in their wrappers, but I recognised the cosmetics that Steve had bought to my cell that I had used this morning. Someone had put them back in my workroom. Just as well as I now had to pay for all of my own cosmetics. A pair of breastforms was arranged on a tray along with the medical adhesive tape to affix them. I carefully affixed them in place. It had been a long time since I had done this so I took my time smoking a cigarette as I did it. I butted out my cigarette and touched up my fingernail polish and decided I had time to do my toenails as well. I applied a heavy layer of foundation on my face and set it with face powder. I rouged my cheeks and applied plenty of black eyeliner and heavy mascara. I carefully applied the same aqua and pink eyeshadow that I had used this morning and applied the same Raging Ruby Max Factor, Lasting Colour Lipstick. I gave my face a fine dusting of finishing powder, being careful to keep it off my mascara. I selected the brown bob from the assortment of wigs sitting on their stands inside my wardrobe. There was also a small selection of skirts, blouses suits and costumes hanging up in the wardrobe as well as four pairs of high heels. I knew that the drawers would be packed with lingerie. I didn't have time to look at everything in the wardrobe; and more importantly I knew how I was going to have to pay for it all. I brushed the brunette bob, admiring the subtle gold streaks that had been dyed into it. I set the wig on my head and adjusted it. The fringe came to my brows and the mane sat lightly on my shoulders. I walked over to the bed and looked at the lingerie that Carmel had laid out for me. I stepped into a white lace suspender belt fitted with three garter straps for each leg. I then squeezed into a matching white lace brassiere. I sat down on the bed, noting how soft and comfortable it felt and slipped a pair of taupe nylon stockings up my legs and adjusted the back-seams so they were straight, and fixed the darker welts of the nylons to my suspender straps. My red painted toenails were visible through the sandal-toe-reinforced stockings. Lady In The House Ch. 14 I pulled a pair of white satin full-cut panties up my legs and smoothed them around my buttocks and over the suspender belt and then stepped into a very small white satin half-slip. My penis was becoming erect because of the scintillating feel of satin and nylon on my body. I reached down and adjusted it and concentrated on finishing getting dressed. I took the charcoal grey suit from the robe and laid it out on the bed. I stepped into the skirt; it had a pleated front and side vent. It looked both professional and sexy, but as the hem only just covered my stocking-tops it couldn't really pass as a business suit. I buttoned myself into a white, long-sleeved, blouse and tucked it into the waistband of my skirt and closed the zipper on the side. I adjusted the waistband of my skirt and pulled the hem down over the hem of my slip. The skirt was tight and the hem sat high up on my thighs. I picked up the black high-heeled sandals, sat back down on the bed and stepped into them, fastening the ankle straps. Standing up I went back to the dressing table and opened the drawers until I found a small collection of jewellery. The jewellery that I had worn this morning was part of the collection and would accessorise my outfit perfectly. I slipped the gold anklet on my right ankle and adjusting it so it fell below the strap and buckle of my high-heeled sandal. I clipped on the gold drop earrings and put the gold ladies watch and gold bangles on my wrists and the gold chain necklace around my neck. Finally I gave my face another dusting of finishing powder and put another coat of lipstick on my lips. I sprayed my favourite perfume 'Poison' on my decolletage and another modest spray under my skirt, a trick Carmel had taught me all those years ago in this very place. I picked up the suit jacket off the bed and put it on and walked back to the mirror to make any final adjustments. Once again Steve had dressed me so that I looked like a businesswoman or high-class secretary who had the dress sense of a trollop. My skirt was too short and tight and the side vent showed bare thigh so the outfit was actually a parody of business suit. Sophisticated but slutty; if that was possible. I was again reminded how much I was dressed to look like my sister Angie, this time even the brunette bob matched her hairstyle. I looked at my watch: 2:52pm. I heard the clatter of heels on the tiles again and Carmel reappeared with Steve trailing along. "Perfect!" they both said at once, Carmel smiling and Steve with his familiar evil grin. "Ok Michele we're going over to the conjugal visits section of the visiting unit," Steve said. "We need the privacy of a conjugal room; even I can't get away with parading you openly around the rest of the prison dressed like that," he said. The conjugal visit section was provided for inmates who had conjugal rights; usually those who had committed lesser crimes or were coming to the end of their sentences and were being rehabilitated. It was located inside the visiting unit adjacent to G block; the minimum security section where I had been housed until recently. "How are you going to get me to the conjugal section?" I asked, worried about being dragged around Chelmsford Prison dressed as a woman. "Well honey; you're going to love this; the Warden is going to escort you!" Steve laughed. I was stunned! How were they going to pull this off? But that's exactly what happened. Steve took me to the entrance to E Block where the Governor was waiting. He escorted me to the conjugal section of the visiting unit. The Governor remained closed mouth during most of the journey only speaking to explain to me that the cover story was that I was a member of the Prisons Board conducting a routine inspection. He made sure that we took a circuitous route that kept us out of the eyes of most of the prison so that we were really only visible from a distance. From a reasonable distance it would look like the Warden was escorting a businesswoman with poor dress sense around the prison. When we arrived at the visiting unit I was handed off to a prison officer who was obviously in on the scam as he was to lead me into a private room in the conjugal section. "Enjoy your visit," the Warden offered cynically as he handed me over. The conjugal section was actually just a freestanding prefabricated demountable divided into four rooms. The guard led me to one of the four private rooms assigned for conjugal visits. The rooms were austere but fitted out for their intended purpose with a table, two chairs and a double bed. A small shower and toilet unit was also provided in each of the rooms. Although private and unable to be monitored by the prison authorities by law, the prison joke was that if you stood outside and listened hard enough you could hear the prisoners humping their wives. It was rumoured that the guards kept score on which of the inmate's wives gave the best performances. I sat on the hard seat at the cheap Formica table, adjusting my skirt trying to reveal as little as possible with little success. Now I was shivering with shame and regret knowing that soon my sister was going to see me dressed this way and having to explain to her that I was responsible for the vicious attack that she had suffered in the hands of Steve's henchman Danny. When the door opened I jumped and to my surprise Steve stepped into the room. I looked at him startled. "Oh yes Michele I'm going to be here for the visit. I want to make sure you tell Angie everything. I also want to give you both a final warning," he said, sitting down across the table from me. Then the door opened again and again I jumped. This time Angie stepped into room and I was absolutely gob-smacked! Not only was she dressed identically to me; she was in the company of Danny! He closed and locked the door and led Angie over to the bed where she sat with a stunned look on her face. She looked like she was in a trance. Danny sat on the bed opposite Angie and suddenly the room felt very crowded. "Let me begin proceedings," Steve said. "I've had Danny escort Angie here today after making her an offer she couldn't refuse, so to speak." "She was provided with her outfit today courtesy of me, and we've had special arrangements made with the prison authorities to get her in here with Davey as her chaperone." "Angie here has had the situation explained to her in some detail," he continued. "She knows what you're dealing with Mike, and she knows what will happen to her should you not comply with the terms that I have placed upon your future existence here in Chelmsford Prison." "She got a taste of that from Danny the other day and she also knows that should she attempt to go to the authorities or try to run away that she, or even worse her daughter, will receive more of the same. She also knows that you will also be made to suffer further," he summarised the situation. "Now Angie, you can see the position that Mike here is in. A picture paints a thousand words; and there is nothing better than seeing the living proof is there?" he finished. "I can't believe that's my brother Mike sitting there," she said, "he looks more like my sister than my brother!" "Well perhaps to avoid confusion we will just refer to Mike as Michele from now on. Is that ok with you Michele?" he asked defiantly. I nodded my head compliantly. "Ok Michele; this is your chance to tell Angie all about your life in Chelmsford. Tell her about your first prison term here, what happened to you and how you survived; and then tell her about the recent stretch," Steve ordered. And I did. I looked into my sister's heavily madeup eyes with my own and told her the whole sordid tale. I explained to her about how during my first term in Chelmsford I became the accountant and confidant of Eddie McManus who had me transformed into Michele, a transvestite prostitute who was forced to service other inmates and prison officials and kick up my earnings to Eddie. I told her of how an inmate named had Davey 'rescued' me from Eddie's clutches and how he kept me as his willing concubine for the remainder of my prison term. I explained that living in servitude as the transvestite 'wife' of a prison inmate to escape constant violation by prison thugs was my path of least resistance and pain. I also admitted that by then I had been brainwashed into accepting my life as a transvestite and was a willing participant and even enjoyed my role as a woman. Then I explained that for the ten years following my release I saw a psychiatrist who convinced me that I suffered 'Stockholm Syndrome' and that I had taken the only course of action open to me at the time. My psychiatrist and I worked together trying to mend the effects of the abuse, both physical and mental, that I had undergone during my prison term. We agreed that I had succumbed to the world of transvestism