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50 Shades Of Pale Pink Sissy

By: davine



A warm spring breeze ruffles my short skirt and my long auburn hair. My white stilettos click on the pavement as I walk to work. Hearing them always makes me smile, as does the delicious feeling of my nylon clad thighs rubbing together as I walk. My pale pink skirt is flared and very short showing off my shapely legs. When clubbing or shopping I wear sexy stockings but for work skin toned panty hose is more practical. A light cream camisole covers my skimpy push up bra which creates a little cleavage between my small breasts. I use a little dark foundation in the cleavage which makes it look larger against my milky skin. I'm wearing a pair of gold hoop earrings and a pink hand made beaded necklace. My makeup is perfectly applied as I was taught during my cosmetics classes. Pale pink lipstick matches my nail polish.

How marvellous it is that I have come so far in the five years since I left school. I have my own flat near work. As a qualified hairdresser I work in a salon that caters almost exclusively to the gay community. The salon is part of a huge chain called "PINK" that has outlets in every part of the country. I have heard that the whole operation belongs to one man but is only a small part of his global empire. 

Let me tell you a little about me. I'm a twenty one year old girl (almost) called Antoinette (Tony) Hazel. I was born a boy (Anthony Hazel) but have felt and looked (mostly) like a girl for as long as I can remember. Later in this tale I shall detail my childhood experiences that led me to these events. I have always been small for my age. I'm only five foot five high and weigh about ninety pounds. My shoulders are narrow, my hips are wide and my bottom is round and soft. After puberty I developed small breasts with large areolas and nipples. Unfortunately, instead of a vagina I have been cursed with a tiny penis and testis. Being so small they are easily hidden between my legs and held in place with a tight Lycra thong. My testosterone levels are so low that I grow very little body hair and no facial hair. As you can imagine, my school life was hell. I was bullied incessantly by the boys and often only the protection of some of the girls saved me from real damage.

Every one commented all through my childhood years on how pretty I was which pleased me even though I didn't really believe them. Knowing that I was really a girl from a very early age I never played with boys toys preferring to borrow my older sister's dolls. She is six years older than me and loved to dress me in her old clothes that she had grown out of. Dad died when I was very young and mum was quite happy to let me be a girl while at home.

Arriving at work early as it's my turn to open up I'm surprised to see the lights on. As I step inside the salon manager David minces out of the office. He is wearing his usual androgynous look of tight slacks, girly tee shirt and a little make up. 

"The owner is waiting in the office and he wants to see you" he whispers. Hell what is this all about. My heart is beating hard and fast with panic. I have heard that Mr Black can be very hard on his employees.

"Miss Hazel, if that is you I want you here now". Mr Black shouts from the office. Walking as quickly as possible in the stilettos I trip as I pass through the door. Strong hands catch me and help me to stand upright. He steps back to look at me. In front of me is the most beautiful person of any sex that I have ever seen. He is tall (over six feet) with broad shoulders and narrow hips. Black jeans hug his legs above stylish loafers. His shirt is tailored so that it shows his chest and arm muscles. His face has perfect chiselled movie star features under an unkempt mop of blonde hair. He looks nothing like the mega rich tycoon that he is purported to be. Smiling, he looks me up and down. My heart beat rises again and I have a strange feeling in my tummy and between my legs. Hope I don't faint. 

"Turn around" he orders. I comply of course. After what seems to be a long time. "Perfect" I think I hear him whisper to himself. "You may turn back". Pointing to a chair he says "sit".

I ease myself into the chair holding my skirt down and demurely cross my legs. "Do that again without touching the skirt" an order that I obey immediately. Now, I'm trying to sit demurely with my skirt barely covering my panties. I feel the blush spreading from my chest into my cheeks. 

Smiling he says "Much better. You have great legs so don't hide them from me".

"Ok" I mumble. My eyes are gazing at the floor.

"NOT OK! Yes sir is the correct response to your boss". He snarls.

"Yes sir" I manage to whisper with my eyes averted. I'm both terrified and attracted to this man.

"Much better, I have a proposition that I would like you to consider. But before you hear the details I would like you to have dinner with me this evening". He is smiling wickedly as he says this. Fear wells up from my chest and bursting into tears I stumble from the room and lock myself in the toilet where I sit and sob my heart out.

A knock on the cubicle door is followed by David's voice. "What's the matter Tony?" he asks. "Mr Black wants me to have dinner with him. He thinks I'm a real girl and he'll hate me when he finds out the truth". I sob. "Don't be silly. He has seen your personnel file and knows what you are. He wouldn't want a real girl." He laughs. "Now get out here, dry your eyes, fix your make up and get back to him before he changes his mind"

My heart is pumping, legs are rubbery and there is a strange fluttering below my tummy. Quickly I dry my tears and repair my tear ruined make up. Wow this is exciting beyond anything I have ever imagined could happen to me. Shyly I enter the office. Mr Black looks up from his papers, smiles and points to the chair. I automatically hold my skirt as I sit. His smile disappears until I stand and sit again with the skirt riding up my legs.

The smile returns. "You must learn to stick to my rules if you wish to progress in my company. I have ways to ensure that my wishes are catered to. You will learn that there are consequences if I'm displeased. Do you understand?"

I don't' but I answer "yes". His eyes narrow. "Yes sir". I quickly correct myself. "Will you have dinner with me"? He asks sternly.

I say "yes please sir". And the smile returns. I feel an ache of desire welling deep inside me that is both disturbing and thrilling.

He gazes at me. "I have decided that you can have the day off to prepare for our date". Date! There is the flutter again. "You will go to this address "he passes me a card "they are expecting you and will supply your entire outfit for the evening. You will be picked up at precisely seven PM. Don't be late. Have you any questions?"

"No sir". I whisper as I stand. He ushers me to the door and slaps my bottom as I leave. I feel electricity flow from his hand to the depths of my soul.

Grabbing my bag I almost skip through the door and onto the street waving to the boys as I leave. I can't believe this is happening but shake any doubts as I head for my appointment which is only a block away. I find the place which is on the second floor of a new office block. It is called specialist outfitting. Through the door I find a receptionist behind a desk who ushers me through a door and into a spacious room occupied by a middle aged woman waiting on a lounge reading a fashion magazine. "Make sure we are not disturbed" she tells the receptionist who leaves us alone. To me she says "Go into the next room and remove every thing bar your panties." I hesitate until in a stern voice she tells me to hurry. "I will be with you in five minutes".

I scurry into the room and find a small change room. The rest of the room has racks of hanging clothes and lingerie. There are rows and rows of spectacular shoes lined up along shelves on one wall. I quickly strip off my clothes and hang everything on hooks in the change room. There is a chair which I sit upon waiting for the next part of this amazing day to start. I hear footsteps which I presume are from the woman as she crosses the room. 

"Get your arse out here missy so I can see what I have to work with" she says sternly. 

Sheepishly I walk out of the change room with my hands covering my breasts. I'm so embarrassed that I keep my eyes looking at the floor. I stop in front of the woman who is much bigger than I. Grabbing my wrists she pulls my hands away from my chest and places them on my head. My chest and cheeks are flushed red."Don't move: or I will spank you" she snarls. Slowly she circles me. I feel like I'm in a cattle market being inspected for sale. When she is back in front of me she reaches out and lightly touches my nipples which spring to attention. Although I try to hold still I flinch at her touch. Walking quickly behind me she slaps my bottom really hard. It's all I can do not to burst into tears.

My tormenter walks to the shoe rack and selects a pair of stiletto sandals with impossibly high heels. They are silver with platform souls which will make me at least six inches taller. They are the type of shoe that only a stripper or pole dancer would be seen in. I am led to a chair where I sit and try them on. Standing, I find them reasonably comfortable. The bitch indicates that I should walk around to try them out which I do and find that I can walk easily in them. She leaves me standing in the middle of the room while she selects a pale pink corset from a rack. Wrapping it around me she proceeds to do up the clips that close the garment from the front. It is very tight with only quartes cups which push my little boobs up but leave my nipples exposed. Next she passes me a matching Lycra thong of the same style as I am currently wearing indicating that I should put it on. Quickly I slide mo current one off and try to get into the new one before she spies my little things. Trying to get them on while still wearing the shoes I trip and flop on the floor. The bitch giggles as she sees how small I am. I blush a brilliant shade of crimson as I try to regain my dignity and pull the new panties up and tuck myself away. Next I'm allowed to sit while I take the shoes off and slip into a pair of shear seamed white stockings and fasten them to the suspenders attached to the corset. I step back into the heels and admire myself in the mirror. I look hot in a bridal kind of way.

Bitch is still laughing as she selects a tiny white dress for me. She passes it to me and I slip out of my shoes and daintily step into the dress. I slide it up over my hips, slip my arms through the spaghetti straps and settle it into place. It hugs my every curve like a second skin. The hem is barely an inch below my lacy stocking tops. The material is so light that it is almost transparent. My underclothes are clearly outlined for all to see. Over my breasts the material has a different texture which rubs and stimulates my nipples which become erect and push out provocatively. Now I really look hot in a tarty starlet sort of way. My inner minx is doing hand stands.

"That will do. Your boss will be happy with that look. You are a lucky girl. Take it all off and get back into your clothes." Bitch commands.

I quickly bolt to the change room and carefully remove my new outfit and dress back in my work clothes. The bitch takes my outfit and carefully packs it into a box which she hands to me. "There is some other stuff in there that you need to check out as soon as you get home. Make sure that your make up is a bit over done as he likes that. And carefully read the note he has included with your gifts. You should run along now and start your preparations. Trust me; you don't want to be late". She smirks as she ushers me to the door. She slaps me hard on the bottom as I pass through the door. What is all this bottom slapping and spanking all about, I wonder as I clatter down the stairs to the street.

As its only two blocks to home I decide to walk. Although I'm apprehensive of what the night will bring my heart is happy and my belly glows deep down with anticipation. I'm having dinner with the most handsome man in the world. Wow! At the local deli I buy a couple of sandwiches so I don't have to waste time preparing lunch. I want to spend the time preparing myself to perfection for Mr Black.

Into my flat I race and quickly open the box which I see contains two smaller boxes and an envelope with my new outfit. After hanging the clothes up I open one of the boxes. Packed in tissues to protect them are a small jewellery box and a bottle of Chanel Number 5. Inside the box are dangly silver earrings shaped like an S, a necklace with a large silver S hanging from it and three bracelets with Hanging Ss. I open the other box.

Inside is an enema kit with instructions. Hastily I put it to one side as I'm not sure I want to go there yet. I'm blushing. What does he want from me? My bottom has never been invaded by any thing larger than a finger. This is scary.

I open the letter and read. "Thank you for agreeing to have dinner with me. I hope you like the presents and the clothes. Using the enema kit is optional but recommended as it may make your evening more pleasant. I leave that decision up to you but I do like my girls clean both inside and out. If you have questions please ring me on the number provided. That perfume is a stop gap brand for now. If you decide to take up my offer this evening I'll buy some expensive stuff to replace it. I look forward to enjoying your company this evening." There is a mobile number at the end of his letter.

I can hardly breathe. My heart is pounding with fear but deep down I'm excited. I finally calm down enough to ring him. "Hello Antoinette". Sugar! He knows my number. "Thank you for all the gifts Sir" I say. "I'll even use the scary one if it pleases you. Please be gentle with me as I'm new to that kind of thing."

"I'll be careful. Pleasure often requires pain as a co-conspirator to reach fulfilment. I am so glad that you wish to please me in this way"

"I had better go sir as I have much to do for your pleasure" I hang up.

Having plenty of time I eat my lunch and drink some water. After stripping I examine every inch of my body looking for stray hairs. I find a few around my hated boy bits and near my bottom. Using wax strips I'm soon rid of them. I decide to leave the internal cleansing until just before my shower which will be late afternoon. After washing and drying my hair I have to decide how to style my long auburn hair. I could do a pony tail or pig tails to make myself look younger and more innocent. Or even girly ringlets. Maybe that would slow him down. Or it may just fire him up to ravish me. Anyway that look wouldn't fit in with the slutty outfit. How about I wear it all piled on top in a sophisticated evening style. No, I don't want to look too experienced. Perhaps I should ring him for advice. That may be too forward. I decide to curl it a little and wear it down around my shoulders like your typical normal girl about town. That shouldn't send too many messages to sir. By the time my hair is finished I have a couple of hours to be ready.

After reading the instructions I go about cleaning the inner woman. I won't go into details but just say that by the time I finish everything is flowing clear. Putting a shower cap on I wash myself thoroughly with scented body wash, dry myself and spray a little Chanel onto my neck, breasts, wrists and tummy. I smell heavenly. Taking the corset I wrap it round me and do up the hooks at the front. I have to breathe in to close it as it is very tight. I settle my little breasts into place and sit down to slide the stockings up my smooth legs. Standing, I make sure the seams are straight then hook the suspenders to each lacy stocking top. I slip into the matching thong and tuck my bits into place between my legs.

At my dressing table I do my make up. I go much heavier than usual with foundation, mascara, eyeliner and blusher. I finish with very bright glossy lipstick. As I am putting my jewellery on I realize it is nearly pick up time. I guess that the third bracelet must be for my ankle. I slide into the dress and slip into my stripper shoes. Even though I know I'm late I check myself in the mirror. I look so hot. Throwing my make up, brush, purse and perfume into my hand bag I scuttle through the door and down the stairs. I arrive on the footpath in the twilight at five past seven. Sir is waiting for me about fifty meters along the street standing next to a low slung black sports car. It looks like a racer to my non technical mind. My heels tap on the pavement as I sway along the street. Most of the people on the foot path stare at me and I hear some quiet whistles as I pass. He is frowning as I approach. I know I'm in trouble. Grabbing my wrists he bends me over the roof of the low car, hikes up the hem of my dress and plants a hard spank on each bare buttock. I gasp in shock and pain at the assault on my exposed bottom but I manage to hold back the tears.

Opening the door he pushes me backwards into the car. My still exposed bottom sinks into the seat. Many of the pedestrians are staring at me. Sir guides my head so that I don't hit it on the roof. I daintily slide my legs into the foot well. Sir passes the seat belt across me and clips in into place. After a quick kiss on my forehead he closes the door, walks around the car and settles into his seat. I glance at Sir as we drive off. He has a broad grin on his face. "Sir" I ask "why are you smiling". He laughs "you didn't run when I spanked you which tells me that there is a high chance that my after dinner offer will be accepted" he answers.

Although my bottom smarts I feel excited that he is happy with me. I wonder if I can put up with some pain if that is the price I pay for the pleasure I'm feeling just to be with him. He drive forcefully out of the city and heads towards the Eastern Suburbs where I know there are many big houses. Soon we pull into a driveway that takes us through manicured gardens to the forecourt of a huge mansion. Two limousines are parked there.

I wait until Sir helps me out of the car and I pull my skirt down over my bottom. He doesn't seem to mind. Taking my hand he leads me to the tall double doors set into a pillared entrance portico. The door is opened by a tall French maid of ambiguous sexuality. "Welcome Sir" she says and curtsies. "Thank you Suzy" he replies and leads me along a vast hall way, through a doorway and into a vast room furnished with comfortable chaise lounges, coffee tables and various single chairs. Fine painting adorned the walls and Persian rugs are scattered over the polished timber floor. There are four people in the room. Two are dressed in black and are seated at either end of a chaise. At their sides each had someone dressed in white kneeling on the floor holding a tray. As we approached the two seated figures place their glasses on their tray and stand to greet us. One is a tall woman dressed in black thigh high boots over tight black form fitting tights, a white silk blouse and leather jacket. Her tray holder who has stood up and holds the tray near the woman is about my age and size. She is very pretty with long auburn hair, lots of make up and wearing a long cloak tied at her throat with a chord which covered her completely apart from her wickedly high white stiletto pumps.