as a means of survival whilst I was in prison. He convinced me that I was in fact a heterosexual male forced to do what I did only because I had no choice. I then went on to explain to her what had happened to me during this period of incarceration after I was transferred to F Block. I also explained honestly that although I was revolted by what I am now being forced to do, I know that it is the only way for me to survive the rest of my sentence. I also admitted that recently I was getting sexual gratification from dressing as Michele; that I was becoming the same person who had previously succumbed to a life of enforced transvestism in Chelmsford Prison. Angie listened to the whole story without interruption. Occasionally I would see a look of surprise or sympathy on her face; but she remained silent until I finished my story. "So you see Angie, Michele here has agreed to work for me in my little enterprise and Danny here will be keeping tabs on you every now and again on the outside to make sure that you keep your end of the bargain," Steve said. "Ok, I know what I have to do to keep us both safe. Although until I saw Mike, err Michele here today I hardly thought the story Danny had told me was possible," Angie said incredulously. "Oh its possible Angie; and just to prove to you how possible it is, as a final demonstration, Michele is going to provide Danny here with his conjugal rights!" he sniggered. I was dumbfounded and shocked. "No Steve please! Please spare me the humiliation!" I begged. "Well sugar you both agreed to the deal, and Danny needs to get a conjugal visit; otherwise he would be here in the prison under false circumstances," Steve joked evilly. "It's either you or Angie, Michele. You decide!" he demanded. I looked into the shocked face of my sister and knew what I had to do. I stood up and kicked back my chair. "Well come on honey," I flicked a long red painted fingernail at Danny beckoning him to me. Angie looked astounded and stood up herself and yelled, " Mike don't do it; please don't do it!" "Shut up and sit down Angie," I commanded, "let me do my job!" Angie sat down on the bed staring incredulously at me. Danny stood and walked over to me and I took in him my arms and kissed him. I drove my tongue into his mouth and lifted my leg and wrapped it around him, rubbing my nyloned calf against his thigh. Danny's hand stroked my thigh, high up where the reinforced welt of my stocking gave way to bare skin. "Oh my god!" Angie gasped, "I can't believe you're doing this!" I ignored her and concentrated on kissing Danny deeply and passionately. I felt him harden in his trousers and he pressed his erection against my body and pulled me closer returning my kisses. "See Angie; Michele knows what she's doing; she's a natural," Steve whispered. "I just find it hard to believe that is my brother kissing the arsehole that raped me," Angie said. "I hate to say it, but dressed like that, Michele looks so much like me, that it's almost like watching me kiss him." "I can let you do that if you wish," Steve smirked at Angie and she pulled a face at him and turned back to watch me. I slid my hand down to Danny's flies and I unzipped him and slipped my fingers inside. His cock was hard and warm to my touch and I slid my fingers along the sleek shaft and felt it begin to throb, and Danny groaned. Danny pulled his face away from me and gently pushed down on my shoulders. I knew what he wanted and I slowly dropped to my knees, kissing his neck and chest on the way down. When I was on my knees before him I opened his belt buckle and pulled down his jeans until they puddled around his feet. Danny's cock stuck up proudly above the waistband of his jockey shorts, the shaft was thick and veiny, the glans swollen and purple. "Oh my," Angie gasped. I pulled down Danny's jockey shorts and slowly stroked his thickening erection; his glans disappeared and reappeared between my fingers as I caressed it, my painted fingernails contrasting with the smooth pale skin of his shaft. "Oh my," Angie gasped again, and this time, there was no doubt by her throaty groan, that she was becoming aroused. I bought Danny's phallus to my lips and kissed his swollen purple glans, my lipsticked lips sucking up the little beads of clear pre-seminal fluid that formed on the eye of his member. "Well I never!" Angie groaned. "I bet you have!" Steve laughed and I heard the unmistakable sound of a fly being unzipped. I looked sideways and saw that Steve was standing in front of Angie with his erect penis wobbling in front of her face. I opened my mouth and took Danny's glans inside my hot wet mouth and licked at the swollen flesh. I gripped his thighs and slowly started rocking back and forth on my knees and heels as I fellated him. "Oh Michele; you are naughty!" Angie said, and absent-mindedly reached out and took Steve's hard penis in her hand. I licked at the bulbous flesh of Danny's cock, slaving at it with my tongue whilst my lips slid up and down his shaft. With a free hand I stroked his testicular sac and with the other hand I stroked the shank of his penis as it slid in and out of my lipsticked lips. I heard Danny whimper in pleasure as he thrust his groin forward and back in rhythm with my ministrations. "Oh my Michele; that is so very naughty," Angie whimpered and I looked over to see that her eyes were locked on me; watching intently as I provided Danny with oral pleasure. Her manicured, nailpolished fingers stroked Steve's cock with a slow sensual cadence whilst her other hand disappeared under her skirt and inside her knickers. My naughty sister was obviously not shy in committing herself to lechery when it suited her. "My god Michele; if you tell anyone about this I'll die," she said. The irony of her statement was not lost on all present. Here was a woman masturbating the man who forced her brother to become a transvestite prostitute and was currently fellating the man who had recently ravished his sister! The situation was only made more absurd because these acts were taking place inside Her Majesty's Prison Chelmsford! Steve, Danny and Angie all giggled at her outburst. "Never mind about that; Michele is hardly likely to tell anyone anything about herself. You just concentrate on what you have in your hand," Steve replied. Angie stroked Steve's throbbing penis with long slow strokes and concentrated on pleasuring herself with the same ardour. I continued to suck and slaver Danny's engorged phallus and stroke his scrotal sac. My own member was hard inside my panties; the feel of the sleek satin gusset against my cock sensuous and arousing. I decided to enjoy the sensation of my silken lingerie whilst I fellated the sleek hard member, but not to bring myself to orgasm. I knew I could easily achieve climax with a minimum of stimulation, but I was happy just to enjoy the sexual tension created by the current circumstances. It was obvious that both men were now close to coming; they were both groaning and panting and gyrating their hips in time with the women who were pleasuring them. I could see that Angie was also close; she had hiked up her skirt and I could see her fingers were busy inside her knickers. Danny put his hands on my head and pushed my face into his groin and I knew what was about to happen. I put my hands on his buttocks and pulled his groin hard against my face and swallowed as much of his cock that I could fit into my mouth and sucked at the base of it and slavered my tongue over the glans encouraging him to climax. He bucked against my face and my mouth suddenly filled with hot musky semen. His cock convulsed and more of his seed flooded my mouth as I swallowed stream after stream of ejaculate. I couldn't swallow fast enough and rivulets of warm spend seeped from my lips and dripped down my chin. I felt a gob of the sticky spunk drop on to my leg and soak into my stocking. My own cock throbbed in my panties begging for release. "Oh yeah suck it baby; swallow that come. Yeah suck me dry you dirty slut!" Danny moaned as he came. "Oh Michele you are a dirty slut; how could you? How could you?" Angie cried, but her entreaty was obviously a cry of passion as she reached her own climax. Her orgasm was intensified by the spectacle of the lovely transvestite fellating a man to climax right there in front of her. As Angie orgasmed she drummed her fingers against her mound inside her panties and at the same time she massaged Steve's member harder and harder, squeezing and caressing the organ in time with her own climatic convulsions. Steve groaned, "Oh yeah baby; milk that cock; wank that man-meat you bitch!" and the first stream of ejaculate shot out of his throbbing member spraying a thick rope of white semen across Angie's blouse and jacket. To my surprise Angie turned her face away from me and engulfed Steve's ejaculating member with her mouth and sucked on the tumescent organ until she drained it dry. She swallowed and gagged but didn't allow a drop of Steve's issue to escape her mouth while she stroked and fondled her own sex until both of them were sated. I gently eased Danny's slowly deflating penis from my mouth and Angie did the same with Steve's. Angie adjusted her panties and straitened her skirt; she was blushing and looking very abashed. Danny patted me on the head and jibed. "Good girl Michele. Steve you've got a keeper here mate," he said and then surprised me by helping me to my feet and gently kissing me on the cheek. "Good girl Angie," Steve said, mimicking Danny by patting her on the head and then helping her to her feet and kissing her cheek. "Now ladies, I can tell you are both embarrassed and probably more than a little surprised by what has just happened here and the way that you have just behaved." "But let's just keep this between all of us here. You both know the situation; what has just happened does nothing to change your respective predicaments. It's still business as usual." Steve went on. "Now I'm going to get you both out of here. Unfortunately there is no more time left for you two to visit but I promise you both that next visitors day I will organise a longer visit." he finished. I looked sheepishly at Angie and she looked back at me the same way. We were both really glad that we wouldn't have to talk about what had just happened until we had had time to think about the implications. "Bye Angie," I said and kissed her on the cheek. "Bye Michele," Angie said and kissed me back. Steve opened the door and passed me off to a prison guard, who escorted me over to E Block, again we maintained the ruse that I was visiting government official inspecting the gaol. It was only later that day when I though about what had happened that I realised that Angie had called me Michele and not Mike when we said goodbye. To be continued... Lady In The House Ch. 15 Only the walk back to E Block was not uneventful. The ruse that I was a visiting female government official held up whilst the guard escorted me through the open yards; I even got quite a few cat-calls from the inmates out exercising, which I had to say, in a perverse way, I enjoyed. But then it all went bad. We entered the dark, cold, damp atmosphere of E Block, the clicking of my high-heels echoing off the abandoned cafeteria walls. We were about fifty feet from the grime-encrusted door that led into 'Iron-bar' Steve's prison brothel when the guard finally spoke. "You're not such hot shit you know," he mumbled. "Wha....at?" I asked, stunned by what the guard had said. "You're not such hot shit! The warden gave me this detail. To escort a scumbag criminal transvestite back to E block. It's fucking degrading," he snarled. The guard pushed me sideways and I tottered on my high heels and tripped on the broken tiles of the cafeteria floor. "In there!" he pointed at a greasy door that led into the disused kitchen. A sudden feeling of dread came over me; I knew that this was not going to end well. Although I despised 'Iron bar' Steve I invoked his name in hope that it might save me. "I'm one of Steve's girls," I whimpered. "You fucking tranny cunt! You think I care!" he glowered. "We aren't all on his payroll. Some of us detest that criminal cunt and all he stands for!" "Some of you fucked up crims running around in skirts think that your shit don't stink because you suck cock for money, well I think that is an abomination. Some us aren't scared of Steve. Some of us think you need to be taught the lesson about who is really in charge of Chelmsford!" he finished. "But Steve told me the Warden approves of his business; I've even had the Warden visit me," I pleaded. The guard pushed me again and I fell against the kitchen door, struggling to remain on my feet. "Don't you use the Warden's name to try and get around what you are!" he spat. "You're a fag criminal in a skirt who sucks cock for money. You're pathetic! You don't even do it because you want to; you do it because Steve makes you!" "Steve lets some of the other guards use his girls for a price; well we ain't paying for it! We're going to show that convict arsehole who really runs Chelmsford........and it ain't a the crims; even if the Warden IS on their payroll!" As the reality of what the guard was saying to me made its way into my conscience he pushed me through the door and into the gloom of the abandoned kitchen. Oh my god he had said WE!!! There were three of them waiting for me. They stood side by side dressed in their prison guard uniforms; the buttons on their tunics glittered in the dim light. They had all removed their trousers, and their penises stuck out proud and erect, glistening with pre-seminal fluid. The guard behind me pushed me into the room and closed and locked the door behind me. I heard him unbuckle his belt and then unzip his fly and struggle out of his trousers. He joined his cohorts and they all smiled evilly at me. The guard who had escorted me to the kitchen improved a growing erection with a few quick strokes of his hand. He was obviously the leader of the pack. "You know what to do," he said, a note of finality in his voice. "We want from you, what you make the others pay for. It's quite simple really; we're going to use you like the trash that you are." "If you want to go crying to Steve after this is over, that's fine with us; we want an excuse to pay out on that cunt." I knew that resistance would be useless. I had been raped more than once in this prison and I knew that it is easier to capitulate and get it over with. Having been a transvestite whore for so many years in the past, I knew I could let them do whatever they wanted with me without feeling too much shame; but I what I didn't want was any physical pain. I recognised two of the guards from F Block and knew them to be particularly sadistic. So far, I had been saved from their attention because I was one of Steve's girls. I knew the best way to handle the situation was to give them what they wanted without any resistance. They circled me, manoeuvring me into the middle of the room and I felt my trepidation building, but I also knew what they wanted; all I had to do was let them have it. The eldest guard looked to be at least sixty and he sported a large round potbelly. He reached out and grabbed at me. He pulled me into his arms and kissed me full on the lips, sliding his tongue into my mouth. His erection stabbed at the front of my skirt as he rubbed his body against mine. He encircled my waist with one arm and reached down and put my hand on his engorged member and pushed his cock in and out of my fingers. Then he forced me backward until what felt like a bench-top pressed against the backs of my legs. An old kitchen cupboard had been dragged into the centre of the room and I could feel that some sort of mattress had been placed on top of it. The guard forced me down onto the mattress, and lowered himself down with me. He positioned himself on top of me; his lips still locked on mine. He pushed and wrenched at me under his fat body until I was in a position where he could straddle me; he kissed me deeply and I inhaled his fetid breath. I felt his hand slide up my silky nyloned thigh and paw at my stocking tops as his breathing quickened. He reached down and forced my fingers around his smooth hard cock and wanked away in my hand. I squeezed his member gently, complying with his tacit demand that I masturbate him. After a while he pushed my hand away and placed his hot member against my leg and rubbed it slowly from side to side, becoming excited by the feel of my stockings. Then he reached under my skirt and massaged the very top of my of my thigh, his fingernails snagging on my stocking-top and laddering my expensive hosiery. He struggled briefly and re-positioned his cock, easing it between my buttocks inside my panties and began to slowly dry fuck me. I lay still, offering no resistance as he raised up my buttocks and lifted my legs so that they were wrapped around his; I felt his hard cock rub against my inner buttocks and against the bud of my rear entrance. The other three prison guards gathered around the bench stroking their hard cocks as they watched their compatriot force himself on me. They laughed and offered advice to the old man who lay on top of me, prodding his member at my rear entrance. "Fuck that tranny bitch Harold; give her good one!" one of them sniggered. "What's the bet the old bastard comes before he gets it in her," another sneered. Harold broke the kiss and turned his head towards the audience. "Come on you blokes; give me a break will ya; I ain't had fuck for months. There's plenty here for everybody; why don't you guys join in; or are you just a bunch of noncers that only like to watch!" Harold whined. Harold shifted position to nestle the glans of his penis against the bud of my sphincter. I saw something out the corner of my eyes and realised that two of the prison guards had moved to either side of the bench, and were thrusting their hard cocks towards my face. I knew what they wanted as they took my hands and moved them towards their cocks. I did not want to summon their anger so I reached out and caressed their hard cocks and slowly stoked them, feeling their sleek male organs in my fingers. The leader moved to the side of the bench adjacent to my head and turned my head sideways. He bounced his penis against my lips and then pushed it forward as I opened my mouth in offering. His rigid member slid into my hot moist mouth and I began to suck on it as the he slowly thrusted his cock in and out of my ruby red painted lips. I had decided to give the violators what they wanted. All I had to do was get them off and then I could get out of here. I felt the resentment building in me. I had been forced to pleasure other inmates and guards before; but that was when Steve had ordered me to do it. I realised what I was feeling was a kind of Stockholm syndrome; it was ok for me to be used when Steve mandated it, but these guys were taking what belonged to Steve! Even in my current situation I realised that Steve had developed a psychological hold over me, but now was not the time to explore that particular thesis. I tried to control my breathing as the cock in my mouth worked its way slowly in and out; when I could, I trilled my tongue under the sensitive base of the glans, I could feel it throb every time I did that. The cocks in my hands were rock hard and streaming pre-seminal fluids. My fingers were slick with the clear viscous lubricant. I took my hand away from one of the cocks for a few seconds and I heard the prison guard that I had been wanking groan with dismay. I reached underneath myself and wiped the lubricant from my fingers along the cock that was wedged against my anal bud, ensuring I got plenty of it on the bulbous glans. Then I returned my hand to the waiting organ and continued to stroke and squeeze it. Harold lifted my bottom up and I forced myself to relax my sphincter as I felt the head of his cock slide inside me. As he tried to force his way deeper inside me I clamped down with my inner muscles and gripped his member tightly with my sphincter muscle to slow him down. I spat the cock out of my mouth. "Gently; slowly, please" I begged. "Fuck that bitch; you take it all. You're lucky I let you lube me up, now shut your whingeing and get to fucking!" Harold spat at me, his putrid breath blasting into my face. "Don't spit this out again until I've come you cunt," the leader bellowed, slapping me across the face and pushing his cock back into my mouth. Harold's cock was uncomfortably wedged just inside my back passage and was slowly forcing its way deeper inside me. I knew from experience that I could lessen the pain if I relaxed and allowed the member to slowly ease its way inside me, controlling the entry with contractions of my back passage. I gasped as I felt his appendage fill me up and begin to pulsate. The head of the organ was finally in all the way and wedged against my prostate and I felt the guard's potbelly bounce on my stomach as his groin pushed hard against my buttocks. My face stung from the slap and I forced myself to concentrate on paying full attention to all four of the cocks so as to prevent any further pain or retribution. I sucked on the hard cock in my mouth and licked and slavered at the glans whilst maintaining a steady rhythm as I masturbated the slick phalluses that I gripped tightly in my hands. Harold started to fuck me hard; slamming his cock in and out of my back passage as the other prison guard fucked my mouth. I tasted musky throbbing cock in my mouth and the felt hard slick erections in my hands pulsate as I worked my fingers over and around them. I felt Harold quicken his pace and his crotch made loud slapping sounds as he slammed against my thighs and buttocks. I fucked him back, timing my thrusts to meet him as the cock in my mouth increased its tempo sliding in and out of my lipstick smeared lips faster and faster as I sucked and