The other is a tall muscular, blond man in tall black riding boots, black jodhpurs, brown shirt and military style coat. His companion is a very pretty auburn haired boy who has also risen to keep the tray nearby. He too is wearing white stiletto pumps. Instead of a cloak he is wearing a white lace body stocking which hugged his body perfectly and a short skirt for modesty. Both of the companions keep their eyes looking at the floor. His face is made up in a similar manner to the girl and mine.


50 Shades Of Pale Pink Sissy Ch. 02



All characters are over 18. 




It's Thursday. Waking up I'm still miserable. I can't bother to look after myself. I'm dirty and bedraggled in old track pants a tee shirt. After I manage a coffee and toast I decide to check my computer. First I check my bank account and I'm astounded to find that there is twenty thousand more than I expected. I check my emails and find several from Him. I delete them. My phone has been turned off since Sunday night so I fire it up and find twenty texts from Him. Opening the last SMS I find it just says "Please text me". Quickly I flick through the others and find he is imploring me to make contact. He says he misses me. My heart flutters. "What's with all the cash" I send to him.

"It's termination Pay. Call me," is the reply.

"I don't want it."

"Buy something nice."

"Take it back."

"Only if you ring me!"

"NO!"

Phone rings. I ignore it. Phone rings. I ignore it. Finally after the fifth time I answer reluctantly. "HI; MR HORRIBLE." 

"WHAT."

"You Know."

"Know what?"

"Apologise!"

"Why?"

"For terrifying me so badly that I wet myself. I had enough of that at school. And you paid that bastard to piss on me, just so you and Jane could get your rocks watching us suffer."

There is silence for a few moments.

"Sorry. Please forgive me. Can we start all over?"

"Only with new rules."

"I'll think about it."

"Don't think too long" I hang up.

The phone rings and I say nothing when I pick up.

"Have lunch with me tomorrow so we can discuss some possible changes."

"I'll have lunch to discuss definite changes. Take it or leave it."

"Ok. I'll send a car for twelve."

"I'll probably be ready" I answer.

I'm feeling a little better after telling him off. My inner bimbo is rejoicing that I will see him again. I just hope I can calm him down a bit. Strangely I have enjoyed most of our time together. I can handle some spanking and humiliation especially when he allows me some pleasure with it. Just to be with him excites me and the clothes are lovely if a little embarrassing at times. I just can't handle the terror that he inflicted on Sunday.

What should I wear to lunch? Will I dress to tantalize him or to upset him. I know he would like me to stick to his favourite style; short, pink, revealing with heels. I'm tempted to wear jeans and a sweater with running shoes just to annoy him. I decide to show him what he is missing out on but not in his selected style. I need to shop and spend a little of his money. I wash, fix my hair and makeup, and throw on a nice dress and mid heeled sandals. After a quick lunch I'm ready to go.

Young teen and sexy is what he'll get. My inner bimbo will love it as would the nasty maid that was banished to Mistress Rebecca's. I love to clothes shop so I had a lovely afternoon buying shoes, lingerie, skirts, shorts and tops. As soon as I arrive home I start modelling for myself.

Midday Friday arrives. The morning has been spent with preparation for hopefully reconnecting with a milder Mr Black. My body is clean inside and out. My hair and face are perfect. I'm sure that my clothes will seduce him once he gets over the shock of my choice of style. My heart is fluttering and there is a delicious tingle happening throughout my body as I inspect myself in a full length mirror. My hair is styled up high as if I was a bride or bridesmaid or perhaps on my way to the opera. Light foundation covers my face. I have gone heavy with mascara, pink glitter eye shadow and blush with bright pink lips. My finger and toe nails match my lips. I have large silver hoop earrings and a silver chain choker. My black Lycra mini skirt is so tight and short that it barely covers my bottom and is moulded to every curve. I know that I will be pulling the hem down to keep my modesty. My top is a red stretch singlet with spaghetti straps. Underneath I wear my usual control thong and sheer to waist, sparkling nude pantyhose. A sheer underwire bra which has no padding allows my nipples to show but makes me appear fairly flat. I am wearing strappy black sandals with four inch heels and have a matching small shoulder bag with my make up, phone and purse inside. I look like a twelve year old trying to be sixteen. I know that I will attract unwanted attention but just hope to gain His attention.

I wander down to the waiting car. Deliberately late, I'm hoping the driver has reported this to Him. With the driver holding the door I settle into the seat giving him a good flash under my skirt. We both blush. 

The drive takes only ten minutes and I am dropped outside a huge Hotel in the centre of the city with instructions to ask for Him at the desk. Oh no! I was expecting another quiet restaurant. The foyer is very crowded and I have lots of eyes and whispers following me as I tap across to reception which is very crowded. While I'm waiting and thinking that my clothing decision was a bad idea, I'm approached by a security guard who asks me what I'm doing there. I explain, he looks sceptical and asks for ID. I show him my licence and he leaves me alone to suffer the stares of the crowd milling around the foyer. Finally a pretty receptionist asks me what I want. She is quite abrupt as she looks me up and down with a sneer.

"I'm here to meet Mr Black" I manage nervously to tell her. She shakes her head and sneers again "I thought he had better taste. Take the lift to floor thirty six. You will be met."

With great relief I tap across to a bank of lifts. Fortunately the wait is short and I'm whisked quickly to my floor. I'm met by a bell hop who takes me to a suite .He opens the door and ushers me in. Master is standing inside waiting. His mouth drops open. He recovers quickly and I can see that he is furious with me.

"I should put you over my knee right now. You look like a slut."

"Isn't that what you want; to own me as your slave and to use me for your fun? I thought you would like this outfit."

"I thought you would dress the way I expect you to."

"It was this or the dirty track pants and tee shirt I've been wearing since Sunday night while I cried my heart out. I decided you would like your little girl to look sexy. Don't even think about spanking me until we talk."

"Ok we'll talk while we eat." He is furious.

Following him I find I'm in a dining room with a table set for two. There is a hotel maid attending a side board loaded with food. We sit and she pours His wine. She looks quizzically at Him. He tells her that I'm old enough so my wine is then poured. I lift my glass in a toast.

"Here's to an acceptable agreement." He clinks glasses with me which gives me hope. After eating two delicious courses and each drinking a little too much he asks.

"Explain yourself!"

"I said yes to you because I couldn't see me living without you. You went too far on Sunday. I loved everything we have done. The spankings and sex were fantastic. I even got a tingle from the club scene, though the humiliation and caning was a bit over the top. But Sunday turned horrible. I hated being terrified and pissed on but the worst part was that I thought you were in danger. Promise you won't do that again and maybe I can be your sub. I have been miserable since Sunday. If you want to piss on me; ask me first and I'll think about it but scat is out."

"Ok" he says stands and helps me out of my seat. Taking me in his arms he kisses me deeply. I melt and break down in tears.

Eventually he sits me down again. "I'm glad you dressed to tempt me. It's not to my taste but better than the alternative. Will you stick to my selections from now on please?"

"Yes Master" I sob.

"Dry you eyes and fix that slutty makeup. Then we will have desert."

I run to the bathroom' dry my eyes, drop my hair and fix my makeup. Returning I sit and the maid serves desert and some Botrytis wine. Master leads me to a lounge where we sit while coffee is served. The maid clears up and leaves us alone. We drink our coffee in silence. Master keeps looking at me. I'm embarrassed and blush.

"Those clothes really are naughty you know" he says. "I should punish you."

"I know" I giggle, stand and lie over his knees.

I feel my skirt being pushed up exposing my plump nylon clad bottom. The panty hose is pulled down so now my cheeks are naked to his gaze and what ever he plans.

"That beautiful bottom needs some colour don't you think?" He gently massages my backside. 

"It is a naughty bottom" I answer giggling.

He slaps me playfully six times. My bottom stings a little and I can feel it warm up. I know it will itch a little. My body tingles all over and my little clit is leaking into my gusset. My thong is pulled to one side and I feel his finger rubbing against my wet clit and thong. He transfers the liquid to my hole and slowly eases his finger into me. Gasping, I try to push back against him. As he slowly pumps the finger in and out a steady dribble of juice leaks from me. I'm in heaven as I relish the slow drawn out orgasm which is much nicer than the explosive eruption that usually happens. Eventually I'm spent and start to calm down. I feel empty when the finger is removed. He eases me off his lap and slides me onto the floor on my knees facing him. The finger is extended towards me. I'm glad that I had flushed myself really well as I clean off his digit with my mouth.

"May I serve you Sir?" I ask. Soon I'm enjoying engulfing him as I look at his gorgeous face. I love the feel of him in my mouth. He is so hard; like steel yet covered with a silky smooth skin that tastes a little salty with his excitement. To be here on my knees worshiping the man I adore is close to heaven His breathing becomes laboured as he explodes and fills my mouth with his glorious seed. Hungrily I swallow and then lick the last drops as they ooze out. Squatting back on my haunches I lower my eyes. "May I speak Master?"

"Speak."

"Will you take me soon Master? I need you inside my tight little hole so much. It will make me truly yours. I know I can stand the pain and girls are meant to bleed on their first time. Please Master I beg you."

"It will soon little one. We just need to stretch you a little more so be patient. I promise that there will be a little pain but I don't want to damage you."

"I need to move to a bigger plug master."

"You may have the biggest one that will fit when we go out tonight."

I wonder where he will take me tonight and what he will do to me. Hopefully it won't be too extreme. My lipstick is a mess and so I ask if I can repair it. With a smirk he refuses my request and tells me to stand in front of him. He digs his nails into my pantyhose at the knees laddering them.

"Now you will walk back to the car which is waiting outside to take you to my house. When your skirt rides up at the back do not pull it down. You wanted to look like a whore so now you look like one who has just done her work. If you need anything from your place get the driver to take you past there. Maid will help you prepare for our outing tonight. I will travel separately as I don't want to be seen leaving with an underage hooker."

With a slap on my bottom he sends me on my way. I can feel the skirt riding up and exposing my bottom as I tap my way to the door. He laughs.

Once out the door in the thankfully deserted corridor I quickly walk to the elevator. Fortunately the elevator is empty and I descend alone to the lobby floor. There are mirrors on all walls. Hell I look so slutty with my ruined lipstick and hose. Unconsciously I pull at my hem which has ridden up exposing my bottom and exit into the still crowded lobby. My phone rings. I stop and answer it as it is Master. 

"You are in trouble little one. I'm watching you on CCTV and saw you in the lift. What did I tell you?"

"Not to pull my skirt down master."

"As punishment I have sent the driver away. You will have to wait out the front until he returns. With luck you won't get arrested." He hangs up.

My skirt rides up as I tap noisily across the lobby attracting stares and whispers all the way to the footpath. I know he is watching so I just have to put up with becoming more exposed with every step I take. Finally I'm at the curb waiting for the car to arrive when a security guard accosts me and tells me to move on. I explain that I'm waiting to be picked up.

"I know that you little slut. You can't work from here and if you don't move along I'll call the police." 

Bursting into tears I try to tell him that I have a car coming to pick me up. Quite a crowd has gathered and I feel a hand rubbing over my bottom and then I'm pinched which makes me squeal. I'm about ready to run when I see my limo arrive. I tear the back door open, dive in and pull the door shut. We are soon on the move. My heart pounds as I try to sniff back my tears. Curling up on the seat, I shut myself off from the outside world vowing never to defy master again. Eventually I am composed enough to tell the driver to take me straight to Master's. I must have dozed off as the next thing I remember is the driver shaking me through the open door. Helped out of the car I make my way to the doorway where Mary the maid is waiting for me.

"Come" she says. "We have two hours to get you ready."

I am led upstairs to my room where Mary strips off my clothes, takes me to the bathroom and flushes me out several times. After showering I dry my hair and style it into ringlets. Mary opens a small wooden chest which has a selection of plugs. Rather than black, these are pink and shaped like a penis. They have the base plate and chains that the black ones had. Selecting one that I think will just fit I pass it to Mary. I kneel on the bed with my knees spread wide while she lubricates the dildo and eases it into me. Gasping with the pain I push back against the invader till it pops in. I feel so full but the pain soon subsides. Mary fixes the chains around my waist. Walking around a little I'm very conscious of the plug stretching me. I find that if I sway a little more than usual as I walk I'm not so uncomfortable. If I wasn't so anxious to have Master inside me I would have selected a slightly smaller one.

Soon I'm laced into a tight pink corset which shapes me and exposes my nipples, white stockings and my thong. I settle down uncomfortably at my dressing table and apply a heavy dose of make up. Stepping into a long pale pink dress which is split to the waist on both sides I slip a pair of silver stripper shoes on and practice walking with the plug expanding me. As usual I'm totally exposed while dressed. I wouldn't be less modest if I was naked. Exposed I might be but one look in the mirror tells me that he will find me irresistible.

It's time. I clatter out of the room and head down the stairs where I see him waiting in the foyer. Oh he looks hot; in boots, leather pants and jacket over a white shirt. He has his right hand in his coat pocket and an evil grin on his face. Suddenly the plug starts to vibrate inside me. I grab the banister to save myself from tripping and gasp with shock and pleasure. He laughs and pulls a small box out of his pocket. The vibration stops when he presses a button on the box. My legs are shaking when I reach him and he takes my arm to support me. Pulling me into his arms he holds me while I get control of my self. I'm still tingling inside when he leads me out to the car. A short trip later we pull up at a tall office building where I'm whisked out of the car and up to the roof of the building. My bottom must be stretching as I now hardly notice the size of the plug. On the roof I'm strapped into the passenger seat of a chopper. Master climbs into the pilot's seat and we are soon zooming above the city and out into the countryside. Wow this is all too much to comprehend.

"Do you like your little toy inside you?" he asks with a laugh.

"Yes master. It was a bit of a shock when it started but I did enjoy it."

"Be prepared as you will never know when it might start again. I can increase the speed when ever I feel like it." The thing suddenly starts vibrating so hard that I'm gasping with pleasure within seconds. Then it stops. He laughs and reaches over to squeeze my leg. "You are going to enjoy tonight."

"Will you hurt me?"

"If you misbehave I will spank you. But that is all. Tonight is for our pleasure."

We land near a huge mansion. It's more like a castle. In the growing dusk I can see that the whole place is surrounded by a high wall a few hundred meters out from the building. From the chopper I tap along next to Master as we follow a path to the house where we are greeted by a tall beautiful maid. The house is sumptuously furnished with paintings and exotic rugs. Along a hall we are led to a doorway into a ballroom where we are met by a striking red haired woman in a stunning black evening dress. Master introduces me to Mistress Rebecca. I keep my eyes cast down and give a little curtsy.

"What a cute little toy you have here. Maybe you can lend it to me sometime. I'm sure it would amuse me in the dungeon." Mistress says.

I shiver with terror until Master answers "No Rebecca. I'm sure you have plenty of toys yourself. This one is mine and mine alone." I melt. He values me and protects me.

"Of course if she is naughty you may get to see me punish her."

I know he likes to humiliate me in public so I promise myself to give him the opportunity at some stage.

Mistress waves us into the huge room where about twenty men and women are mingling and chatting. Along one wall there are a similar number of subs kneeling with eyes downcast. All are dressed in white. They are all feminine in some way. There are boys and girls dressed in cloaks, dresses or body stockings. All have their faces made up and their long hair styled. I find it hard to tell what sex some of them are. I start to move towards them thinking that I am meant to join them. Master grabs my arm and pulls me close.

" Stay close to me. You are not one of them tonight." My heart gives a little skip of pleasure at this news.

Mistress Jane approaches and gives Master a kiss on his cheek. I'm jealous but hide it. 

"How did your little toy enjoy our Sunday scene?" she asks Master. "I've had to keep mine sedated for most of the week she was so traumatised."

"Antoinette has grown stronger from the experience." Master tells her. "She won't be asked to play that sort of roll again." 

Oh I love this man. I gasp as the vibrator starts inside me for a couple of seconds and then stops. Mistress Jane looks at me quizzically and then excuses herself. We are offered drinks. Master takes two wines and passes me one. I keep my head down and follow him as he works the room. Many of the doms complement him on his fine taste in toys. Some stare at me trying to work out exactly what I am. They are all used to Master having a feminized boy with him and also wonder why I'm not kneeling with the others.