slavered at the slick throbbing meat. The cocks in my hands started to quiver and convulse and I grasped the slimy organs as hard as I could and wanked them furiously. I felt my back passage flood as the cock jammed inside me spewed out stream after stream of hot seed, globs of it ran out and pooled in my panties. The cock in my mouth convulsed and shot a torrent of warm sticky sperm, which I swallowed whilst sucking hard on the quivering organ. The cocks in my hands erupted jet after jet of milky cream all over my fingers and as the prison guards orgasms intensified, ropes of semen shot over my skirt, blouse and neck and I also felt a stream of it land in my hair. All four guards were grunting and squealing as they came. "Take that bitch!" one of the guards standing beside me yelled as he pulled his cock out of my hand and directed his final streams of semen all over my legs. The hot semen soaked through my stockings, searing my flesh. The guard who had forced me to fellate him pulled his penis out of my mouth and aimed the last of his emission onto my face and hair. It pooled in my eye-socket stinging as it mixed with mascara and ran into my eye. The guards were panting and moaning as one at a time they completed their orgasms and extricated their penises from my anus, mouth and hands. Harold climbed off the bench-top; a silvery filament of semen extending from the eye of his cock to my thigh broke as he moved back away from me. "Look at the bitch now lads, covered in come and fuck all to say for herself!" the leader gloated. "Let's get the fuck out of here," one of them said, "I don't fancy being found here like this." Their bravado was fading now that they had sated their lust. I lay there in utter humiliation, my clothes, legs, face and hair soaked with their drying semen. I just wanted them to go so that I could clean their filth off me. "Fuck that!" the leader said, "I ain't finished teaching this cunt a lesson!" "What are going to do to her now Bill, we've fucked the bitch and come all over her; what's left?" one of them asked. "This," he said The guard named Bill lifted his nearly deflated penis and aimed is at my body and let loose a torrent of hot urine. It splashed on my legs and skirt, soaking me. "Stop! Stop! Stop!!!!" I begged. "Fuck that looks like fun," Harold laughed and directed his cock at me and started pissing all over my blouse. The other two guards joined in and commenced spraying streams of urine up and down my body. "Get her face! Get her face!" one of them giggled and directed his stream at my face and hair. I cried and cowered, trying to get away from the steams of piss that were spraying all over my body. Eventually they finished and I lay there on my side in the foetal position, my legs curled up against my body, my face hidden in my hands, sobbing with humiliation. "Now that should teach the bitch who is running this prison!" the leader of the guards growled. "Tell Steve that Bill said hello, and thanks for the loan of one his girls," Bill said. "Tell him he knows where to find me if has any problems with me using his property without permission," he sneered. The guards were all laughing amongst themselves but it was obvious that they were in a hurry to leave the disused kitchen and get out of E Block as soon as possible. I heard the rustle as they pulled on their trousers and zipped their flies. Harold came over and bent down over me and whispered. "You fucking sicko tranny cunt; if you even try to tell anyone what I did to you I will fuck you up good!" He kicked me in the buttocks, and then walked away. The guards' laughter faded when the door slammed behind them. I lay there for a few minutes in abject misery. I was covered in semen and urine, my clothes and hair soaked, my stockings torn and two buttons on my blouse were missing. My face still stung from slap and my buttocks hurt from the kick; my anus felt bruised and small trickles of semen still flowed from there into my panties. I forced myself to stand and I walked over to the kitchen door and eased it open and peered out to make sure the coast was clear. When I determined it was safe to leave, I shuffled through E Block over to the grime-encrusted door that led into the prison brothel. The well lit, elegantly furnished, cerise and gold finished reception room was the antithesis of the gloomy derelict kitchen where I had just been raped. I shuffled through the door and Carmel looked up from her desk, her face was a picture of shock and disgust as she looked me up and down. I stood there in my semen spattered and urine drenched suit; my stockings laddered and my makeup smeared all over my face mixed in with semen and urine. I looked at Carmel dressed in her bone suit, the hem of the skirt just above her knees, a cerulean silk blouse, taupe hosiery and white high-heeled pumps. She was heavily madeup and wore a blonde wig, styled high on her head. Gold jewellery glittered in her ears, at her throat and on her fingers. She looked attractive and sophisticated and I looked disgusting. "Oh my god Michele; what the fuck happened to you!" she cried, genuine concern in her voice. She got up from behind the reception desk and came over to me but wouldn't touch me. "Wait here," she said and went over and locked the door through which I had just entered. She disappeared inside the door to the workrooms and came back a few seconds later with a sheet, which she wrapped around me. Now she put her arm around me and then led me to the workroom door. "Come on sweetie let's get you cleaned up. There are a couple of customers in with the girls, but all the curtains are drawn so know one will see you; let's get you down to the bathroom." Carmel led me down the corridor past the twelve workroom cells. All of the heavy silk curtains were closed and muffled sounds of sex came from some of the cells. We entered the recently renovated bathroom at the end of the corridor and I fell down on my knees and started to shake and cry. "It wasn't the rape; I've been raped plenty of times before. It was the humiliation," I whimpered. "Why did they have to piss on me; I gave them what they wanted and they still hit me and pissed on me," I sobbed. "Men are pigs!" Carmel spat and lifted me to my feet. She helped me undress and took off my wig and breastforms and then led me to the shower where she scrubbed me from top to toe. When I was totally clean she wrapped me in a silk kimono and led me back to my workroom and pulled the drapes closed across the bars. She sat me down and attached my breastforms and then she did my makeup for me and selected a blonde shoulder length wig, which she arranged perfectly on my head. My nails were still painted plum red and did not require touching up. All the time Carmel fussed over me I was quiet except for the occasional sob. Carmel knelt in front of me and turned my face towards the mirror. "Look Michele; you're lovely again. All of the badness has been washed away," she lifted herself up and gently kissed my nose. A single tear ran down my face. "Thanks," I whispered. "Don't cry honey; I've just done your eyes and I don't want you looking like a panda," she chided playfully. I smiled back at her. "Thanks Carmel," I said and kissed her chastely on the mouth. "You have to tell Steve," she said, suddenly serious. "Ok," I murmured. "Alright then; you get dressed and I'll get Steve. He always likes to know bad news as soon as it breaks, and this is very bad news, what with the brothel only just opened for business!" she exclaimed and tottered out of my workroom cell and down the corridor with a determined stride. When it came down to it; it was all about the money. Steve had had his property damaged and threats made. He is a businessman, admittedly he is a prisoner running a highly illegal brothel inside one of Her Majesties finest penal institutions, but a businessman just the same. My humiliation was really not of great concern to him; other than the fact that someone had humiliated me without his permission. I was realist when it came to this; but I wanted my revenge on the guards who had just defiled me; and Steve was just the man to wreak it. I decided to get dressed before Steve arrived, I did not want him in my cell whilst I was naked under the kimono. I decided to at least get into some underwear; I would select an outfit later, after Steve left. I stepped into a red lace suspender belt fitted with four garter straps on each leg and then put on a matching red lace brassiere, adjusting my breastforms so that they filled the cups. I slipped a pair of black nylon stockings up my legs and adjusted the dark back-seams. I stepped into a pair of black satin full-cut panties and adjusted them over my suspender belt and then stepped into a black satin full-slip. The lace hem of the half-slip fluttered against my stocking tops. I finished dressing by putting on a pair of black high-heeled court shoe pumps. Lady In The House Ch. 15 I slipped a silver anklet on my right ankle and clipped on a pair of silver drop earrings, a ladies watch and two silver bangles on each of my wrists, and a matching silver chain necklace around my neck. I gave my face another dusting of finishing powder and put another topcoat of lipstick on my lips. I sprayed my favourite perfume 'Poison' on my decolletage and sprayed a mist of the perfume under my slip. I heard the clatter of approaching high-heels and Carmel appeared at the door to my workroom with 'Iron-bar Steve' right behind her. He pushed past Carmel into the cell and stared down at me where I sat on the edge of the bed. "Tell me!" he demanded. I spare him no details as I told him what had happened. "Those cunts!" is all he said before he stood up and walked determinedly out of the door of my recently renovated cell. Carmel left my cell and retuned a few seconds later with a bottle of scotch and a packet of cigarettes. She closed the door and pulled the heavy silk drapes across the bars leaving the workroom the gloomy shadows cast by the single dim bedside lamp. She poured two large tumblers of scotch and then sat down next to me and offered me a lighted cigarette and one of the glasses of smoky malt liquor. She was still wearing the bone suit, the cerulean silk blouse, taupe hosiery and white high-heeled pumps. Her heavy makeup remained the same but she has changed the blonde wig she had been wearing for a black bob. Her gold jewellery glittered in her ears, at her throat and on her fingers "Michele; I know that we haven't always gotten along but I wouldn't wish what happened to you on any one," Carmel said, sitting on the bed next to me. I took a drink of my scotch and a drag on my cigarette and then, as I finally relaxed, I began to softly cry again. Camel pulled my head to her shoulder and gently stroked my hair. I smelled her perfume, I recognised the brand as 'Red,' as my head nestled in the crook of her neck. I hugged her gently as I sobbed into her neck and she reciprocated by stroking