"Dinner is served" Mistress Rebecca announces.

We all move to the dining room and settle in at the long table. The other subs follow and kneel behind their Doms. I am the only one allowed to sit. We enjoy a sumptuous feast of four courses with matching wines all served by beautiful maids in matching uniforms. Master whispers that Mistress Rebecca's staff are all she males. I feel something between my legs. Someone is feeling me up from under the table. I peek and find that one of the boy subs is down there trying to feel inside my panties. I slap his hand away.

Master leans over and whispers "that is his job for the night; he has to try to suck or eat every person at the table. I'm glad you didn't succumb to his ministrations." Oh how glad I am that master is not forcing that kind of humiliation upon me. Occasionally my bottom starts to tingle as Master starts the plug vibrating. He tortures me by running it long enough to get me squirming with pleasure and leaking a little juice before shutting it off to frustrate me again. 




50 Shades Of Pale Pink Sissy Ch. 02



After dinner the other Doms lead their slaves out of the room. I glance up at Master quizzically. He scowls and I lower my eyes.

"I'll spank you for that later. The slaves are being taken to the dungeon to be set up for our entertainment. We will follow shortly. Rebecca has a special treat for you to watch first."

Mistress leads us along a corridor through a door and down some steps into the dungeon where the slaves are being strapped into and onto various torture devices. We walk right through and into a dim corridor with jail cells either side. A tall girl in a rubber cat suit unlocks a steel door and we are let into a brightly lit cell. The maid who had terrified me so much a week ago is bound naked to an X shaped cross which is mounted horizontally on four posts in the middle of the room. He is gagged. 

Mistress addressed the horrible creature. "Shortly I'm going to castrate you with no anaesthetic. You will then be taken to a clinic I own where you will be transformed into a parody of a woman. You will be given a sort of vagina, your breasts made so large that you will need a back brace to support them and your lips enhanced for extreme sucking in your toothless mouth. They will modify your ankles and wrists so that you can only walk on tip toe and have no strength in your hands. I have a buyer in eastern Europe who will pay me well for you". Turning to me "Just for fun why don't you play with his cock. I want the last sexual experience for this paedophile scum to be administered by a nice young thing that he lusts after. As soon as he starts to cum I want you to step well back". I look towards Master who nods his consent. 

Roughly I take his cock and start to massage it to stiffness. I then stroke its length back and forth. His breath rasps through his nose as he nears climax. Mistress has returned wearing surgical scrubs and carrying a scalpel in her gloved hand. Strong jets of semen squirt up onto his chest so I step back. Mistress steps in, squeezes the neck of his scrotum forcing his balls tight against the bottom of the sack. With the scalpel she slices through the skin and I see the two balls pop out. The bastard is thrashing about and trying to scream while mistress pulls out each ball and slices it off. He passes out. I feel a little queasy but also elated that my nemesis is controlled. Once Mistress has stripped of her gloves and scrubs we leave the mutilated creature to be carted away.

Mistress leads us back to the dungeon where we tour the room inspecting each of the scenes being played out. We hear only grunts, groan and moans as gags have been used extensively. Subs are attached to a variety of torture machines. One boy is on tip toe as he is pulled by his arms behind him in a strappado while his Master thrashes him with a cane. Mistress Jane has her little sub straddling a wooden pony. The girl is resting her sex on a towel which covers the wickedly sharp back of the pony. Her ankles are restrained and tied down at floor level. There is a belt around her waist with chains leading down to the floor which will stop her from standing upright. Her wrists are shackled behind her back. Mistress Jane crops the poor girl's bottom, making her try to stand. As soon as she is free of the towel it is ripped away. Looking down she realizes her plight. She must keep her tender parts away from the sharp ridge of the pony between her legs. Her bent legs are soon trembling and she grunts with effort through her gag trying desperately to ward off the pain she can see waiting for her. Slowly she sinks down onto the wicked point. Her labia are spread by the point exposing her sensitive clitoris and inner lips to the assault of the sharp timber edge. She rises again but manages only to stave off the inevitable pain for a few seconds before she sinks back onto the pony. Tears are pouring from her eyes, her breath is rasping through her nose and sweat is running down her body. The device isn't sharp enough to cut her. It just provides extreme pain and some bruising is inevitable. I am so glad that I will be spared such torture. Eventually her strength deserts her and she sinks onto the sharp ridge trying not to move. Mistress Jane flicks a short whip at her bottom making her wriggle and squirm as she hasn't the strength to raise herself. Master leads me away to inspect some of the other tortures that I am very happy not to be involved in.

"It must be time for your spanking," he shows me his evil grin.

"Will it hurt?" I'm trembling with excitement.

"Is that what you want?"

"Yes but only by your hand." I crave the touch of his hand.

"How hard will I spank you?"

"Make me cry out."

"How many times will I strike?"

"Stop when you are satisfied."

"That could be fifty blows."

I'm shaking with fear and excitement. I want him happy with me and I'm prepared to submit. Yes it will hurt but I'm sure there will be pleasure too. He leads me to a leather covered bench which he bends me over. My feet are spread about eighteen inches apart and my ankles are shackled to the floor. My arms are pulled straight out in front of me and my wrists are shackled to the bench. I can wriggle my bottom a little. He flips my dress up onto my back. Now I know the splits in each side have another purpose to just exposing my stocking tops. Unclipping my garters he tucks them into the waist of my thong. He leaves me while the other Doms gather.

"My sub has been naughty and will submit to my hand for punishment. She will count each blow. If she forgets I will add another to the secret number that I will inflict." 

Standing where I can see him he slips a soft leather glove onto his hand, leans down near my ear and while he caresses my bottom says "I don't want to hurt myself do I?" He disappears behind me.

Thwack! My bottom stings with fire.

"One" I cry out.

Thwack harder!

"Two!"

Harder again!

"Three!"

By six I am crying uncontrollably as my bottom is on fire. I start to miss counting the blows. At ten he stops. I'm a sobbing mess.

He whispers "Two more for miss counting."

He spanks me twice more so hard that I scream. I'm left sobbing on the bench until I start to calm. I feel him pulling the suspenders down and clipping them back onto my stockings. Stretching each away from my bottom he lets them flick back against my tender behind. I jump and squeal.

Once unshackled; I walk tenderly to the bathroom to repair my makeup. I want to pee. My bottom is so sore that I can't sit so I squat above the bowl and drain myself. Returning to the dungeon Master leads me back to the bench, lifts me onto the bench where I sit squirming from the pain while he blindfolds me. He then lays me on my back and secures my wrists and ankles to the bench. My head is lying back over the end. I have been in this position before so I expect to soon have something to suckle upon. The plug inside me vibrates gently, taking my attention away from my throbbing bottom. Even with the pain I can feel my little thing responding, trying to stiffen between my legs. Smooth skin rubs against my lips which respond to that stimulus by opening wide to accept the head of what I hope is Master's manhood. Soon the head is inside my mouth and my tongue gently slides over the smooth skin tasting a little pre emission that has dribbled out. I can't tell whose member it is as I have only suckled on master a few times. Surely he wouldn't let some one else invade my mouth. The vibrations increase which takes my mind off that little conundrum; as I start to seriously suck him into my mouth and down my throat. It all feels so good. My hot bottom, the tingling inside me and having my mouth around master's beautiful cock makes me feel so fulfilled. This is my role in life; to give pleasure and receive pain and pleasure. Someone is fumbling with my little thing, pulling it out of my panties so that it is displayed to the room. Gently I am stroked so that I become hard. My usual pathetic flaccid one inch becomes a stupid fully rigid three inches. What is going on? There is too much stimulus from the vibrator, my full mouth and now someone slipping a hard tube over my silly little thing. I don't understand but I don't care. 

The vibrator increases in speed which is driving me crazy with lust. Whoever is using my mouth increases his thrusts and his breath becomes ragged. My mouth is filled with man juice and I respond by shooting my little load into the tube. I feel the tube being taken away, the manhood in my mouth slowly eases out and I'm left lying there with just the now gentle buzz happening inside me. Some one sucks the last juice from me and then licks some drips from my tummy. What the hell is all this about? Left lying there blindfolded I can hear some idle chatter. My only other sensations are my burning bottom and the buzz from inside me. 

"The quality is fine. Plenty are viable. So; are we good to go?" I hear Jane say.

"That's good. I'll put it to her and let you know soon." Master replies.

"Cant you just make it do what you want?"

"Some things are outside the bounds with her agreement" he answers. I love him. He calls me female while I'm just an object to Jane. I can't work out what this is all about.

The blindfold is removed as are the bindings holding my wrists and ankles. Master helps me to sit. My bottom is still burning making sitting very uncomfortable. The buzzing from my bottom stops. Lifted to the floor, my dress now covers me although my little thing is still unrestrained. Master takes my hand and leads me up and out of the dungeon. My bottom is still throbbing and walking is uncomfortable. We climb to the second floor where I am led into a sumptuous bedroom where Master kisses me passionately and leaves me with a beautiful maid. She carefully strips my clothes from me, removes my plug and helps me into a lovely warm bath where I soak for ages sipping on chilled wine. Slowly I relax and contemplate the evening so far. I'm puzzled about Master's conversation with Jane. Finally I am helped out of the bath, dried and my bottom treated with soothing cream as I lie across the bed. Standing; I can see myself in a full length mirror. As I turn I can see my bottom is bright red. It will turn black and blue soon I'm sure. Strangely, I'm quite proud of the way I look. Maid helps me into a clinging pink silk negligee which hides nothing and a pair of matching heels. The garment has a slit from hem to halfway up my bottom at the back. As soon as I move my red bottom is visible. My little thing shows as a bump in the front of the garment which annoys me. I manage to sit gingerly, do my hair and makeup.

Maid leads me out of the room and along a corridor to a drawing room where Master is waiting, sitting on a chaise. During the walk, my little thing has been rubbing against the clingy material of the negligee making it go stiff. I hate it. Why can't I tuck the horrible thing away? Master smiles and, patting the seat next to him indicates that I should sit. Once I'm seated he turns to me and kisses me deeply. I quickly forget my bottom and silly little protuberance as I melt into his arms. I'm tingling all over. All too soon he pulls away leaving me frustrated sitting next to him.

"I guess you want to know what I have planned for you, little one" he smiles.

I nod as I'm so wound up I dare not speak.

"How much do you love me?"

"Totally and completely, with all my heart "I manage to answer.

"Will you obey me even if I ask you to do something that you may find distasteful?"

I have to think for a moment before answering. "Distasteful? I wont do scat but I can probably do almost anything else if it pleases you."

"I want you to have sex with a woman."

I think back to school when the girls had me eat them. It wasn't all bad. I had found it interesting to taste them. I can't say that it was the best thing in my early days but I was OK with it.

"How do you mean and who with?"

"Mistress Jane wants her toy pregnant. We tested your sperm and found it viable. She thinks the two of you would make a beautiful baby between you."

Tested my viability? I don't know how I feel about that. "Why don't you do it?"

"She is very tight and Mistress doesn't want her damaged. You could do it without even damaging her hymen. I want you to do this."

"What if I can't get stiff?" I don't want to do this.

"I command you to try."

Well, I did say I would obey him. I guess if it's important to him I could try.

"I submit to your wish." I whisper.

Pulling me into his arms he kisses me deeply. I melt. I have made him happy.

"Stand and then lie over my knees." 

Expecting a spanking I steel myself to be ready for the pain. His finger massages my hole and I gasp as he eases first one then two fingers into me. I feel him stretching me by spreading his fingers. Oh no he has removed them. I feel empty.

"Stand!" he commands. I stand.

"You are ready." My heart flutters as he stands, scoops me into his arms and carries me to the bedroom.

"Undress me!"

Nervously I undress him. He is soon standing in all his masculine beauty before me. He is hard and ready for me.

After ripping my night dress off me he throws me on my back on the bed which has been turned down. On the bedside table is a tube of lubricant which he throws to me. Soon I'm slippery and ready for him. Kneeling between my legs he grabs my ankles and pushes them up to my shoulders. I still have my heels on. I'm exposed and ready to be taken. Pressure builds at my rosebud as the head of his manhood pushes against me.

"Be gentle" I implore.

This is not to be as Master forces his manhood into my still too tight hole. I feel the head enter me and gasp with the pain. I'm sure I feel something tear. With a loud grunt he slams the whole length into me. No longer a virgin I cry out with the pain as he starts to mercilessly pump in and out of me. Tears flood from my eyes as I beg for him to slow down. He laughs. I can hear him grunting and the slap of his thighs against me. His length seems to reach right to my chest.

Well, I had been begging for this for days. Now I was getting it hard and fast from my Master. Gradually the pain seemed to diminish as pleasure over rides it. I reach up and grabbed his shoulders trying to pull him further into me. I can feel my little thing stiffening and dribbling between our bellies. I feel filled and fulfilled. Now he owns me. I would be his slave forever. Rasping pants were coming from masters beautiful mouth and I felt my climax coming, as suddenly I felt his hot juices flooding my insides as if he were filling my very soul. I came, panting with pleasure as he lets go of my ankles and collapsed on top of me. We stay that way for ages. I think he sleeps a little as I stay still relishing his length inside me, not wanting it to leave. Slowly I felt it soften and shrink inside me. He wakens pushed himself up and popping out of me flops on his back next to me. He looks at me lovingly and says I am a great fuck. It was not very romantic but I am proud that I had pleased him. I eased myself upright and positioned myself so that I could clean him off. He was streaked with my blood mixed with his cum. Although my bottom now hurts both inside and out I felt a deep love for master and hoped that he would take me again soon.

Once he is clean and I have licked up my juice from his stomach I asked permission to go to the toilet. He just nodded. Walking is painful as I could feel the damage inside and I still have my heels on. Draining myself had me in tears as my sore buttocks were assaulted by the seat and his man juice was like salt in my wounded bud. Eventually I was clean and dry so I repaired my hair and makeup. Returning to the bedroom I found him seated on the chaise in his underpants smiling at me. He indicated that I should sit at his feet.

"Well little one, I enjoyed that. I haven't ever popped a cherry as tight as yours. Maybe I should have taken you on the first night." He laughed. "How was it for you?"

Looking down I answered "it was wonderful Master. I'm glad you waited until I was stretched for the pain was almost too much. I now know that you own me and I will submit to any order that you give. That was the most intense feeling I have ever experienced. Thank you."

"You will submit to any order will you? OK I will test you. Go and lie in the bath on your back. Go quickly."

As quickly as my poor body would allow I scurried to the bathroom and lay in the bath. He followed and said "keep your mouth and eyes open" pulling his beautiful manhood out he proceeded to piss all over me from my feet, over my tummy and breasts until he finally squirted it all over my face, hair and into my mouth. I managed not to throw up somehow and even swallowed a little. Empty and satisfied he tucked himself away smiling. That was gross, I thought, but I was proud to have passed the test. "Yes you truly are mine. Shower yourself and go to bed. I will see you for breakfast. The maid will be here shortly to help you. With that he left me. I had hoped that he would stay with me for the night. 

I climbed gingerly out of the bath, slipped out of my sodden shoes and climbed into a steaming shower. It was heaven to clean myself of the sweat and piss from the evening. Maid entered, rinses the bath out and towels me dry when I emerged. My shoes are thrown into the bin. Back in the bedroom maid bends me over the bed and rubs a soothing cream over my bottom and gently squirts some other cream inside me which relieves some of the pain in there. She brushes my hair and dries it before tucking me into bed. Although I have much to contemplate I'm soon asleep.

Dawn breaks and I lie there wondering what the day will bring. When must I have sex with the girl? Can I do it? I must. It will please master. When will he take me again and will he always be so rough with me? How long before my rosebud heals? Dragging my bruised and sore body out of bed I manage to sit on the loo and void myself. Looking in the mirror I see that my bottom is now black and blue rather than red. Please let me recover for a day or two before he starts again. 

Maid arrives with a cup of tea which I drink lying on my side in bed to relieve the throbbing ache I feel. Maid tells me that the tea has a special herb infused in it which will help dull the pain. It works. Soon she has flushed me out and helped me to shower. My rose bud is once again treated with the anaesthetic cream so I can now move around quite comfortably. She inserts a small but plug into me telling me that it may vibrate from time to time. It is quite comfortable. She dresses me in my usual outfit of corset, stockings and heels. All are pink of course. I am allowed to wear a tight thong which allows me to tuck. I'm so relieved that my thing is hidden away.

Carefully I apply my make up which is slutty enough to keep Master happy; but not too over the top. Maid ties my hair into a pony tail and applies some red dye to my exposed nipples. I slide into a short dress that hides nothing. My underwear is clearly outlined through the thin material as are my bright red nipples which tingle with every movement of the sheer material over them.

I am led down stairs to the dining room. Master is seated with Mistress Rebecca and Jane. I am led to another table to eat with Jane's toy girl. She is dressed just like me. We are fed fruit and given infused tea to drink. We eat in silence as we both know that punishment would be likely if we talked without permission. Once breakfast is over we just sit looking down at the table. Suddenly my companion gasps and glances towards her mistress. My plug starts to vibrate at about the time I heard her gasp. Glancing at master I see him grinning, wagging a finger at me and mouthing "naughty girl". The intensity of the vibrations increases rapidly and soon I'm lost to the sensation invading my bottom. Toy is gasping with pleasure when I see Mistress Jane standing behind my companion. My pony tail is roughly tugged, thus pulling my head back so that I can see Mistress Rebecca standing over me. Letting go of my hair she slips my dress straps down my shoulders, lowers my neckline exposing my erect nipples. Using the wickedly sharp nails on her thumbs and forefingers she squeezes my nipples really hard. I squeal and was soon crying from the pain. Toy was receiving the same treatment and I could see tears running down her face. Mistress whispered in my ear "pleasure should always be partnered with pain you little faggot". Squeezing even harder she breaks the skin so drips of blood dribble down my breasts. I am howling by now but still aroused by the plug. My little thing is leaking into my gusset giving me a long drawn out orgasm. I hear Toy climax, gasping with pain and pleasure. 




50 Shades Of Pale Pink Sissy Ch. 02



The mistresses finally have had their fun and leave us panting, crying and bleeding while they return to their table, laughing. 

"Will the little faggot do its thing for us?" Jane asks.

"She has agreed." Master replies.

"Good lets get them started tonight. Toy should be on heat over the next couple of days. If we keep them at it for three days, she should be in calf before we know it. Once we are sure you can get rid if those bits it will no longer need." 

"That sounds like a good plan. How about you bring her over to my place this afternoon and they can get started. Just for fun we can dress them up in some matching costumes."

"I have just the thing. I'll bring them along."

"May I have the pleasure of castrating the little sissy once it's done the deed" Mistress Rebecca chimes in with an evil laugh.

I gasp and completely break down. I forget all about my damaged nipples and burst into tears again.

"Thanks for the offer but she will be done in a private clinic that I own. There is other work that may be performed at the same time." Master smiles across at me which calms me down.

We are home at last. Master sends me to my room to rest. I lie naked under a sheet on my bed, dozing and thinking. My black and blue bottom is throbbing as are my tortured nipples. I can feel where my bottom was stretched and torn by masters' wonderful cock. I am happy and contented to be his slave and to have had him pop my little cherry at last. My aches and pains are a reminder of my place in his life and I'm determined to hold that position forever. Suddenly my thoughts wander to the task I must perform with the toy. Will I be capable? Can I have sex with a woman? Slowly I drift into sleep dreaming of masters' arms around me.

"Wake up little mistress. It's time prepare." Maid is shaking me.

On the table nearby I can see a platter of mixed fruit, various jugs of juice and coffee. As hungry as I feel' I go and relieve myself. My bottom still smarts as I sit but is perhaps a little better than earlier. Returning to the table I tuck into the fruit and have some coffee. Maid presents me with two yellow tablets which I swallow with out question. 

After my meal, maid helps me to clean myself inside and out and dresses me in my usual underwear of corset, stockings and thong. Sitting at my dressing table I wonder how to style my hair.

"Master wants you to have pig tails" maid says.

I soon have a lovely looking pair of teen pig tails and then spend time and care to apply some sexy make up. I slip into some pink Mary Jane five inch heels and, standing, inspect myself in the long mirror. I look hot. There is a knock at the door.

Toy hesitantly enters my room. She is dressed identically to me but her hair is loose and she is without make up. Taking her hands I pull her towards me and kiss her gently on the cheek.

"It will all be OK" I whisper even though I have some doubts. "Sit here and I will do your hair and face."

After styling her hair to look like mine I carefully copy my make up so that we could almost be twins. I finish by painting both our nipples with the stimulating red dye that I have used before. My nipples tingle deliciously as the dye dries and soon we are both erect. I feel a strong stirring between my thighs as my little thing trying to escape my gusset. How strange.

Maid presents us each with a package. Inside each are a short pleated pink skirt and a transparent white blouse. We slip into our clothes. The skirts barely reach our stocking tops and the blouses hide nothing. Standing next to each other' holding hands at the mirror we look like slutty school girls. My little thing is driving me insane as it tries to free itself. Mistress and Master enter.

"Aren't they adorable" mistress laughs.

"They are indeed" master laughs as well. "Both of you take off your panties" he orders. We slide them down our legs and step out of them. My little thing springs to attention. Master laughs. "Looks like the tablets worked."

I blush. He leads me to the bed, places me on my back and pulls my skirt hem up exposing my little thing which is as harder than I have ever felt it. Mistress leads toy over and positions her so that her little pussy is over my face. She is bruised from the pony ride and I guess she must be quite tender. 

"Use your tongue to get her wet" I am told. She lowers her self onto me so that soon I taste her juices. She is yummy; I wish I tasted like that. 

"Fuck him Toy" Mistress snarls at her.

Quickly she lifts herself off my mouth, slides back and squats above my little thing. Taking me between her finger and thumb she guides me into her as she lowers herself down. She is very tight and gasps with pain as she sinks down onto me. She rides me carefully as I'm so short that I could pop out at any moment. She feels lovely to be inside. Soon she sinks down upon me and I can feel her muscles working to try and milk me. Panting with pleasure I look up and see that she is lost to the world. A little drool from her lips falls onto my blouse. She gasps and I feel her spasm around me. No longer able to hold on, panting, I squirt inside her. She flops onto my chest and we hold each other tight. As pleasurable as it had been, I feel ashamed. 

Master and Mistress leave us. We cuddle next to each other on the bed as our breathing returns to normal. I guess we slept as the next thing I remember was a huge slap on my bottom. Looking up I see Mistress standing over me with a wicked grin on her face.

"Fuck him again Toy" she snarls. Oh no! I'm not stiff at all. How will this work? I wonder. Seeing this, Mistress slaps Toy's bottom and says," suck him Toy."

Toys lips are soon pursed around my flaccid little thing which she gradually sucks back to stiffness. With this success she straddles me and we start all over again. I don't last very long and soon shoot a little of my cream into her. She continues to ride me until I am soft and fall out. Once again we collapse in each others arms and sleep. We are so tired that we sleep right through to dawn. I wake with Toy trying to arouse me with her lips. She succeeds and mounts and rides me to climax. We are asleep again until our bottoms are assaulted by our respective owners with their canes.

"How many times did you do it, Toy?" Mistress asks. 

"Once Mistress" Toy sobs. Both of us are dragged off the bed, bent over chair backs and thrashed.

After the punishment we are allowed to wash ourselves and dress. Toy is amazed at how much time I spend cleaning myself out. Once I explain how I have sex and how Master expects me to clean him off afterwards she understands. We are both clothed in short pleated skirts pink skirts, white blouses over corsets, stockings and heels. I help Toy with her makeup and hair before leading her downstairs to have breakfast. Our owners are not around so we tuck into the breakfast buffet. 

Master and Mistress Jane arrive just as we are finishing our breakfast. Mistress takes Toy's hand and leads her to the front door and away to her car.

Master says, "We will be informed of the results within the month. If she is pregnant I shall castrate you and have the other enhancements done. I have decided to enjoy you for a few hours today then you will be delivered home to rest up for a few days. You will need to be fit and well for what I have planned for next weekend. "

Taking my hand Master leads me to the play room and orders me to remove my skirt, blouse and thong leaving me in just my corset, stockings and heels. Leading me to the punishment horse he drapes me face down over the top. It is like a saw horse with a padded leather top bar. My ankles and wrists are secured to the base of each leg leaving easy access to my mouth and my bottom. Both my little breasts and clitty hang down making them vulnerable. Master quickly clamps wicked clamps on each of my nipples and my clitty. The pain from these is soon forgotten as master canes my already black and blue bottom. My tears well up and soon I am sobbing uncontrollably. As suddenly as it started, the caning stops, my head is jerked up by my hair and Master thrusts his penis into my mouth where it stiffens rapidly. I gag and nearly vomit. He seems to be very angry with me. I don't understand why.



Tiring of this he pulls out of my mouth and walks out of sight. Cold lubricant is massaged into my bottom followed by the warmth of his cockhead forcing its way into me. Slowly, gently I feel his length invading my still tender hole until I feel his balls bumping against mine. Although it hurts I also feel pleasure as he is being gentle with this invasion unlike the first time when it was more like rape. Soon I'm panting with joy as he slowly pistons in and out. The pain of the clamps is forgotten as is the slash of the cane. I slide into another world devoted to pleasure, lust and, dare I say it, love. My Master, my lover drives me to the brink and then unclamps my nipples. Pain and heat surge through my teats which just fires my love for him further. My clitty wants to explode but the clamp holds me back as the pressure builds. Master's breath is rasping as I feel his climax building. I feel him reach down and grab the last clamp. As he explodes inside me I feel the clamp released and my clitty explodes in pleasure, heat and pain, spraying my little load onto the floor. 

Flopping over me in fatigue he rests for a time before he pulls out and presents himself for cleaning. I hungrily slurp his juices into me, enjoying his taste. Once clean, Master releases me and directs me to lick my juice from the floor, which I do with some fervour. 

"Dress yourself," I am commanded.

Quickly I slip back into my thong, skirt and blouse.

"You have done well this weekend. I'm sure that you will do even better next weekend," he clasps and pulls me to him kissing me long and deep. I melt.

"My driver will take you home. Rest and recover. You will be picked up at 5.00 pm on Friday."

He leads me out of the playroom, through the house to the main door where I'm met by the driver who shows me to the car. Snoozing through the trip I'm surprised to find myself outside my apartment block. Quickly I scurry across the footpath and into the building being acutely aware of my risqué clothing. 

Up the stairs, my heels tapping I fly to my first floor unit. Unlocking the door I step into my unit. I turn to lock the door and feel an arm encircle my chest. A chemical coated cloth is jammed across my mouth and nose. Blackness follows.



50 Shades Of Pale Pink Sissy Ch. 03



Fiction with adult themes. All characters are over 18. 

*

A splitting headache greeted me as I awoke. The soft surface I was lying upon seemed to be moving beneath me, rolling from side to side with occasional pitches from front and rear. In my confused state I wondered if the feeling was related to the headache and the vague memory of being drugged. The room in which I lay was so dimly lit that I could hardly make out any features apart from a round window through which a little light seeped. I did a quick inventory of my condition. Naked and uncovered I seemed to be lying unrestrained on a mattress. My throat was dry and raw and I felt hungry. Throbbing aches tormented my bottom which briefly brought a vision of master as he thrashed me before some lovely sex. Inside my bottom felt terribly sore as if I had been dry raped. I suddenly had a vision of many hands fondling me as my bottom and throat were assaulted. Was that a dream? Or was it real?

Slowly it dawned upon me that I must be on a ship. Sitting up, I swung my feet over the side of the bunk until they rested on a carpeted floor. Once I felt steady I stood and shuffled across to the dimly lighted window which I discovered was covered with a curtain. Pulling the cloth aside allowed a little more light into the cabin from the moonlit night. I could now see that I was in a small cabin with a single bunk, some storage space and a bathroom through a doorway. After finding a light switch I was soon sitting on the toilet. After I finished I noticed a little blood in the bowl. My bottom was quite sore. I felt violated. Finding a glass I was able to relieve my dry throat with water.

Having explored the wardrobe and drawers in the cabin and finding my clothes, I dressed in my thong, pink skirt, white blouse and shoes. I didn't bother with the corset and stockings. Trying the door found it locked so I sat on the bunk and waited. My life had been looking so good. I was well looked after, master was demanding but exciting and my future looked rosy. Why was I here? Who had me and what was my future? Great rasping sobs escaped my throat as I sat and cried. My questions would be answered soon as I heard the cabin door being unlocked.

A huge man entered the room seeming to fill the doorway as he entered. Well over six feet tall with broad shoulders, narrow waist and massive thighs all visible as he wore only a pair of tight shorts. His skin was as black as pitch and seemed to shine as if he was oiled. His shaved head topped a handsome but cruel looking face. He stared at me for a moment before reaching me in a single stride and slapping me hard across my face. Screaming, I curled up on the bed to protect myself.

"You were not given permission to dress. Remove your clothes immediately or I will slap you even harder. You may keep the shoes on."

When I curled up tighter he grabbed my hair, pulled me upright and punched me in the stomach. He let me go as I doubled over in pain with the air driven from me.

"You are a slow learner slave. Get those clothes off now before I really hurt you" he snarled. As quickly as possible in my distressed state I removed my skirt and blouse but not my thong.

Reaching out, the giant grabbed my flimsy thong and ripped it from me and threw me to the floor. I curled up in a protective ball again. I was allowed to lay there for a few minutes while I regained my breath.

"Get on your knees and crawl over to me."

Fearing another blow I rolled onto my front and raised myself to my knees. My now naked tormentor was seated on the bunk. His discarded shorts were on the floor. Between his spread legs his semi erect uncircumcised penis dangled, dribbling a little juice. Terrified, I crawled until my head was between his mighty thighs.

"Do what you think would please me." He said as he took my hair in his hand.

Fearing more punishment, crawling forward I took the still sheathed tip into my mouth and proceeded to suck. As it hardened I tasted his precum and sweat as his foreskin gradually retracted to expose the bulbous head. I felt his hands on the back of my head pulling me further on to his manhood. Soon he was buried deep in my throat, holding it there until I thought I would suffocate. Slowly I was pushed away enough to grab a breath before he invaded my throat once more. The bastard thrust in and out, barely allowing me a breath until he stopped and with a gasp exploded into my mouth and then onto my face. I felt horrible. It was like I was back at school with those three bullies. Nobody was going to save me this time. Oh Master where are you. 

Pushing me away, he slid back into his shorts.

"You are a slave. You are not a boy, a girl, not even a sissy. You are an object, a possession a commodity to be used. We own you until we reach our destination where you will be sold to the highest bidder. Get used to it. There are six officers on the ship who will need your services most days. Some of us will use you more often. You will always be naked apart from the shoes. Make sure that you are clean both inside and out and your hair and slutty makeup is perfect at all times. You will be fed well and given hormones to retain and develop your shape for sale. If you are lucky a wealthy man will purchase you for his personal use. Of course you would be valuable to a brothel for a while until your looks faded. Then it would be downhill until you were working the glory holes for pennies." He walked out and locked the door behind him.

I threw myself on the bed and cried. Oh, how I missed my master. Now I was just a thing to be used and abused. I considered suicide but could see no way to do it. Eventually I calmed enough to explore my prison. In the bathroom were supplies of soap, shampoo, depilatory cream, wax strips, towels and an enema kit. There was a wardrobe and drawers in the main cabin. In one drawer I found cosmetics and hair grooming products. Apart from the clothes I arrived in there was nothing else to wear. Sobbing, I must have slept until sunlight flooding the room through the port hole woke me. I heard the door lock click and backed against a wall, fearing that I would be attacked again.