my hair and slowly rocking me back and forth. She whispered in my ear. "It's alright Michele; It's alright honey." My satin full-slip slid against Carmel's tight suit and I could feel the heat of her body. Our knees were lightly touching, the diaphanous nylons delicately stroking each other, her taupe hosiery peeking through the split in her skirt and my black stocking thighs became exposed as my slip rode during the embrace. I remembered what had happened the last we embraced all those years ago. She and her friend Charlotte tied me to the bed and forced me to engage in transbian sex. I felt the beautiful soft butterfly of Carmel's breath as she exhaled sweetly in my ear. "Remember what happened the last time we hugged in this workroom; god it's hard to imagine that was sixteen years ago!" she whispered. I raised my head and looked into her heavily made-up eyes; and looked at her red lipsticked lips and my hand reached up and gently stroked her cheek, my ruby-red nails glittering in the gloom. My hand continued up to her lustrous black wig and entwined itself in the silky softness of the fine hair. I gently pulled her face to mine and our lips brushed; I slipped my tongue across her lips and tasted her lipstick. Carmel looked deeply into my eyes and reciprocated; her hand slid into my hair and she pulled me forward until our lips softly met; her tongue cautiously extended and brushed my lips. Then, at the same time, we opened our mouths and mashed our lips together, our tongues entwining and bodies pushing against each other, satin and nylon coming together to create an exquisite sensation that caused my penis to awaken in my nylon panties. Carmel eased me back on the bed until my head rested on my pillow; the kiss remained unbroken and a sense of urgency seeped into our embrace. Carmel stroked my face and showered my lips, cheeks and eyelids with soft kisses and I felt a soft feminine yearning course through my body. She adjusted her position on the bed so that her legs were straddling mine and her silken, nylon clad calves rubbed softly against my stockinged thighs. My penis was rampant in the front of my panties. Carmel sighed sweetly in my ear as she softly kissed my earlobe, her perfume mingling with mine creating a bouquet heightening our senses. "Michele, honey; you are so lovely, I've wanted to do this with you again for long" she whispered. Her hand slipped up my inner thigh, the light rasp of her nails on my stockings sending waves of pleasure through my body. I pulled her body harder against me and mashed her soft lips against mine, our tongues intertwining in a sweet symphony. Carmel's hand slid under my slip and I gasped as she began tenderly stroking my erect member through my silky soft nylon panties. Carmel removed her hands for a few seconds so that she could push herself up my body so that she was straddling my waist, her skirt had ridden up around her waist. Our eyes met and we nodded silent consent to each other. She lowered her lips to mine and her soft lipsticked lips gently pressed themselves against mine, my lipstick smeared and mingled with hers as she pushed harder and her lips crushed themselves against mine. Carmel's tongue pushed between my lips and slid slowly over my teeth. I opened my lips and ran my tongue against hers and tasted her sweet mouth. My penis was a raging hardened rod in my panties. Then I felt her soft hand slide back up and down my stockinged leg and under my skirt; it stroking the top of my thighs, her fingernails gently scraped the bare skin where my stockings end and then fluttered up to the bulge in my panties. Her fingernails began to slowly scrape across my nylon-encased cock and I sighed into Carmel's mouth and pushed my lips harder against hers. Carmel's fingers freed my erect penis from my panties and slowly stroked me, smearing pre-seminal fluid all over my glans. She lifted her buttocks off my body and reached under her skirt. I heard the rasping sound of her pantyhose gusset being torn open by her fingernail. "Michele, I want you inside me honey," she whispered and bent down and kissed me briefly. Then she moved again so that her soft nylon-encased buttocks were in direct contact with my erect penis. She rubbed her buttocks against my member and then wriggled around until my penis was positioned against her puckered anus. "Your not wearing panties, you slut!" I whispered in jest. "Takes one to know one," she smiled back at me and slowly lowered herself onto me until I was embedded all the way inside her. Carmel pushed down with her nylon-clad buttocks until they rested on my thighs; her torn hosiery rubbing against my scrotum as she began to ride me, putting her hands on the bed-head to support her weight as she fucked me. My cock felt snug and tight inside her, her tight back passage spasmed against my invading member. Carmel screwed up her face and started to moan. "Oh Michele, fuck me!" "Michele Fuck Me!" "Michele.........FUCK ME!!!!!" My cock was trapped deep inside her and as she rode up and down on me I pushed my groin up to meet her as she slammed her arse down onto my cock. My silky lingerie created little explosions of excitement when it came into contact with Carmel's body, the rustle of nylon and satin became background music to our groans and sighs as we both approached orgasm. Carmel leaned forward over me and slammed her arse up and down on my cock at a frenzied pace. My penis was throbbing with excitement and I felt my orgasm build as Carmel's silken buttocks slammed against me, driving her anal passage up and down on my shaft. I couldn't hold my climax back any longer and I orgasmed, my penis exploding deep in Carmel's arse as I rose up to thrust it in as far in as it would go. She responded by pushing down and grinding her pantyhosed ass against my panty-clad scrotum as I unloaded steam after stream of hot semen deep inside her back passage. The orgasm was intense and as Carmel thrashed about on top of me I realised that she was flooding the gusset of her pantyhose with her semen as she also climaxed. My cock pulsed inside Carmel's tight ass; as my testicles became super-stimulated by the feel of Carmel's hosed buttocks rubbing against them through my silky panties. The feel of my lingerie rubbing against Carmel's skirt, blouse and nylons amplified the sensations of one of the most intense orgasms that I had ever experienced. After grinding her soft buttocks against me one final time, Carmel rested and leaned forward over me so that she could kiss me. As my tongue slipped into her mouth, I felt the warm sticky wetness of her emission as it soaked through her pantyhose and my slip, warming the skin of my belly. "That was lovely," she smiled, "but now I'll have to change my clothes before I go back on the front desk for rush hour." "I suppose I had better change my slip and panties too," I smiled back. "I don't think Steve will give me the evening off just because I was raped by four prison guards this afternoon," I said sarcastically. "I don't think so either; but I wouldn't want to be any of those guards when Steve or his boys get hold of them," she replied. To be continued... Lady In The House Ch. 16 Chapter 16 -- The Conclusion After putting this story to bed in July 2005 and then reviving it again in March 2007, I have finally run out of ideas for our intrepid transvestite prison prostitute. That said, after you read on and see how I have ended the series, you could argue that there is plenty more to explore in this story; especially the development of the characters of Michele's sister Angie and her niece. But, I have other stories to write and I think it's time for this saga to end. But you never know... "Well honey; that was wonderful but we still have to work," Carmel said, and arranged her clothing before leaving my workroom cell. I head the clicking of her high heels receding down the corridor dividing the workroom cells. I cleaned up and sat down to wait for my next punter. My life had come the full circle and I was resigned to my future as a transvestite prison prostitute; being forced to service punters for "Iron Bar' Steve in MH Correctional Establishment Chelmsford. Steve had hold over me by using blackmail and the threatening to hurt my sister Angie and her daughter. And what was the story with Angie? During the conjugal visit that Steve had arranged I had no choice but to fellate Danny in front of her; but she had willingly sucked Steve off and orgasmed herself when he came. I guess she has the same desires as anyone; after all, how many times I had I orgasmed whilst being taken against my will. Which reminded my of those four filthy prison guards who had used me and then pissed on me; god I hated them and I hoped that some form of revenge would be forthcoming. Then I heard muffled male voices in the corridor and mentally prepared myself for work. It was about a month later that Steve came to visit me one evening in my workroom. I had settled into the routine of forced prostitution and was seeing about four customers a night and more on the weekends. I did very little during the day; Steve's 'special girls' got special treatment from the guards, we didn't have to work and we got preferential treatment and better food than the ordinary prisoners. There was some resentment from the other inmates; but what could they do about it? Steve and his henchmen ran Chelmsford Prison with the help of the guards on the payroll and with the consent of the warden. Besides, a lot of the prisoners saved up their cash so that they could visit Steve's prison brothel and enjoy some time his troupe of transvestite prostitutes. It had got to the stage where if I liked a punter I would allow myself to become aroused during the sex and sometimes even orgasm. Some of the punters liked to play with the girls' cocks but a lot of them liked to think of us as real women and didn't want to even see our male sex organs. They never got violent though, Steve wouldn't allow his merchandise to be damaged. And that was why, it turned out, that Steve came to visit me. "Hi Michele," he smiled as he entered my workroom cell. I was dressed in a red leather miniskirt with a kick pleat in back, white satin blouse and red high heeled pumps. I was wearing lashings of makeup and lots of trashy jewellery with my red painted fingernails and jet black bob wig I looked like a proper trollop. Under my skirt and blouse I wore a red satin brassiere and suspender belt, sheer white nylon panties and black, fully-fashioned silk stockings. I was earning Steve plenty of money, and as our clothing allowance was proportional to the amount of money we bought in, I could afford the best clothing and lingerie available. I even looked forward to getting my weekly clothing catalogue from Carmel. We would sit together, sometimes with anther working girl named Charlotte, and we would select sexy fetish clothing from the catalogue and then it would be ordered in for us. Carmel and I