Into the cabin minced a young effeminate man with light make up and long hair, carrying a tray of food. He was dressed in a pink singlet that hugged his skinny torso, white Capri pants that were so tight they could have been sprayed on and high wedge sandals. His little penis was clearly outlined through the thin material of his pants.

"So! You are the little faggot who's stolen my boys. They all used to share me but now they only have eyes and dicks for you. And, bitch' I'm expected to bring your food. Well, inspect your meals well because I can guarantee there will be some form of my bodily fluids included in every dish." Placing the tray on the bunk he left the room laughing.

Starved as I was I quickly inspected the salad on the tray and found gobs of semen hidden in the lettuce which I pushed aside. The rest looked ok so I hungrily gobbled it down. The orange juice tasted a little odd but still went down well. I enjoyed a black coffee as I figured he couldn't do much to that. I used the bathroom to prepare myself for whatever may happen. Soon I was sitting on the bunk, bored stupid, clean in and out, lubricated and made up like a whore. The fairy steward wandered in to retrieve the tray.

"I see you didn't like the lettuce but enjoyed the orange juice" he giggled as he left the room. I wondered what he had added to the juice.

The door opened again to admit another enormous man, wearing only shorts which he quickly removed exposing his large penis. He was pale skinned with long blond hair. 

"Make me hard bitch" he said as he sat himself on the bunk. I dropped to my knees and soon had him stiff. Lifting me easily the giant placed me on my knees on the bed, moved behind me and brutally forced his member in to my bottom. I squealed with shock and a little pain as he stretched me wide. He soon worked into a rapid rhythm, thrusting into my lubricated bottom like a piston. I steeled myself against the assault, thinking that my master would hate me if he saw how I was being used. Closing my eyes' I tried to imagine that it was master pushing into me. A strange feeling overtook me as my bottom betrayed me and my little penis became hard. I was pushing back to meet the brute's thrust and enjoying it despite my disgust. My inner slut had taken control so that all I could think of was the huge monster stretching my bottom. Soon the brute climaxed inside me with my little clit spurting in response. I hated myself. The bastard pulled out of me, turned me around and forced me to clean him off. 

"Lick up your mess and clean yourself out. Make sure you are looking your best as I'm sure you will have another customer before you know it" he said as he slipped his shorts back on and locked me in as he left. I cried as I licked my semen from the bare mattress. I was sure that master would never want me again if I was lucky enough to see him again. Why would he want a slut like me? This thought haunted me as I flushed myself and relubricated my bottom. I fixed my makeup and waited on the stained mattress. It was not long before the door opened to admit another brute whose only aim was to violate my body.

The days were all the same. Each morning I was given an injection in my bottom and I was fed three times a day. I mated with six of them nearly every day. They were of mixed races, toned, muscled and strong. They all had large pricks. Occasionally one might not bother with me for a day while others often visited more than once. My bottom was now stretched and used to the continual assaults which meant that I was no longer in pain. It was my brain that was in pain and turmoil. I hated the way my body betrayed me by responding to the anal stimulus and spraying my seed upon the steadily more stained mattress. Each time I thought of master, I cried. My chances of ever seeing him again seemed slimmer as each day of my slavery passed. Even if I saw him again I was sure he wouldn't want me after all these men had been inside me. After all I was an anal virgin when he first entered me. My body was changing from the injections. I was putting on a layer of fat and my breasts were growing. I just wanted the horror to stop. Couldn't I just die? After some weeks, I had lost track of time, the movement of the ship changed. Looking out of the porthole I could see that we were entering a harbour. Was this where I would be sold into perpetual slavery? Would I be one man's plaything or just a slut serving a never ending line of men? I cried again.

Eventually, after much manoeuvring the ship was still. I could hear bare feet slapping on decks and water lapping against the side of the ship. Gazing out of the porthole I could see nothing to indicate where I had been taken. With a click the door opened to admit two of my captors. While one of them held me by my shoulders the other forced a ball gag into my mouth and secured it with leather straps. They then helped me into a black burqa which covered me completely. Taking off my shoes they gave me a pair of flat sandals to wear. I was fitted with leather ankle shackles with a short chain linking them together. Being able to only take very short steps I would be incapable of running away. Taking me by an elbow one of the brutes dragged me out of the room and through various passageways and eventually off the ship and into a waiting car. Forced to sit in the middle of the back seat I had a burly guard on either side of me. Traveling through slum areas with few cars but many motor cycles and bicycles, I guessed by the dress of the crowds on the street that I was in the Middle East somewhere.

The car meandered through the city, passing shopping districts and some upmarket residential areas. After about an hour we left the city, traversed a small area of agricultural land before entering the desert where the car picked up speed on a wide straight bitumen road. Another hour passed before we turned onto a side road which soon led us to a building which reminded me of a fort. Two enormous steel gates opened as we approached to allow us to enter a courtyard. A spectacular mansion stood in the centre of the compound. Bypassing this building the car was driven around behind the house and stopped at a rear entrance. Quickly I was bundled out of the car into searing heat. Although I came from a warm country where summer could be very hot, I was almost knocked over by this blast furnace climate. My guards hurried me through the door and down some stone stairs to where the temperature was more bearable. Meeting us was a uniformed woman. Dark skinned and muscular as she was, I knew that I would be no match for her. My guards left me with her. 

"Follow me slave" she ordered gruffly.

Shuffling along I struggled to keep up. Through a door we entered a hall with cages on either side. The cages were six by six feet square and five feet high. In each was a naked person. There were some men but mostly young women. The only ones who could stand upright were the youngest of them. Each cage had a thin mattress, two metal bowls and a bucket. The stench was terrible. The only sound was weeping. The woman stopped outside an empty cage.

"Remove your clothing and sandals."

Struggling, I managed to get out of the sack and kicked off the sandals. My gag was removed and my wrists were cuffed behind me before she roughly pushed me into the cage. As my ankles were still cuffed and chained, I tripped and fell heavily onto the concrete floor.

"Do not speak. If you do I will hurt you." She walked away.

I flopped onto the filthy stinking mattress and burst into tears. I slept and awoke feeling very thirsty. Crawling across the cage to the bowls I discovered that one contained dirty tepid water. Because my hands were restrained behind me, I had to lap the water up like a dog. My body told me that I needed to use the toilet. The bucket appeared to be the only option available so I squatted with great difficulty over it. Of course there was no paper and even if there had been, how could I use it with hands restrained behind me. Back on the mattress I lay there feeling like an animal. I felt degraded back on the ship but that was nothing compared with the deep depression I now fell into. Had there been the means I think I would have killed myself. I knew that even if I somehow escaped, master would hate me. What did life hold for me?

There was no sensation of day or night as the dim lights were kept burning at all times. I was soon totally disorientated. From time to time the water bowl was filled from a hose dragged along by a naked man. Some kind of foul tasting gruel was ladled into the other bowl which had to be lapped up like the water. The bucket was replaced with an empty one occasionally. A guard would order me to push my bottom against the front of the cage so that I could receive my hormone shot. This was my only indication of days passing. I steadily felt dirtier and less human as the days passed.

Groups of men would tour the prison inspecting us and writing down the cage numbers of some. The lights were turned up for these visits and we were expected to stoop in our cages and turn as instructed so that all sides could be inspected. 

In the cage next to me was a pretty young woman who spent much of her day sobbing as she lay upon her mattress. One day the female guard unlocked her cage and called her out.

"Get your arse out here slave, you have been bought by a brothel."

"No. Please leave me alone. I don't want to go." 

"You have no choice. At least you will be clean, clothed and well fed."

"NO! Please don't take me."

The guard stooped to enter the cage. She was carrying a cattle prod which she repeatedly zapped the hapless girl with until she finally left her cage.

Another inspection took place a couple of injections later. I guessed that I had been here for at least a month. My breasts were now quite well developed and I was growing quite a bottom. Soon after the inspection the same guard arrived outside my cell herding a few women with her cattle prod. Opening my caged, she ordered me to join them. Fearing the prod, I quickly joined them. For her own enjoyment she gave me a short burst of sparks from the prod which elicited a scream from me as I rushed to join the other selected slaves.

We were herded into a large communal shower room where we were ordered to wash and shave ourselves thoroughly after our bonds were removed. The water was warm and I luxuriated in the pleasure of getting myself clean. After the shower we were allowed to brush our hair and teeth before I was separated from the group. Another guard took me to a separate room where I was given several enemas. I felt that this was a very ominous development. Once I was clean I joined the others in yet another room where we were told to put on makeup at a series of benches in front of mirrors. It was made very clear that the makeup should be extra slutty and that we should colour our nipples. I was given cheap loop earrings and a necklace. Any girls with extra piercings were given garish jewellery to replace any studs that may have still been there after their captivity. We were led along a hallway where each of us was placed in a cell which was at least full height and had a chair to sit upon. There was a proper toilet with a seat and paper in one corner. I found my shoes waiting for me so I slipped my feet into them and sat to wait. Physically I felt quite good, relishing being clean. I was very depressed, as I had no future that could be seen as in any way pleasant.

Chapter2. 

Several men were let into the cell during the next few hours and I was carefully inspected. My teeth were looked at by most of them; I heard one mutter quietly to his companion that I would be much better off without them. They all fondled my little sack and penis, most were amused at how small they were. Several suggested that those bits would be best removed. A couple probed my bottom wearing rubber gloves to see how many fingers they could fit inside me. My nipples were pulled and my bottom slapped by all and sundry. Finally I was left alone, feeling that I truly was just an object. After a long wait during which I took the opportunity to relieve myself, the door opened, a guard placed a collar round my neck and led me out, along a corridor and onto a platform where I was tethered to a pole with a chain attached to my collar. In front of me were many men seated comfortably. 

A man who I soon discovered was the auctioneer climbed onto the platform. He slapped my bottom with the crop he carried which made me dance around and squeal.

"Here we have a sissy boy. It has a well-used bottom and can deep throat. Hormones are working quite well at developing it's female looks but he may develop faster with an orchiectomy as it is fully functioning and proven potent. It was found to be very submissive and responded sexually to pain stimuli by the owner she was liberated from. What am I bid for this pretty little sissy that would make a lovely addition to a brothel looking for the exotic or for a dominant needing a pain slut? Gentlemen, how much fun could you have removing its teeth or testicles with minimal or no sedation?" 

I gasped.

Bidding quickly commenced in a language and currency that I didn't understand. With each bid I was cropped on my ample bottom, which kept me hopping around the stage. Finally someone owned me. After three more slaps I was led off stage to a holding cell where several women sat despondently staring at the floor.

Chapter3. 

Although of differing physical builds all were blond, blue eyed with very pale skin. One more joined us before we were chained together between our collars and led along a corridor and into a small bus with heavily tinted windows. Our joining chains were removed so that we could take our seats. The bus left the fort and headed further into the desert. We travelled for several hours until the girls started to complain about their bladders. Our guards took pity on us, allowing us to climb out and squat in the sand. One girl stupidly decided to run off into the desert. The guards herded the rest of us back onto the bus, closed the door and drove off. The girl, realizing her stupidity started to chase after us along the road. The driver tormented her by allowing her to keep us in sight. Eventually she tired and collapsed on the road. The bus was reversed to her and the guards dragged her into the bus. 




50 Shades Of Pale Pink Sissy Ch. 03



"Your owner will punish you for that stupidity" the guard snarled at the quivering girl.

The bus drove on for a few more hours. We were given food and water and the bus was well cooled. Finally we arrived at another desert fort where we were quickly transferred into a passage that led under the main building. We found ourselves in a cool dimly lit dungeon with many cells. We were all held in a large cell with rough wooden benches around the walls. There was an open toilet and shower in one corner and a table with jugs of cool water and plates of salad. The escapee was dragged away to another cell out of our sight. A group of older women with many marks across their backs were led past us in the direction of the bus. One of them looked at us and cackled madly from her toothless mouth.

"Those hags are the women who you are here to replace for your owner's pleasure. They will be used in as comfort women for the rebels who support your master. Expect to look like that in a couple of years." We were told. All we could do was sob. 

As best we could we stretched out on the benches and tried to sleep after eating and drinking. After some hours we were woken as a guard delivered more food.

"Eat and clean yourselves. You will then each be taken to be inspected by the prince. Make sure that your bottoms are well flushed as master may want to inspect you there. Cosmetics and hair brushes are in this box so make sure that you look your best." The guard told us.

We quickly ate and took turns with the enema kits, the toilet and the shower. Within an hour we were ready to go. Clean, fragrant, shaved and bejewelled we waited to be called. Our only clothing was our high heels.

"The sissy gets to go first" said the guard when she returned.

I was led away by the guard. Along a corridor with cells on either side, through a large room with ominous machines of torture and restraint that made master's play room look vanilla and into a clean room that had the look of a doctor or dentists examination clinic. The guard quickly restrained me on an examination chair. My wrists were cuffed to the chair arms, my head to a rest and my ankles into some stirrups which could be positioned in many uncomfortable positions. The guard stepped back and bowed as two heavy set, swarthy men in white coveralls entered.

One man, he seemed to be the boss, approached me carrying a huge rubber dildo which he tried to force into my mouth. As much as I tried, there was no way that it would fit between my teeth.

"Nice try but not good enough" he said. Turning to his companion he said " We will remove its teeth after the other procedures."

The stirrups upon which my ankles rested moved up and back towards me, lifting my bottom from the seat and leaving all my private parts exposed. The boss tried to force the dildo into my bottom which proved to be impossible. He smiled. "Oh good! I was worried that you may have been stretched too much by those sailors. I am going to enjoy popping your cherry." Turning to his companion he said "we will castrate it first and then we will brand it. You may proceed to spay the little bitch. Give it a little bit of local as we don't want it to go into shock. I want it awake for all the other fun and games we have planned for it."

Using a large syringe the surgeon proceeded to deaden the area around my scrotum. Soon he tested with a pin to ascertain if I was numb. Thankfully I felt nothing as he tested. Putting aside the syringe he approached me carrying a scalpel. Strangely I wasn't afraid of losing them. I hoped they healed quickly but really wanted master to do it to me.

"Do you want any sack left sire?"

"No make it as tidy as possible."

Chapter4. 

Both men looked up as a commotion started outside the room. My head was back to the doorway so I couldn't see what caused my tormentors to raise their hands and back up to the wall. Two men in full body armour strode past me carrying wicked looking guns (I don't know much about weapons) and smashed the wooden ends of the guns into men's faces. I was terrified. Are these warlords? A little pee escaped my tiny penis. Head in the sand I clamped my eyes shut. The two dropped like they had been drugged. Someone gently undid my wrist and forehead and tummy restraints. When I felt my ankles being carefully released I opened my eyes and gasped. Master, wearing armour was releasing me. I burst into tears. He slid one arm under my knees and another under my back just below my shoulders and easily lifted me and carried me out of the room.

"Bring those pricks" he called over his shoulder.

"The girls?" I pleaded.

Smiling he said "all safe."

Smiling back, I placed on arm around his neck and tried to kiss him. He turned aside. This was a worrying development which I shouldn't have ignored.

We raced down the halls and corridors, past our holding cell; now storing several naked guards, and out into the fort's huge courtyard. The girls, now dressed in white paper overalls huddled in a group while several armed men formed a perimeter, facing out to protect us. Master unloaded me, helped me into some overalls and the put me with the girls. Why did he leave me? I just wanted him to hold me. My tormentors were dragged out onto the dark courtyard, still out to it but now manacled. Master spoke into a walkie-talkie thingy. Soon we could hear a helicopter approaching. 

An enormous chopper with two rotors landed. I don't know anything about helicopters but one soldier called it a chook. Master herded us onto the machine. The prince and his surgeon were roughly thrown onto the floor and we took off. We sat in webbing seats on either side of the machine. As we flew along the prince woke up. He gradually seemed to make sense of what had happened.