also managed to get together for the occasional hot transbian sex session which I enjoyed a great deal. It was different making love with another transvestite than it was with the punters. Most of the punters were rough and only concerned with getting gratified, whereas when Carmel and I had sex we took our time and were gentle with each other. We had discussed asking Charlotte to join us, after all during my last incarceration in Chelmsford, Carmel and Charlotte had forced me to participate in a threesome, so it would not be a new experience for us, except that this time I would be a willing participant. "Hi Steve," I smiled back. Steve came over and took me in his arms and kissed me passionately his hand roaming under my shirt, caressing my stocking tops and then squeezing my buttocks. "You're still a stunner for an old broad," he laughed as he sat down on the bed and patted the duvet beside him. I sat down next to him, his manly sweaty odour contrasting with my favourite Poison perfume. He stoked my knee and allowed his hand to wander up my thigh and then removed his hand from my legs and looked at me seriously. "I have something to show you that you are going to like," he said. "You need to realise that what I'm about to show is not personal; it's business." I nodded, "Ok; now I'm intrigued," I answered. Steve pulled his Blackberry from his pocket and showed me the screen while he scrolled through a picture library. The images were brutal. They were pictures of the Bill, Harold and the other two prison guards who had sexually assaulted me and then urinated on me. All of the guards had been beaten had had black eyes, bloody noses and missing teeth. "And they all got suspended from work too," he smiled evilly. "Fuck them!" I whispered, "They got what they deserved." My mind drifted back to the dark and dirty room in F Block where I lay on my side in the foetal position, my legs curled up against my body, my face hidden in my hands, sobbing with humiliation covered in their semen and urine. "Now that should teach this bitch who is running this prison!" Harold, the leader of the guards, had growled at me. "Tell Steve that Bill said hello, and thanks for the loan of one his girls; tell him he knows where to find me if has any problems with me using his property without permission," the other guard. had said. Steve obviously did have problems with the guards using his property and had meted out a vicious punishment. Although the images of the beaten guards were brutal, I couldn't help but allow myself to smile. "I told you Michele; it's business not personal," Steve said. "I can't have the guards and inmates thinking they can take anything from me without recrimination," he went on. "But if those pictures make you happy; so be it. Maybe you could find some way to thank me appropriately," he smiled. "But you better be quick because I've got other business to attend to." I stood up and walked over to cell door and closed it and then pulled the curtains closed across the cell bars. I turned around and smiled seductively at Steve. "Well honey; a girl has gotta reward the man who defends her honour." "And if you need a quickie who am I to say no." I reached out and holding onto the vertical cell bars I bent over. My skirt rode up exposing my stocking tops and gauzy nylon panties. "Come and get it," I moaned seductively and wriggled my buttocks invitingly. "Oh fuck Michele; you have become such a slut!" Steve chortled, and I heard the bed springs creak as he stood up. Steve walked across the cell, stopping at my dressing table to pick up a tube of K-Y Jelly and then positioned himself behind me. I heard the unmistakeable sound of a zipper being opened and then the rustle of material as he dropped his pants. Steve stood close behind me stroking my buttocks and stocking tops. I reached around behind me and my fingers brushed along the firm flesh of Steve's erect penis and traced the veins along its length; when I reached the tip, I ran my fingers gently along the glans and frenulum. I reached beneath Steve's crotch with my other hand and gently tickled his scrotum, while my other hand gently petted the top of his cock. Steve growled as I closed a hand around his shaft, and stroked the length of it while my other hand continued to massage his scrotum. After a few back and forth strokes, I fluttered my fingers against his glans and gently scraped a fingernail against his frenulum. Steve moaned, shuddering and twitching. I didn't want him to climax yet so I shortened my stroke and concentrated on his shaft, avoiding the sensitive glans on most of my strokes. Every few strokes though, I gave his glans a soft squeeze. It was driving Steve crazy and I could hear him panting. "Oh fuck Michele; I'd like to let you do this all day but I really gotta go soon; here rub this in," Steve sighed and I felt him squeeze a dollop of cool lubricant on his shaft. I thoroughly coated Steve's rampant cock with lubricant, and wiggled my pantied buttocks again. Over the last weeks I had been taken anally repeatedly and I had acquired the ability to relax my sphincter and anal muscles; but I knew the key to keeping pain to a minimum during anal penetration was to use plenty of lubricant. "Be gentle please honey; lubricate me please," I requested. Steve pulled my panties down to around my knees and squeezed a splodge of the clear lubricant in the entrance to my puckered anus. My cock began to harden slightly in anticipation. After a moment spent further lubricating his cock and my opening, Steve placed his glans at my awaiting sphincter and paused for a moment. The anticipation was wicked and I now desperately wanted to feel his manhood inside me and I pushed by buttocks up to meet him. "Ok you slut; here it comes; get ready, this might hurt at first." Steve growled. Steve grabbed my by the hips and slowly began to thrust his lubricated cock into my ass. He was right about the pain, I tried to relax the muscles in my anus to allow him to thrust deeper inside me but the pain still brought a tear to my eye. As Steve pulled his cock back out of my anus I felt an emptiness that was only filled when he thrust it back in again. It didn't take long as Steve gently fucked me for me to relax my sphincter and anal muscles so that I could appreciate the heightened sensitivity and stimulation as Steve thrust upwards towards my prostate. "Fuck me Steve," I moaned. "Yes honey harder; fuck me harder! I am your little slut." My encouragement drove Steve on and he began to quicken the pace and thrust himself deep inside me slamming his groin against my buttocks. His hands roamed all over by buttocks, thighs and caressed my stocking tops. My own cock was aching for a release as I became thoroughly stimulated. My panties fell from my thighs and pooled around my ankles. "Fuck me, Steve!" I yelled, getting louder with every thrust. "Fuck me like a slut! Fuck me like your little whore!" My screams of pleasure had obviously attracted attention because suddenly my cell door opened and Carmel squeezed through the full-length curtains and came into my workroom. She was dressed elegantly in a bone business suit, lashings of makeup, blonde bob, black patent leather high heel pumps and gold accessories. Her taupe nylons were fully fashioned with contrasting black back-seams and Cuban heels. Steve stopped thrusting and looked questioningly at Carmel. "Well what can we do for you madam?" he sniggered, "can't you see we're a little busy here." "Well Michele, you certainly seem to know how to show a man a good time," she giggled. "And Steve you certainly look like you're enjoying yourself and I wondered if you would like to share; it's always more fun with two trannies. More bang for your buck; if you know what I mean?" Carmel walked over and hitched up her skirt exposing her black satin panties and gauzy black stocking welts. Carmel's tumescent penis stook out from from her smooth nylon encased thighs. "Come on Michele, let me play too" she purred. I looked up into Carmel's sensual, heavily made-up, face and thought 'Why not?' I released my hold on the cell bars and allowed to Carmel slide into the space between my face and the bars. I bent over a little further and opened my mouth to let Carmel's hard cock slip between my lips, Steve began once more with his regular and powerful thrusts. I held onto the cell bars again to steady myself as Carmel fucked my face and Steve fucked my arse. Out of the corner of my eye I could see our reflection in the dressing table mirror. My stocking sheathed legs splayed wide, my skirt hiked up and my panties around my ankles. I watched myself being fucked at both ends as Steve and Carmel thrust their hard cocks in and out of me. There was something exciting about being used like this, of submitting to the people who had both physical and mental control over me. I moaned with increasing pleasure around Carmel's cock as she fucked my face. Steve's cock filled my anus and slid in and out of me in a steady rhythm banging against my prostate and my tumescent penis tingled and quivered as my body convulsed with pleasure as my tight anus spasmed around Steve's cock. I ejaculated streams of semen, some of which splashed over Carmel's Stockings and on her high heels. Steve's own orgasm came only a few seconds later and my anus contracted around his cock. "Fuck I'm coming you slut," he cried and slapped my arse. His warm seed filled my back passage until I could contain it no longer and it began to leak out and stream down my thighs and all over my black silk stockings. "Get ready Michele," Carmel cried as her orgasm approached. Inside my mouth Carmel's cock twitched and she began to empty her load. I swallowed the first spurt of her musty issue and then Carmel gripped the back of my head and forced me to swallow her sperm until it leaked round the edges of my mouth. Carmel withdrew her cock and shot her final ejaculations into my hair, over my face and over my blouse. Steve pulled his cock from my arse and spent the last of his issue over my buttocks and thighs, the hot liquid soaking into the welts of my stockings. I shuddered and quivered in ecstasy and let go of the cell bars, collapsing in a sticky mess on the floor, gasping for breath. Steve reached for a box of tissues and cleaned himself up and then pulled up his pants, zipped his fly and buckled his jeans. He passed the tissues to Carmel who cleaned herself and wiped small puddles of spunk off her pumps and dabbed at the globs of semen on her stockings and then she pulled down the hem of her skirt around her thighs. She passed the tissues on to me and I cleaned my face, hair, buttocks and thighs as best I could and stood up and pulled up my panties and pulled down the hem of my skirt. I was sticky with drying semen and would need to clean myself up before I could see any punters. "One more thing before I go Michele," Steve said, patting the chair next to the dressing table. "Carmel; fuck off and