Courageously he spoke "You do realize that I'm a crown prince in his land. Release me immediately and I will spare your lives."

Master stepped over to him and kicked him hard between his legs. A huge breath escaped his lungs and then he vomited.

When the prince was able to understand his surroundings again, master spoke.

"By the time my friend Rebecca is finished; you'll be a crown princess sucking cocks for pennies. As you won't need these any longer I may as well kick you again." He said, as he viciously lashed out again.

Around the craft there were many quizzical looks. Only I understood master's words having seen Mistress Rebecca's handiwork on my maid tormentor.

"He'll be castrated, feminized, have his teeth removed and sold to a brothel somewhere as a glory hole gurl. If he's unlucky he won't get sick too quickly and have a long and tasty life." I whispered to a nearby girl. The word spread quickly and soon there were gapped tooth smiles amongst all the girls.

Within half an hour we landed in the dark. After removing our shoes as ordered, Master led us on a short walk to an inflatable boat lying in warm water lapping against a beach. After a fast but crowded blast across the water we arrived at a sleek motor yacht waited. We climbed a gang way into absolute luxury. We were welcomed aboard by the crew who led us to our quarters after a quick check by the ships physician. The girls shared sumptuous cabins while I had my own. Master gave us an hour to tidy up, (typical control behaviour). I found a lovely pale pink sheath dress that barely fitted over my new plumper body, a pair of stay up stockings, thong and killer heels which I slipped into after a complete clean-up. I applied light girly make up, subdued jewellery and put my hair in pig tails. 

As I entered the main salon I was handed a glass of bubbles. Stewards circulated with trays of finger foods. Apart from the gaps in our mouths we appeared a happy group of beautiful young women. Master circulated amongst his guests reassuring them that they would be reunited with their families very soon. I was sure he was ignoring me and I was very jealous. When I tried to get close to him he gave me a look that scared me. Soon I could take it no longer and wandered a little tipsy back to my cabin. Not bothering to even remove my shoes I flopped on the huge bunk I cried myself to sleep.

Chapter5. 

With no idea of how much time had passed I was awakened by a huge slap across my bottom inflicted by master using a leather paddle. I squealed with the pain as my eyes jerked open. Expecting to see master smiling lasciviously at me, I was surprised to see something approaching contempt in his eyes. 

"I suppose you want to know how I found you?" he said without smiling.

I nodded, fearing that I would just choke up if I tried to speak.

"Employing an investigation company we eventually worked out through CCTV footage that you were on a ship. Unfortunately the ship had departed as I hadn't realized you were missing for a couple of days and the trail had gone cold. All we knew was that the ship was eventually headed to the Middle East but not by which exact route. We lost track of you for some weeks until I got lucky. Through one of my Dom friends I heard of a slave auction to be held in the general area that the ship had been heading for. Managing to get a copy of the catalogue I was happy to find you described in the prospectus, although I was disturbed by how you were described. Unfortunately I was too late to rescue at the auction house but was able to trace you to the Princes fort. You know what happened then."

I nodded.

"I gather that you have had quite a lot of sex since you were taken? He asked.

"I was raped over and over again by the ships officers" I managed to choke out. "It was horrible."

"Liar" he snarled as he slapped my face. "When we seized the ship and had the crew arrested I recovered this disk." He threw a blue ray disk and a glossy booklet on the bed. "Look at those you little slut and we will talk again." He stormed out, slamming the door behind him while I just lay blubbering on the bed. He had never slapped my face before. Any spankings had been sexually related. 

Eventually I dried my eyes and looked through the brochure. I found a picture of myself looking my best in one of master's outfits. It must have been snapped while we were out together at some time. Another photo showed me naked apart from my shoes, probably taken on the ship. Next there was a picture of me, on my knees sucking a huge black penis. Finally there was one of me being taken from behind by yet another huge Negro. I was smiling, my eyes were shut and my little penis could be seen to be very stiff.

I was described as a well-trained, submissive pain slut who loved to deep throat and enjoys rough anal sex. I was happiest when restrained and whipped before sex. It would be perfect for any admirer of fine pale lady boys. Has been well dosed with hormones but will surely respond well if gelded. It would be suitable as a harem maid with some mild surgery, in an exotic brothel or BDSM dungeon. No wonder master was unhappy with me. By the time I had watched the disk I knew that our relationship was lost. There were hours of video showing me thrusting back against the assaults of the officers and spurting on the mattress as I came. The bliss on my face was obvious as my bottom betrayed me each time I was ravaged. Master was right. I was a little slut. I sobbed myself to sleep again.

I guess I slept through the night. The door flying open awakened me. Master stood over me looking almost satanic. Grabbing my hair he jerked me upright and slapped me hard again across each check several times. I was thrown, sobbing back onto the bed.

"Well, what have you to say?" He sat on the bed and waited.

Eventually I could speak. "Master, forgive me. I love you. My bottom betrays me. I can't help it. Once it's filled I just respond. I only got through it by pretending it was you inside me. I wish I was dead."

"You are of no use to me as a sub or a lover. You are soiled goods." He shouted. "What shall I do with you?"

"Please master, make me your maid. I'll do anything. I could work in the kitchen. Just keep me near you."

Slapping me hard again, "you tramp. I wouldn't even keep you as a toilet." He spat out. "You will be locked in here until we reach home port, by that time I will have worked out what to do with you. We will be dropping the girls off soon and then rendezvousing with a freighter to take the prince and his companion. I don't want them on board when we get home." He locked me in.

Before I could search for something to kill myself with, two stewards entered and removed any sharps and all the clothes, bedding and towels. I was left with a small hand towel. Apart from trying to shred the mattress I could think of nothing to hang myself with or slash my wrists with.

Three times each day I was fed. After breakfast a steward would enter to inject my daily hormone shot and bring a towel for my shower, which was taken away after I finished. This was my only human contact for the following week until we sailed into our familiar home harbour. I did have a selection of movies to watch. Otherwise I would have died of boredom.

As we sailed up the harbour, master entered the room. He wasn't smiling. Fearing his wrath, I curled into a ball and covered my head with my arms. Nothing happened. Eventually I peeked and saw him sitting on a chair just staring at me. Oh god; he was so beautiful. My heart was pounding and I had that familiar warm feeling in my belly.

Chapter6. 

Still frowning he spoke "I won't have you back. Although I blame myself for what happened, you are no longer the person that I thought could be my life partner." Screaming and thrashing about on the bed I became hysterical. I hadn't even thought that could have been possible.

He waited patiently until I had recovered to just a blubbering mess. "I will provide for you. I have signed over that unit we talked about you moving into. It is now yours. I have registered a nice little car for you and I will pay you a generous allowance. You will be comfortable and I hope you find a new life for yourself. In return, you must sign this agreement. It is a non-disclosure document. I want my privacy protected. You will have nothing further to do with me. I am moving my whole operation overseas so that the chances of us bumping in to each other will be minimal. Do you agree?"

At first I felt like spitting in his face. None of this was my fault, yet I was being punished. Then it dawned upon me that I had nothing. A rented flat, if I hadn't been evicted, no job and only a few thousand dollars left from what the bastard had given me after our last split. I decided to take the offer.

"Ok, I'll sign you arsehole."

"Good." He handed me the paper which I read. He called in a steward to witness my signature.

"All your possessions are in storage as your landlord had thrown them into the street. They will be delivered by the time you get home. I will leave details of an excellent shrink and a surgeon with experience with transgender people. Use them if you wish, they will not charge you." He stated in his usual controlling manner and then walked out of my life.

I was still crying when the steward returned with a towel and left me alone. I showered and found a selection of clothes laid out on the bed. As the weather looked warm outside' I chose a short summer dress in pink, matching thong and white mid heeled sandals. I didn't bother with a bra. After brushing my hair and applying some light make up I was ready to go. I found a passport, cash, credit card and my driver's licence which I placed in a small handbag. The yacht docked eventually and after a cursory customs check I was able to leave. There was no sign of Mr Arsehole Black as I climbed into a waiting limousine. Pulling up in front of my new address the driver opened my door and passed me a bundle of keys as I alighted. He left as I let myself through the security entrance. The directory had me listed as miss a Hazel with a number next to it. At least I could find my flat.

In the elevator I noticed that there was a basement car park. One of the keys in my bunch was for a car so I decided to see what he had given me. The lights in the basement car park came on automatically as I left the elevator. I pressed the remote and saw the flash of some indicators on a bright red European compact sedan with heavily tinted glass. I was very impressed until I saw the number plates which contained just two letters which spelled HO. Somehow I managed to control my tears and get to my unit which was on the top floor of the building.

I couldn't fault the unit. There were three bedrooms. The main had an ensuite bathroom while there was a main bathroom for the guests. There was a beautifully equipped kitchen, a separate laundry and an open plan living and dining area. Large windows provided a view over a pretty park. I wondered if the bastard had any more nasty surprises hidden waiting to upset me like the car had. A pile of boxes with my possessions from the other flat waited for my attention. The refrigerator was stocked with plenty of fresh food and wine. Cracking a bottle of bubbly I poured a glass and settled down on a leather couch to relax before exploring the other rooms. Soon, feeling much more relaxed I decided to explore the other rooms. The main bedroom had a walk in dressing room. In the wardrobe I discovered several dresses hanging and lots of heels on racks. The dresses and shoes were all bright red and looked a size too small. A quick look at the labels indicated that they were of the lowest quality that one might buy in a market. There was a table covered with cheap cosmetics and hair products.

I opened a drawer to discover cheap lingerie. Another drawer was full of night gowns and teddies. Every item was lurid red too small and cheap rubbish. I was glad that I had my own clothes in the boxes. The bastard was certainly sending the cheap message to me. I laughed, as he would have to do better than that to upset me. There were no other surprises until I opened a drawer in one bedside table. It was full of black dildos and vibrators of different sizes and styles. Surprisingly that did upset me. Sobbing I returned to my spot on the couch, and drained the bottle of Champaign without bothering with a glass. He was such a prick. The bubbles worked. On an empty stomach the alcohol soon had me snoozing through the middle of the day. 

I awoke, surprisingly feeling OK. Hunger drew me to the refrigerator. I soon settled down to a nice salad and some water. I needed to trim down a little. As much as I liked my womanly shape, I definitely needed a better diet and a gym membership. There was a red brief case sitting on a coffee table which I had not previously noticed. Flicking the catches and lifting the lid I discovered a lot of paper work. All pretty boring stuff related to my ownership of the apartment, bank accounts, car ownership etc. Three business cards were for the medical people that he had mentioned. There was a note from him. "The girl I thought you were was suited to pink. Fat tramps, like you are now, wear cheap red rubbish and spread their legs for black cock" was all it said. It was so infantile that I just laughed. I hadn't realized he was a racist as well as an arsehole.

Within a couple of hours all my possessions were put away. Amongst my clothes was a lot of the stuff he had supplied. Corsets, thongs and stockings and shoes all in pink were soon hanging where the red rubbish had been. They were of such high quality that I couldn't face throwing them out. One could never know when they might be needed to seduce some well hung stud. I laughed again. I really needed to lose a little weight. My first jobs tomorrow would be to buy some temporary clothes that fitted and join a gym.

Once I had fired up my laptop, he had thoughtfully provided internet access; I looked up the three health professionals. I suspected some kind of infantile embarrassing stunt. They all checked out as fine practitioners. I would contact the dentist and the surgeon in the morning. I made myself some more salad, limited myself to a couple of glasses of wine and watched a silly chick flick. My sleep was bliss until the door intercom woke me up with its incessant buzzing. At least it was daylight.




50 Shades Of Pale Pink Sissy Ch. 03



Dragging myself out of bed I pressed the button.

Chapter7. 

"Tony?" I heard a girl sob.

"Who are you?" I was brusque.

"I'm Toy. Please let me in." she sounded frantic so I buzzed her in.

She looked terrible as I let her through the door, towing a small wheeled case. Throwing her arms around my neck she clung to me. I could feel her tummy bump pushing against me. She smelled terrible. Eventually I was able to extricate myself and lead her to one of the couches and sit her down.

"Just sit there and calm down. You are safe here. I need to pee so don't move."

I bolted to the loo and gratefully drained last night's wine from my bladder. It was then that I realized that I was naked. I didn't care and laughed. Let's face it, Toy and I had some history and by the feel of her tummy we probably shared a child.

She was still crying when I returned. There was definitely a bump showing. I'd lost track of time during my ordeal but I guessed she might be maybe two or three months gone. After pouring us each a glass of juice, which I placed on the coffee table, I sat down and gave her a big cuddle, doing my best to ignore her stench.

"Tell me!" I demanded firmly. After all I was the father of her child. I nearly broke up again with that thought.

"Mistress has been arrested."

"Is this a long story?" I asked.

"It will take a little while."

"You stink. I can't stand the smell. Come with me. Shower and then we will talk."

Tearfully she sobbed "It's not my fault. Mistress sometimes likes me to be her dirty little cat."

"I don't care whose fault it is. Just shower please." She followed me dragging her little suite case into the main bathroom. 

Still naked, I made myself a coffee and planned my day. I was a list person so I soon had several numbers to ring written down, clothes, hairdresser, doctor, gym and Toy. Oh! What to do about Toy.

Half an hour passed before she reappeared, looking and smelling a lot better wearing a cute little white baby doll and matching panties.

"Sit here Toy and tell me the story. How did you find me?" I said, patting the leather cushion next to me. 

"The lawyer gave me the address. Please call me Sandra. That's my real name. Toy was just one name she used when she played her sick games. This week I was pussy and had to roll play being a dirty stray cat."

I felt like throwing up. So that was what a full on Ds scene was like.

"OK" I said. "Tell me the story."

"Last night I got a call from Mistress's lawyer. She told me that mistress had been arrested trying to meet up with some girl that she had been apparently grooming over the net. It was a sting by the child protection squad. I was told where to find some important personal paperwork and a little cash. The lawyer told me to pack a bag and get away before the cops turned up. May I stay here for a while until I sort out something else?"

"Of course you can. We need to look after the baby. What is the paperwork?"

"My birth certificate and adoption paperwork from when that bitch got hold of me."

"How old are you?"

"I'm eighteen and a half?"

"That's good. You look much younger. As long as we can show that the baby is safely in the hands of a pair of adults the authorities won't try to take it." She was smiling now that she felt safe. I was in control; this was a whole new feeling for me.

"I wish I wasn't having it. I'm too young but I guess I'm stuck with it. I'm so glad you are looking after me. Mistress has always owned me. I don't think I could cope without some direction."

"Are you looking to me for a new mistress?"

"I think so. Or maybe a master." 

"I have a lot to do today so I'll consider that while I'm out. Come with me if you wish or stay here."

"I might rest if that's alright. When do you meet up with master Black next?"

"I won't be doing that again with him. He's a prick. I'll tell you about it sometime when you have a few hours to kill. You go and rest while I shower and organize my day."

After making a couple of calls I had dental, hairdressing and medical appointments set up. The medical ones recognized my name and fitted me in. I had no problems getting a hair appointment back at my old work place.

After my shower I dressed. None of my bras fitted but at least my thongs were very stretchy. I found a white sheath with just enough stretch for me to squeeze into. It was just long enough to cover the lacy tops of my nude stay-ups. Brush hair, light makeup, subdued jewellery and killer heels and I was ready to go. My mirror told me that I looked hot. My braless state was obvious through the dress's thin fabric. We fat tramps need to show off after all. I had difficulty stopping giggling as I grabbed my bag, checked on my guest who was sound asleep and left the unit.

In the elevator I noticed a button for gymnasium. That could solve my exercise issues. Checking that out will wait for later.

Next was my hair. David did it himself. I wanted more red in my naturally auburn colouring. Red might become my new pink. Ha Ha! Very happy with the result I headed off to find the doctor.

The taxi dropped me off in the middle of the city. I soon found the rooms. Shit this bloke was a surgeon. What's this is all about? Oh well; let's find out.