get this place open for business," he said and spanked Carmel playfully on the bum as she made her way out the cell door. I sat down on the chair and Steve came over and stood over me. He opened up his Blackberry and fiddled with it for a few seconds and then put it in front of my face. I looked at the screen and was shocked by what I saw. It was video of my sister Angie that had been taken in the conjugal visit hut a few weeks ago. On the small screen Angie was drumming her fingers against her mound inside her panties and at the same time she was massaging Steve's hard member, squeezing and caressing the organ in time with her own climatic convulsions until the first stream of ejaculate shot out of his throbbing cock and sprayed a thick rope of white semen across her blouse and jacket. Angie then engulfed Steve's ejaculating member with her mouth and sucked on the tumescent organ until she drained it dry. She swallowed and gagged but didn't allow a drop of Steve's issue to escape her mouth while she stroked and fondled her own sex until both of them were sated. "My God Steve; you filmed her!!!" I gasped. "Yeah; and when Danny showed it to her and threatened to email the video to her boss and post it on the web she was really pissed off," he said sarcastically. "Lucky though, we've come to an arrangement. It's sort of similar to your arrangement," he smiled malevolently. "Check this out," he said and thrust the small screen back into my face. A new video clip appeared. In this clip Angie was fellating a large black man; his cock jack-hammering in and out of her lipsticked lips as he fucked her face. She was dressed only in a bustiere, black stockings and high heels; her face was heavily made up. She looked like a whore. The background looked like a cheap hotel room. "So now she gets to keep her regular job; you know the stuck-up executive professional ball-breaking bitch." Steve sniggered. "And at night she works for me in an establishment that Danny runs on my behalf." "Look on the bright side Michele; you haven't got long left to serve in Chelmsford, so when you get out I have a job waiting for you working alongside your sister." "Now all I have to do is get your niece in on the act and I will have your whole family working for me," he chuckled and walked out of my cell, slamming the door behind him. A week later Steve sat on the edge of my bed and I was on my knees between his legs sucking eagerly on his erect penis. His head was thrown back in pleasure and his eyes closed as his orgasm approached. As the first stream of hot semen erupted from his cock into my mouth I snaked my hand out and reached under the mattress. My hand closed around the handle of the shank that I had hidden there earlier... The End Lady In The House Ch. 17 Michele spotted the prospect in the mess hall. He was young, slim and effeminate and was in the company of Danny McGregor, a well know prison bully and pederast Michele was now firmly ensconced as the Madame of the Chelmsford Prison transvestite brothel which operated with impunity in E Wing of the old prison. She and Steve had had their differences, in fact just over a year ago she had tried to stab him when Steve threatened to force Michele's teenage niece into a life of prostitution on the outside of the jail. It had come to head when Steve had coerced Michele's sister Angie into becoming a prostitute herself; and then Angie had turned the tables and now ran Steve's Escort Agency assisted by Michele's predecessor Carmel. The business was thriving; providing sophisticated whores for Steve's clientele as well as a lucrative sideline in transvestite prostitutes run by Carmel. Michele and Steve had a cordial relationship; with Michele running the prison brothel for Steve while Steve concentrated on his other illicit business ventures both inside and outside the jail. The E Wing brothel was thriving under Michele's management; she had been a successful businessman in her former life, which now seemed like an eternity ago, and she had introduced some innovations into the business. Michele also cared for her wards, prison inmates who had become transvestites under the tutelage of Carmel and later Michele. Some had been only too willing to become crossdressers and loved the debauched lifestyle of E Wing and others had been coerced. But Michele made sure they were well cared for and well paid for their services. The brothel thrived; there was nowhere else the inmates could get sex except for the odd conjugal visit or maybe a quick blowjob or handjob during visiting hours if the guards weren't looking. Some inmates were openly gay and had entered into prison 'marriages' with other men but the so-called straight inmates took advantage of the transvestite brothel. Why wouldn't they; the 'girls' Michele had working for her were feminine and sexy. Michele didn't need to mix with the general population, or 'gen pop' as the inmates called it. As Steve's Madame, and also his Mistress, Michele was immune from the drudgery of prison life and both the inmates and guards gave her due respect. She didn't even have to return to her cell if she didn't want to; she had her own cell in E Block that was more like a five-star hotel room than a prison cell. But Michele occasionally went back to her comfortable but not quite luxurious cell in F Black, wore drab (male clothing) and slummed it with the other inmates. She did this for a number of reasons. One was because she didn't want to ever forget what awaited her if the lucrative prison brothel was closed or Steve kicked her out, and the other was that she needed to find new 'girls' to replace her charges when they were paroled or for whatever reason no longer willing to remain transvestite prostitutes. She had a stable of ten girls; they lived in gen pop and arrived for work every afternoon in the E Wing brothel, transforming and then proceeding to their workroom cells to tend to their clients. Some of the girls had boyfriends in gen pop and neither Steve nor Michele much cared as long as the girls realised that they belonged to Steve and were willing to perform their duties every evening and on weekends. Their boyfriends knew better than to interfere with the girl's employment; Steve was ruthless and saw his girls as a commodity that he owned. Michele fawned over them, helping them buy new clothes, shoes, lingerie and makeup when they needed it; tending to their welfare and making sure that they remained healthy and disease free. But she was also their boss and wouldn't take any shit from them and they knew better than to cross her. Michele sat sipping her soup watching the young prisoner sitting next to Danny McGregor. The lad was obviously miserable but that didn't stop Danny pawing at him while the poor inmate dissolutely ate his lunch. Michele could only imagine the nightmare the poor guy was living, being constantly forced to provide sexual favours for the fat, hairy, bully. An image of Danny sweating over the young lad as he pounded the boys pale skinny arse popped into Michele's head and she shook it free with distain. That evening she lounged on the couch in Steve's office sipping a nice single malt scotch chatting with her boss. She had deliberately allowed her skirt to ride to expose her long slim legs; the dark welts of her stocking-tops just visible. She knew this drove Steve wild and guessed that she was going to receive a good hard fucking later, going on the lustful glare in Steve's eyes. He reached out and pulled her close; his hand sliding under her skirt as he kissed her passionately. Michele responded and her cock began to thicken inside her satin panties. But there was business to discuss; the sex could wait for now. She gently pried herself from Steve's embrace and pulled down and straightened her skirt. "Spoilsport," Steve grinned at her sipping his own drink, confident that Michele would resume teasing him as soon as he was ready for some lovin'. "Later honey," Michele grinned back; her hazel eyes sparkled, enhanced by her eyeliner, mascara and exotic eyeshadow. "I've found a new prospect," Michele began and Steve instantly became attentive. "That fucking pervert Danny McGregor has taken a young lad captive; can't be any older that twenty-two and a perfect candidate," Michele explained. The look of distain on Steve's face was evidence of his dislike for Danny McGregor. "I should have taken care of that fucking noncer ages ago," Steve spat. "Well I need you to free up the young bloke and we need to do it in such a way that I can get my clutches on him and see if he's a suitable candidate for our stable," Michele went on. Neither of them saw the irony in their plan. They intended to free a young man from the clutches of violent pervert but only because their intention was to turn into a transvestite prostitute. But that was what passed for morality in Her Majesty's Prison Cheltenham. It was all too easy in the end. "Hey Danny; you wanna pop by E Block for a freebie?" Steve asked. "Why would you do that for me Steve? You and me ain't exactly best friends," Danny asked cautiously; but Steve could see the lust in his eyes. "Well I wouldn't mind an hour or too with your lad," Steve grinned. "Never would have thought you for the type that liked em' young. Thought you had enough on your plate with those tranny whores you run," Danny grinned. Steve was going to enjoy sorting out this arsehole but for now he just smirked. "Well variety is the spice of life," Steve replied. "See you tonight then," Danny grinned back; and reached out and cuffed his young acolyte across the ear. "I hear Steve's got a big one young un'; you better not tighten up on him or it'll hurt like a bitch," he snarled. Steve hid his look of disgust and moved on. That evening as Danny made his way through the abandoned cafeteria of E block, heading for the well disguised door that lead to the opulent brothel that Steve and Michele ran inside the prison, Steve and Michele watched their progress from a dark corner. Danny was almost dragging the young man along, anticipating wetting his willy in one of Michele's attractive crossdressed whores. Danny never saw Steve's henchman come up behind him. He knocked him to the ground and Steve burst from his hiding place and began to kick the shit of Danny. Michele came out of the shadows and quickly took the startled young man by the wrist. "Quick! Come with me! You don't want to be around here while this is going on," she whispered. The young man allowed Michele to lead him away, through a door that lead to a refurbished shower block where the transvestite prostitutes transformed from prison inmates to sexy transvestite hookers. The young man looked around amazed at his surroundings. He had left the dusty, bleak detritus of the abandoned jail block and stepped into a world of opulence. A line of mirrors above a counter packed with cosmetics, perfume and feminine accessories. A series of different coloured, and different styled wigs stood on wig-stands. A line of sheer dressing gowns hung on hooks on one wall. The whole place was tiled and lit by overhead fluorescents and spotlights. A number shower stalls and sinks were located in an ante room off the main dressing area. The place smelled of perfume and cosmetics; it smelled wonderful to young man who had to live with the stink of gen pop. "This is where my girls get ready before they go into their workrooms," Michele answered the unasked question. "But they're not really girls though are they," the young man blurted out and then blushed with embarrassment when he a saw a flash of anger in Michele's eyes. "Well they come through that door as men; but within an hour or so they emerge as beautiful women; just like butterflies," Michele smiled at him. "Like you," the lad smiled sheepishly. His eyes roamed over Michele's body and she could see his admiration. Michele was dressed in a charcoal-grey business suit; the jacket tight at her slim waist; the hem of her skirt rested six inches above her knees displaying her shapely, gossamer clad thighs to advantage. She wore a cream satin blouse, a hint of black lacy bra just visible at her décolletage. Her heavily made up face was framed by a sleek black bob; the wig shone in the harsh lights. Her long shapely legs led down to her feet shod in black pumps with four-inch heels; her legs were clad in shimmering flesh-toned hose. "Yes like me," Michele winked at the lad. "You like what you see?" Michele asked; giving him coquettish smile. "Yeah I like girls...........err I mean............real girls," he stammered. Michele giggled. "What's your name anyhow?" Michele asked. "Brian," he answered; looking down and scuffing his boots. "And Danny was using you as his girl," Michele said. "Fuck off; I don't wanna talk about that," Brian whined. "But you would rather be treated like this," Michele whispered and moved in close. Brian smelled her perfume and makeup and Michele saw his erection in his jeans. She smiled to herself and lifted his face and placed her lips on his. Brian gave a pretext of pushing Michele way but it was half-hearted. Michele put her arms round him and drew close, exploring her mouth with her tongue. Brain responded his tongue slid into her mouth and they kissed passionately. Michele could feel his youthful cock throbbing in his jeans and knew the lad wouldn't last long. She gently eased him away and dropped to her knees. She unzipped his fly and heard him gasp. Her fingers found his manhood and freed it from the confines of his underpants and she gripped his hard member and squeezed. "Oh my god!" he moaned; and Michele lowered her mouth to his glans just as his seed erupted. Michele sucked the young man dry as his knees shook; he nearly collapsed. He had to hold onto her shoulders to stop himself fainting as his cock unloaded into the stunning transvestite's sensuous, red-lipsticked mouth. Michele slathered her tongue along the ridge of his glans and then swallowed his cock; her lips working their way up and down his shaft, milking the last of his spend from his pulsing member. When she had sucked him dry; she stood on her heels, Brian was still gasping and obviously embarrassed. Michele kissed him and he tried to pull away but she held his face still and tongue kissed him. When she broke the kiss Brian stepped back just a little. "I can taste my stuff on you breath," he whined. "You get used to it; I'm sure Danny left his taste and smell all over you after he'd finished with you," Michele replied. The young man began to cry. "Fuck you are so beautiful; but you're a man," he sobbed. "I'm just Michele," Michele smiled sweetly ay him. "But I've seen you in the mess hall when you're Mike; you look just like any other guy in here, just smooth-shaved and slim. There are plenty of other guys like that; I mean like me, who the noncers force to be their bitches." "But when you are dressed like this you are beautiful, sexy and feminine; and no one dares just touch you. Just like Steve's other trannies," Brian blurted out. Michele slapped him across the face. "Don't call me a trannie; it's a derogatory term. Us girls are proud of who we are and what we do," she snarled. "We're not like you white-trash rent boys; we choose to do what we do and we are beautiful and sexy. We aren't women but we are the closest thing to it in Chelmsford," Michele retorted. "Now fuck off back to gen pop; Danny won't be coming for you anymore and hopefully the other noncers will leave you alone for a while," Michele barked. "But not for long I bet!" Michele called after him as turned on his heels and fled. Later that evening Michele was reading a fashion magazine in her E block apartment; the brothel was closed for the evening and Michele was relaxing and drinking a glass of wine. Steve strode into the cell and smiled at his Madame. "Was it a good night?" he asked. "Yes, particularly so. About ten inmates and four guards; all paying customers, plus the warden came around for his weekly special with Leila. He knows he doesn't have to pay but he always drops a hundred pound tip on the way out," Michele smiled. "And the other thing? The rent boy that Danny had taken hostage?" he asked. "I planted the seed; he'll be back to see me," Michele grinned. "Did you let him fuck you?" Steve asked; Michele detected that a little jealousy crept in his voice. "No we are nowhere near that stage yet, but I gave him the fastest blowjob I've ever given," Michele laughed. "It shouldn't take me long to convert him," she said, suddenly serious. "So you haven't had a good fucking today then?" Steve asked mischievously. "I haven't had a fucking of any description today," Michele smiled back. "And to be honest, I haven't met a man today worth fucking," she said sarcastically. "Get over here you bitch," Steve said; his voice hoarse with lust as he reached for her. "Ok. I supposed you will have to do then," Michele laughed but her voice was thick with desire. Michele and Steve fell into each others arms and kissed and rubbed against each other. They both had often had sex with other partners but the best sex they had was with each other; they knew each other's wants and needs so well. Steve groaned and kissed his transvestite girlfriend frenziedly; he eased her back onto her queen-sized bed and fell down on top of her, never breaking their kiss. He humped away at her, his need for release overwhelming. Michele reached between their bodies and opened his flies and freed Steve's cock from his trousers; it felt long, thick, and meaty; it was as familiar to her as her own. Michele guided Steve's penis under her skirt so he could rub it on her satin panties and silky stocking tops. She knew Steve loved this and he responded by rubbing his cock in long slow strokes; she felt his cock press against her own; the layer of sleek satin panty enhancing both their pleasure. He kissed her and groaned into her mouth and she responded by kissing him back and rising her groin up off the bed to meet his thrusts. She rucked her skirt up out of the way. She reached out and scrambled her fingers around the bedside table reaching for the lubricant she kept there and slathered his phallus with the greasy gel. She had lubricated herself internally in anticipation of Steve's arrival. Steve didn't even remove her panties; he simply slid the gusset to one side and then slowly slid his entire length inside Michele until his scrotum rested against her buttocks. Michele grunted as Steve's cock filled her, but she liked the feeling of the hard member crammed inside her and she especially liked the tingling feeling emanating from her postrate whenever Steve's glans rubbed against it. Their fucking was almost savage; Steve pounded away at Michele as she rose her buttocks up off the bed to meet his thrusts. They never broke their kiss and they gasped and groaned into each others mouths as their tongues entwined and teeth occasionally cracked together with the ferocity of the sex. Steve had managed to shuck off his shirt and when Michele bought up her legs and wrapped them around him he savoured the feel of Michele's stockings rubbing against his skin. The fucking became a frenzy, Steve jack-hammered his cock in and out Michele's tight anus and Michele, impaled on Steve's hard throbbing cock, clung to him and wriggled and shook her buttocks, goading him on and increasing her own pleasure. She thrust her hips upward to match his strokes ensuring the full length of throbbing phallus penetrated her slick anal sheath. She crossed her ankles behind Steve's back, her stockings hissing as they rubbed against the sensitive skin of Steve's flanks. Michele felt her orgasm approaching as Steve howled and moaned with the rush of his own climax. Michele felt Steve's cock convulse deep inside her as he filled her with his hot seed. Michele's cock was erect and rubbing against Steve's stomach through the flimsy material of her panties as Steve savagely fucked her. The pressure and friction induced Michele's own climax and she groaned in ecstasy as she flooded her panties with hot semen. Steve's cock pounded in and out of her anus further stimulating her and she experienced an intense orgasm. Steve's thrusting slowed down as his orgasm subsided and eventually he lay still on top of Michele with his slowly deflating penis buried in her anus. He was still kissing her and he could tell that her orgasm was still raging through her body, he felt her penis convulsing in her panties and her hot seed flooding through the panty material and soaking his belly. Michele's climax began to subside and as she came down from the sexual high they remained in each other's arms; kissing each other softy and tenderly. When their passion had subsided, Steve eased himself from her embrace and went over to the sink to clean himself while Michele lay there holding her skirt away from her semen soaked panties. Steve bought a moist towel over and gave it to Michele; she cleaned herself while Steve poured more drinks and lit them both a cigarette. Michele got up and dried herself and snagged a pair of fresh panties out of her dresser drawer. "So this kid Brian? He looks like a good prospect?" Steve asked sipping his wine after taking a long drag of his smoke. "Yeah; I'll convert him," Michele smiled back; blowing a stream of cigarette smoke Steve's way. She was sitting on the bed and her skirt was still hiked up a little; her smooth thighs and fresh pink nylon panties on display. She dangled a shoe; exposing the reinforced heel of her stocking. She saw Steve was staring and smiled. "You wanna go again?" she asked; her own lust reigniting. "Just let me finish this fag and you better be ready," Steve grinned. "Promises, promises," Michele teased. Steve stubbed out his smoke and fell on her; Michele's laughter soon turned to squeals of delight. To be continued........................... Feedback to the author is always appreciated and encouraged. Thank you avid readers.