Chapter8. 

As soon as I mentioned my name I became a VIP. It helps to know a rich arsehole I guess. Sipping a well-crafted coffee I flicked through a lovely fashion magazine. A gasp brought my head up. Looking up I saw a familiar face. My saviour and first boyfriend stood looking down at me. He looked incredibly hot in a dark suit. It was my turn to gasp as I felt a familiar tingle in my belly.

"Follow me Tony" he whispered. "You are beautiful."

Shit! I couldn't remember his name. We had never had proper sex. The new fat, red slut imagined him inside me. I was dribbling as he led me in to a huge office. Behind an enormous uncluttered desk sat a pretty middle aged woman. Standing she walked shook my hand and gestured that I should sit. 

"I'm Professor Blake. I specialise in sex reassignment surgery. John here is my pupil. What can we do for you?" speaking kindly.

"As you can see, I'm transgendered. I'm not sure how far to go in transforming myself, as I don't have a current partner to give me any input. Orchiectomy and breast augmentation tempt me but I don't think I want to lose my little clit just yet." I saw a little smile cross John's face.

"Getting rid of those annoying little bits may actually negate the need for breast enhancement, once you testosterone is suppressed. You seem to be doing quite a good job growing them without surgery."

I grinned as I saw a little nod from my first lover. At least I knew his name now.

"I want you to talk to a colleague who will assess whether this is the right path for you. If that's OK I'll get you an appointment tomorrow? If the psychological assessment is ok we will move on from there."

"Yes please" was my reply.

"John. Show Antoinette out. I'm sure that we will be seeing her again soon."

My inner, fat red slut wanted John a lot sooner than that. The temptation of those big dildos next to my bed was playing on my mind. If I wasn't able to get the real thing soon I could see me debasing myself getting off on a piece of rubber. Maybe I did need to talk to a shrink.

Placing his lips near to my ear, John whispered "coffee? I'm single too."

"Have dinner at my place tonight. Here is my number." Quickly I wrote on a scrap of paper torn from the receptionists pad. I left. 

My heart was fluttering as I rode the elevator down when my phone rang.

"Time and address?" he asked shyly.

I set the time and gave him the address. I was on a mission. I would own this handsome doctor before midnight.

Shopping was in order. I needed a better dress and something for Sandra to wear. I had a plan for her too. I rang a caterer. 

Dress, bras, corset and Sandra's costume bought I headed home. I was tingling all over.

Quietly I let myself into my unit. The door to Toy's (She would always be Toy to me) room was open. Glancing in I could see her rubbing one of the black vibrators from my room over her naked clit which was slick with her juices. She was panting with pleasure. 

Incensed that she had snooped in my room, I tip toed into the room, grabbed her by the front of her baby doll which ripped away from her breasts, and pulled her over my knees. The plastic toy flew across the floor. My spanks were hard but not extreme and after a few slaps, to my surprise she shattered into a massive orgasm. 

As I pushed her to the floor I felt an empowerment over take me. I knew that I had found my perfect servant, slave or maid and surrogate mother for the children I could never have.

"Bring me a drink, maid" I demanded, walking back to the leather lounge that provided the best view of the harbour from the unit.

Crawling from her room, Toy went to the kitchen and poured me a glass of Chardonnay. Delivering the drink, somehow still crawling, she then curled up on the floor at my feet.

"I am now your mistress, you little bitch. You will be my slave, servant and maid. I will treat you fairly but harshly. There will be none of that gross stuff that Jane put you through. OK?"

Her answer was to slip off my shoes and kiss my feet.

"I have a man coming to dinner. We need to prepare. Help me get ready and then you can dress yourself. I have caterers bringing the meal which you will serve. I will specify what wine we will drink."

Preparation took the next two hours. Fifi (my new name for her) helped me wash both inside and out. She was surprised at how much trouble I took with the enemas until I explained about how I had sex and that I liked to clean my man off after he had finished. Fifi laced me into my black under bust corset and attached the garters to my noir lace topped stockings before I sent her away to shower and dress in her maid's outfit. After slipping on a tight thong to keep my naughty little bits tucked out of sight, I settled down to apply my makeup. Instead of my usual subdued innocent look I went for a more dramatic effect; not full blown slut style but definitely promoting myself as a woman rather than a girl. Elegant silver hoops, matching bracelet and necklace, a splash of my best perfume and I was ready to slip into the dress.

"Fifi are you ready?" I called.

"Yes mistress I'm coming."

Her heels tapped on the timber floor as she joined me. The long red dress clung to my every curve. Strapless, it showed off my shoulders and hugged my breasts showing my nipples standing erect either side of my cleavage. A split on the left side just exposed the top of that stocking. Red pumps with deadly looking chrome heels completed the outfit. One look in the mirror told me that one young doctor was going to be stunned.

And stunned he was. Fifi buzzed him in and then greeted him at the door with a curtsey. He seemed vaguely amused as she led him into my living room. Sinuously I stood and presented my cheek for him to kiss. Once he had regained his composure, he appeared to be in shock, I received a chaste peck on my cheek. Taking a hand I led him to and sat him on the lounge.

Wanting to sit on his knee, I had to make do with sitting close to him as I asked "what can we get you to drink?"

"Just something soft please. I'm on duty at ten."

Hiding my disappointment I directed the maid to get a soft drink and a wine for me.

"So tell me about yourself since you went overseas." I asked.

He seemed uncomfortable as he quickly filled me in about his studies and eventual return to take up a place as the professor's student. There was an undercurrent that I didn't quite understand. Why did he seem so uncomfortable?

The caterers delivered the food which Fifi served.

As we ate I gave him an edited version of my life since we parted all those years ago. I left out many of the really juicy parts, but felt he was still shocked by many of my escapades. Although the food was delicious I couldn't enjoy it. I was feeling increasingly uncomfortable with John. He seemed distant when I had expected him to be all over me. Even my Chardonnay tasted tart.

Chapter9. 

As we were finishing coffee John checked his watch and announced "I must be going or I'll be late for my shift." He stood.

Doing my best to hide my disappointment while I walked him to the door I whispered "when will I see you next?"

"I'll set up an appointment with the professor as soon as we get a psych report from your appointment tomorrow. You are booked for 10 o'clock for as long as it takes. You will need to be more open with her than you have with me tonight."

"But what about us?" I was almost crying.

"I'll see you with the professor and then we'll see about us." A quick brush of his lips across my brow and he was gone. 

Without even closing the door I raced to my room, through myself on the bed and buried my crying eyes in a pillow. I wanted to die.

Sandra was patting my back and saying "there, there mistress, it will all work out somehow."

"No it won't. He hates me," blubbering. "Can you hold me?"

Lying next to me, soon we were snuggled together. Oh hell! My little clit was hardening between my legs and soon I was passionately kissing Sandra. What was I? A total slut, dress as a whore in red and black, kissing a girl when I should have been entwined with a man. As my maid was responding to me advances, lust took over from misery.

"Help me out of my dress and get yourself naked" I ordered harshly. My dress was on the floor and Sandra was naked with her little pot belly poking out within seconds. My lingerie and shoes stayed on. After finding the right sized black dildo, some lube and a little vibrator in the bed side drawer I stripped off my thong and flopped on my back across the bed.

"Serve me wench" I ordered as I passed the black toys to her. "You may excite yourself with the vibrator as you pump my bottom with the dildo and suck my clit."

Eyes closed with my knees against my chest I revelled in the feeling as the big black dong slid easily into my arse. I imagined that it was John inside me. Sandra worked her pursed lips on my tiny cock, sucking hard. I tried to push away the image of master sucking me. What is happening to me? Am I really turning into that slut that Master called me. I could hear the vibrator humming at Sandra's pussy. The dildo was massaging my prostate and my tiny clit dribbled continuously into the girl's hungry mouth. Finally the dam burst and I squirted onto her tongue. Meanwhile, although the vibrator hummed, her pussy dribbled juice and she panted, climax seemed to elude her.

"Please spank me, Mistress. I can't cum without it." Pleading!

Once the dong was out of me and I had calmed down, I sat up and dropped my still stocking covered legs over the bed side until my stilettos hit the floor. Sandra flopped over my knees, holding the vibrator against her dripping cunt lips. Only a couple of hard slaps had her screaming out her orgasm. This didn't stop me from continuing the spanking until my hand was sore and she was begging for mercy. Inflicting the pain on the poor girl washed away some of my pain. Pushing her onto the floor I felt like kicking her, as if that would rip away all my pain. Such sick thoughts revolted me. I almost bolted to the bathroom to throw up. Instead I just burst into tears.

"What have I done? How did I drive him away?" a rhetorical question that Sandra answered any way as she sat next to me with an arm around my shoulder.

"I think you scared him with the up market escort look. He was expecting the innocent girl he knew and loved all those years ago. From my point of view it looked like all you wanted was his cock in your bottom as quick as possible. You may not have lost him completely. Perhaps the shrink can help you tomorrow."

Chapter10.

She was right. Thinking back over the last few hours I could see a change in my mindset. Even my language had changed. Dong, arse, cunt and cock weren't normal words for me. They were slut words. I really had to get my act together. Sandra was right, hopefully the psych could help me get myself back together. 

"Well, aren't you a cute little boy?" she said as I walked into the office. I was wearing a white short flared skirt over nude stockings, matching bra, thong and garter belt. My shoes were sensible three inch heeled sandals and my makeup, hair and jewellery was conservative. 

Bursting into tears I blubbered "I don't know what I am but I've never been a boy." I just stood there shaking.

Standing the bitch approached me with a tissue and led me to a couch saying "There, there, dear have a seat and we will talk. I think we will accept that you should be a girl and by your look I think you are almost there." I calmed down slowly.

"I will recommend that you receive whatever surgery you please to achieve what you want. Now we need to get on to some other matters. I want you to tell me truthfully of your life since John left for Europe all those years ago."

"Have you been talking to him? Why do you want to know this? Some of it is hard for me to tell. It was horrible."

"John is worried about you. I think letting go will help you."

So with lots of sobs and tissues I told her the whole story. It took ages but I did feel better to let it out.

"You feel like a slut because your master called you that. Just because you like sex doesn't make you a slut. I can help you with this but it might take time. First step is to dress like you have today. Sexy but understated. I'm sure you feel better with that look anyway."

She was right. I did prefer this style.

We talked for ages and I felt better and better. Finally I was told that I had another appointment for the following day with the professor at ten AM. With a much improved perspective of the whole situation I left the office.

Back at the unit I found Sandra still in her baby doll watching rubbish on the television. The spanking that I gave her only lasted until she appeared to be about to cum. I stopped and sent her off to shower and dress to go shopping. She sulked as she wandered off to the bathroom while I wrote a grocery list for her to fill. 

Chapter11. 

When she returned she was wearing a light yellow dress which almost hid her condition and some mid heeled sandals. I handed her the note, cash and told her that the little supermarket was only a block away. She seemed confused and just stood there.

"What's the matter?" I asked.

"I've never shopped." She whispered.

Grabbing my purse I took her hand and led her out of the unit. "Time you learned. It's one of the things maids do." My planned gym session would have to wait.

Food shopping done, with it to be delivered in two hours and a maid who now understood how it worked we ambled home only pausing at an upmarket lingerie shop to treat ourselves to a new baby doll for Sandra and a sexy teddy for myself. 

"Can you cook?" said as I locked the door.

"No Mistress" shuffling her feet and looking down.

"Clean?"

"No Mistress."

"I'll teach you. And will let you cum when you do it well. Fail to learn and I'll put you on orgasm denial until you do. Go and turn into Fifi." This was a fun game. I wasn't really planning to be cruel. She was carrying my child after all. I had better find a doctor for her as soon as possible. The professor should be able to suggest someone. 

Soon she was back looking like a maid. "Dust all the furniture and shelves and then vacuum the floors. I'll check your work when I have been to the gym." After showing her where the equipment was kept, I quickly changed into tiny shorts, singlet and trainers and headed to the gym floor where I really gave myself a work out. 

On my hot and sweaty return I found Fifi hard at it with the vacuum cleaner. She seemed to have the hang of it so I poured a tall glass of iced water and perched on a stool tingling all over from the workout to watch. Just as I was contemplating having a bath she finished. I checked for dust and was so happy with her work that I directed her to put the cleaner away but to keep the feather duster. Taking the duster I had her remove her frilly panties and bend over a kitchen bench.




50 Shades Of Pale Pink Sissy Ch. 03



"You may play with yourself for a little while before I dust up your naughty little bottom."

She was wet and panting very quickly and begging for the duster with its whippy cane handle. Obligingly I gave her a mild thrashing which had her screaming with release with only ten moderate cracks of the cane. Being a sub myself I understood how this worked. Promising myself to get some proper equipment rather than improvising, I gave her a couple of gratuitous swipes. Thanking me she was smiling and crying at the same time as she pulled up her panties.

"I will call you shortly to bathe me. " I headed for the bathroom.

After cleansing the inner woman I was ready for my bath.

"Fifi! Get that pretty little arse in here and wash me. Bring wine."

The wine was delicious as I sat naked and watched the maid draw a bath for me. Soon I was luxuriating in the warm water, sipping away while the girl sponged me down. This was true decadence. Bath over I rinsed off under the shower and had the girl dry me with a huge fluffy towel before I sent her away for more wine while I slipped into a short skirt and tank top in my favourite pale pink.

"Ok, let's put a feed together."

Starting simply I taught her how to boil noodles and create a Bolognaise to go with them. I made it clear to Fifi that she must remember each dish she learned, as I would punish her if she didn't get it right. I suggested that she create a recipe book for herself. Of course punishment was going to be orgasm denial by my refusal to spank or cane her. After dinner she cleaned up the kitchen while I lounged around watching a couple of music DVDs.

Feeling exhausted, I finally dragged myself off to bed warning the maid to be up bright and early to help me prepare for my interview and learn how to scramble eggs and toast.

Chapter12.

My heels clacked along the footpath as I made my way to the doctor. My dress was white and light weight, hugging my body tightly and just covering my skin toned stocking tops. My makeup and hair was very girly. I hoped John would be there and didn't want to scare him again. Fifi was under orders to read some cookery books and come up with a dinner plan.

Ushered into the consulting room, I was greeted by the professor with a hand shake.

"Welcome young lady. Please sit." She kindly said. "I have reviewed the interview with the psych and I'm sure that you are a suitable SRS candidate. I will need to examine you, so if you will slip through that door and undress I will be with you shortly. Just call out when you are ready."

In the exam room was a chair and an exam table. I stripped, leaving my clothes carefully folded on the chair. I slipped into a light robe and called out that I was ready.

The doctor entered and asked me to lie on the table and to spread the robe. After examining my breasts she moved on to my little bits. 

"You are quite tiny aren't you? May I call john in for an opinion?" After I nodded, she opened the door and let him in. "What do you think John?"

"Orchiectomy but that's all. There isn't enough to make a viable vagina from. All there could be would be a tiny opening that couldn't be used except to urinate out of. That combined with loss of sensual release, would lead me to recommend leaving the penis alone."

"I understand. Let's do it soon" I jumped in quickly. This was pretty much what I wanted; I just wanted to get dressed. They left the room.

Dressed I entered the consult room. They were each seated and consulting over another case. I sat.

"We can fit you in next week but it's up to you." She said.

"Schedule it and let me know."

We talked about details and recovery times before John showed me out. It was just 11.30.

"Lunch in the park in half an hour? I'll bring a picnic. We need to talk" John whispered as he showed me out. I nodded and headed to the elevator.

From my spot on a bench I could see him striding across the grass. He really was a handsome man. I tingled down deep with pleasure, watching him spread a rug on the grass and beckon me over. He was opening a couple of salads packed in plastic containers as I sat. Pop was the noise as he uncorked some bubbles and poured a plastic glass each.

"Cheers" he saluted. "Eat and then tell me the story. The whole story this time."

By the time I finished I was sobbing, but managed to get through it. Would he dump me? Where was all this going?

Taking both my hands in his he spoke "thank you. Now I understand."

"Why did you run the other night?" I asked.

"You scared me. I like this pale innocent look you are in today. The other night you looked like a predator. That slut look doesn't suit you at all. I want the little girl I saved from the bullies at school. What is the plan with the girl and the baby?"

"I don't think she will want to keep it. If not I'll just have to be mother and father to it. Sandra will look for a strong dominant man to look after her. I understand how she feels as I need the same thing." I answered.

"Come away with me for a couple of days. I want you to meet some people. Dress to impress or I might have to spank you. I'll pick you up at 9.00 in the morning" he grinned lasciviously and gently kissed my forehead.

My whole body tingled as I wandered in a daze back to the unit. I needed to make sure that Sandra would be able to cope for the two days without me.

Chapter13.

Out of bed early I was clean, groomed, dressed and packed for my little break. I had sorted everything out for Sandra. The time dragged until the door buzzed at 9.00 which had me rushing to the elevator towing my little bag. I wanted to throw myself at him but restrained myself. After a brush of his lips I was led outside to his waiting car. He opened the door for me and after closing it threw my bag in the back and we were off.

He looked across at me as we waited at some lights and smiled. "I like that dress. White suits you. Always wear white or pale pink unless I request otherwise" he smirked.

I was wearing a short flouncy sundress with spaghetti straps in white. It was figure hugging to the waist with a skirt that flared and floated while I walked. Sitting it showed a hint of my nude stocking tops but not my garters. My sheer bra allowed a little hint of nipple while my matching thong hid my little secrets. Of course I wore three inch stiletto sandals.

"Will you punish me if I don't dress the way you like?" I asked coquettishly.

"Certainly, but I'm sure you will find easier ways to invite a spanking than by really getting me mad."

I'm tingling from head to foot. Where is he taking me? Will he bed me? I hope so. I have everything I need to make him happy in my little bag. After some freeway driving we were soon traveling along a quiet country road.

"Where are we going today?"

"Secret place. Don't worry that pretty little head. All will be revealed soon." 

He swung the car carefully through a wide gateway in a stone wall. The drive meandered for a mile or so through fields and woods until I sighted a large white Victorian mansion. John tooted the horn and, by the time we reached the building a middle aged couple waited to greet us.

Turning to him for an explanation I saw his mischievous grin. "My parents wanted to meet you. Actually mum would have liked to meet you way back when we were at school. Dad has been a little slower to accept my sexual preferences, but he's all good with it now." 

I was blushing but happy as he helped me out of the car and introduced me to them. I felt very welcome as we sat and chatted over a lovely lunch. While the parents relaxed we walked hand in hand through the lovely garden.

"You know how much I like you in white." He asked. "I wonder how you would look in a wedding dress."

Gasping, heart beating; I was stunned as he said "Marry me."

In answer I threw myself into his embrace. Our kiss was long and delicious. The ring he offered was stunning.

"When?"

"Oh mum will want a huge affair so not for a few months. We need to fix those little problems that you are carrying around first. I guess I could be dad for that little baby if the mum doesn't want it."

Taking my hand he led one deliriously happy little sissy back to break the news to mum and dad.

"I hope you aren't going to expect abstinence before we get married" I teased as we meandered back to the house.

"Have no fear of that. We'll share a bed tonight, so expect to be ravished. I've lusted after that bottom of yours for a long time."

Licking my lips, I put on my best lewd face.

Chapter14.

My excuse for heading to bed early was that I felt like a bath before retiring. I'd whispered to John that he should give me at least an hour to be ready for him. He was sitting on a veranda enjoying a cigar and port with his dad while his mum watched an old movie on the television.

The hour was spent making sure I was squeaky clean, shaved with perfect makeup and hair. My outfit was such that I may as well have been naked. A micro thong barely contained my little boy bits. It was see through chiffon as was my pink peignoir. With nothing to hide from john so I decided to show it off. Pretty pink sandals complemented the outfit, shaping my legs and slimming my developing voluptuous look.

When my lover walked in I was lounging on the bed flicking through a fashion magazine. Soon it would be wedding books. The look on his face was priceless, a mixture of shock and lust.

"Get off the bed and stand in the corner facing the wall" he ordered. Oh this is different I thought as I slipped off the bed and went to the corner.

"You have been naughty, so I'll have to punish you. Do you know what this is for?" he spoke sternly.

"No sir" I answered meekly. My little thing was leaking juice with anticipation and I had to force myself to breath.

"Come here you little minx!" still speaking sternly. 

Turning, I found him sitting on the edge of the bed.

"Across my knee, girl" he said.

Eagerly I positioned myself over his knees.

"This is for wearing that slutty outfit. How many do you think you deserve for that?"

"Six sir?" I whispered.

He laughed. "I think twelve would be more like it." Oh goody I thought.

Flipping the back of my peignoir up he started with a gentle slap on my virtually naked bottom. Each spank was harder than the one before. By six I was crying and by twelve I was begging for mercy, but so turned on that I almost spurted on his legs.

Easing me off his knees I ended up kneeling on the floor in front of him.

"Compose yourself, dry your eyes and fix that make up. You may then undress me" still in a stern voice. 

He was still sitting when I returned from the bathroom. My body was tingling from head to bottom. On my knees in front of him I untied his shoes and slipped them off followed by his socks. Reaching up I undid his shirt buttons and slipped it off him. Being so close I could smell his masculinity oozing from him. I undid his belt and slid down his zipper before he stood to allow me to slide his trousers and boxers down his muscular legs. Picking up all his clothes I folded them neatly and placed them on a chair. As I crawled back to him I saw his beautiful penis partly erect. It was larger than I remembered from our school days. My mouth watered in anticipation. Leaning forward between his legs I pushed my lips towards the smooth head and took him into my hungry mouth. Slowly I sucked and ran my tongue over the opening lusting for the taste of his juice. He grew and hardened from my efforts. I slid myself over his now erect cock and took him deep into my throat. Bobbing my head back and forth I wondered if he would cum in my mouth or save it for my needy tingling bottom.

Grunting, he pushed me off him and soon had me on my back on the bed. My shredded thong flew across the room, he was impatient. My ankles were on his shoulders as pressure built against my little rose bud. Relax those muscles and push out, I thought. Pop and the bulbous head was inside me. He paused before starting the relentless drive into my welcoming hole. Oh! That felt so good. I was buzzing with pleasure as he slid back and forth in my core. Changing rhythm he would pull back until the bulb was almost out then use short strokes for a moment, tormenting my little pleasure spot. I was dribbling onto my tummy as he did this before driving deep again for a few strokes. Alternating this way was driving me over the edge. I wanted both the deep thrust of his possession and the gentle massage of my little boy spot. Just as I was ready to release I felt him pull back and with a gasp he emptied his seed into me. Pushed over the cliff I came with him, with a moan of pleasure.

Chapter15.

My life was perfect. I have a new master and lover, about to be my husband. My wedding dress is perfect, as I look at my image in the mirror. The limo will be here soon to take me to my future, when my phone rings.

"So you are going for second best are you?" My old master chuckled.

Shocked, I hung up and turned off the phone. Why was my tummy tingling?



50 Shades Of Pale Pink Sissy



Sir introduces me to Mistress Jane and Master John. "This is my new friend Antoinette". Both of them stare at me in disbelief. They both seemed to recover as the maid brings two glasses of Champaign for Sir and me. The other two are not introduced. "My beautiful young friend currently works for me" Sir says "I am thinking of upgrading her position to keep her closer to me". My heart skips at the thought of this. I wonder what he means by that. "Tonight she will have the chance to change her life". He added. 

Sir stands in front of me and dips a finger into my glass. Pulling it from the glass he places it to my lips. Involuntarily my lips parted and I suckle on the finger. Oh! What is happening to me I think? Sir smiles and repeats the exercise. My response is the same. My inner girl swoons. Hell! This is the sexiest feeling I have ever had. I can feel a little dampness between my thighs as my hated boy bit dribbled a little. The others looked on engrossed.

The maid appears and announces that dinner is served. Sir takes my hand and leads us all too the dining room. This is another huge room with a long banquet table that would easily seat forty. Four places are set at one end of the table. Sir places me on his left while the other two sit to his right. The two youngsters kneel behind their respective owners. I have worked this out somehow. Is this what Sir wants from me I wonder? I feel quite small sitting with these three tall people. We are served oysters natural. I love oysters and at sirs nod I pour one off the shell into my mouth loving the way it slips down my throat. Sir smiles and seems pleased with me as he starts on his food. We enjoy a fine Semillon with it. My inner bimbo is happy that I am pleasing him. When each of the other owners has one oyster left they tip it onto the floor where their respective "friends" slurp them up and swallowed them, licking the floor clean afterwards. Is this what I have to look forward to I wonder.

Main course of rare fillet steak, with a few vegetables is served. This is another of my favourite dishes, which made my mouth water. As mine is served the maid takes my steak knife away. What does this mean I wondered? Shiraz is served with this course. Master reaches over and slices up my meat for me which I then eat with a fork. I wonder what this was all about but the inner bimbo doesn't care. With desert of crème caramel we drink a fine botrytis wine. I am even allowed to eat it unassisted. 

Sir suggests that his guests might like coffee in the play room. They both agree and take their little toys with them leaving us alone. 

Sir stood, takes my hand and leads me to a chaise in front of a large fire place. He sits, pulls me onto his lap and wraps his arm around me. My body and the bimbo go ballistic. Clasping the back of my head he turns me towards him and kisses me. My mouth opens and hungrily responds to his tongue. I'm prepared to do anything at this point to stay with this man. I can feel his erection pushing against my leg. This man wants me!

"Sir" I ask "what is the play room?"

"It is a room where a dominant like me can play with his submissive partner and enjoy providing pain and pleasure to the sub and just pleasure to myself. Imagine a medieval dungeon with lots of toys and you will get the idea. Depending upon your answer, you may get to see it later this evening" Is his answer. I gasp at the thought and wonder if this was really what I want. Once again I am conflicted over my feelings about this beautiful and powerful man. 

"Before we get into that, I need to find out a lot more about you. Then you will need to know what I'm offering you for you to join my life style" he smiles. "Tell me about your past sexual experiences".

I begin my story about my early days. 

I recount my happy times at home with mum and my big sister allowing me to be a girl whenever I wanted. I never met my dad as he had died when I was quite young. My early school days went pretty smoothly even while I had to pretend to be a boy. There was some bullying but I usually got away with just a few bruises. Now we move onto my high school time.

I started at the local high school when I was twelve. Most of my class were a little older and had reached puberty. I was hopeless at sport and kept to myself until a few of the more adventurous girls adopted me. I found that I could talk to them even if they did tease me about my femininity. Some of the boys used to pick on me and I often got roughed up. The girls soon put a stop to that. They made it clear to the jocks from our year that all sexual favours would be withdrawn unless little sissy me was protected. The boys hated this but I was left alone because they wanted their feel ups of the girls and the occasional hand job. I actually got more than they did because a couple of the girls made me give them oral pleasure as payback for their protection. I didn't mind the taste and spent the time between their legs wishing that I had what they had between my legs.

I managed to get through to the end of year ten almost unscathed. Unfortunately mum fell for a new bloke who moved in and decided that I needed some serious schooling to cure my sissy ways. He also liked to spank me over his knee. I'm sure he came in his pants every time he swatted my bare bottom. He was a real prick and had heaps of money.

In year eleven I was sent to private school as a day pupil. I had reached puberty and my little breasts had developed. It wasn't long before they were noticed by the nasty bastards at the school. The school only ever used surnames so I was known as Hazel. I was teased and slapped around so much that I contemplated suicide. One day three frustrated borders grabbed me after last class and talked about how hard they were going to beat me. I offered to do anything they asked if they wouldn't beat me. Their eyes lit up. They had a plan. As they led me to an abandoned caretaker's house on the school grounds one of them said "at last we have a new fag to look after us".

I was dragged into the house and made to strip. They all laughed and commented that I looked as good as any girl. One of them went to another room and reappeared with a pink baby doll and matching panties. They stank of stale sweat and were soiled with dry semen. As I slipped them on he threw a pair of old white mid heeled pumps. They were a size to small but I managed to squeeze into them. A cheap blond wig and some bright red lipstick completed the look they demanded. I think they thought that if I looked like a girl they couldn't be queer when they used me. I hoped that they didn't want to rape my bottom.

One of them flopped into a lounge chair and pulled his member from his pants while the others forced me onto my knees in front of him. "Suck bitch" I was told. Shyly I licked the tip and tasted a dribble of juice that oozed from the hole. I tried to ignore the stench of sweat and piss coming from his under pants. My head was grabbed and my mouth was forced over the shaft and down until I gagged. They let me set my own pace after that. His breathing rate increased and soon he exploded into my throat. I swallowed and almost vomited. Another one replaced him and as soon as he was satisfied I serviced the last of them. I was left lying on the floor as they left, vowing to repeat the exercise as soon as soon as they could.

I lay on the filthy floor for a long time and just sobbed. Eventually I roused myself and carried my school clothes to the other room which turned out to be a bedroom. There was also a small bathroom and laundry off the main room. I stripped off the girls clothes and dressed myself. Fortunately there were some tissues in the room and I was able to clean the lipstick off. I sat on the bed and contemplated my options as I had calmed a little. I could refuse to comply with their evil demands and get beaten up regularly. Suicide was an option which I dismissed. Complying with their wishes seemed my only option. Girls had told me that they gave head and enjoyed the power that they felt when they did it. I don't think my situation was going to empower me but at least I could pretend to myself that I was doing a girly thing. In the laundry I found some washing powder. I hand washed the filthy baby doll and panties. If I had to wear them I at least wanted them clean. Hanging them over a towel rail to dry I scurried outside, collected my school bag and ran home which was a few blocks away. Fortunately mum and the horrible boy friend were both at work so I was able to sneak in and have a long hot shower to wash away the filth from the floor. Nothing would wash away the filth I felt inside. I had dreamed of sex with boys and those dreams were nothing like the reality of the oral rape I had just endured.

The nasty trio forced me to meet them at the cottage most days for a couple of weeks. The routine was pretty much the same every time. I tried really hard to be a good girl for them and they were a little less rough with me, although I was often thrown over the knee for a good spanking if they thought I was not trying. One day they discussed raping my bottom. I was terrified. In the end they decided not to do it as only gays did that sort of thing. I was very relieved to be spared the pain and indignity of that. I laughed inside at the thought that they could justify oral sex with me as not gay. Soon they demanded that I service them on a Saturday. I was forced to clean the cottage in between the rapes which each managed to do twice during the day. They finally left me at about three PM.

I limped home as my feet were sore from wearing the tight heels all day while I swept, mopped and dusted. At least on Sunday my mouth and feet got a rest. Monday arrived and once again I was ordered to be dressed and waiting in the cottage. As soon as the last bell rang I raced to the cottage and prepared for the afternoon onslaught. Just as I wrapped my lips around the first bully the door crashed open. Standing there was one of the prefects. He was a tall year twelve student who I had always found very attractive. I squealed and bolted to the bedroom. I heard the prefect tell the others to meet him in the prefect's room at eight the following morning for a little chat. They scurried out the door. He found me curled up on the bed sobbing. Gently he sat next to me making soothing sounds and patting my shoulder. When I turned to look at him he realized who I was. He had thought I was a real girl in the brief time he saw me on my knees.

"Explain yourself" he ordered. So I told him the whole sordid tale weeping the whole time. He assured me that he would solve the problem and that there would be no more bullying from any one at the school. He promised to be my protector. I threw my arms around his neck in relief. Surprisingly he held me tight for a few minutes and then lightly kissed my forehead and went to the main room while I dressed. "I would like to see more of you if you'll let me" he said. My heart skipped as he assured me that he would be nice to me and not force me to do anything that I didn't enjoy. Wow! I might have a boyfriend. I soon found out that he was gay but wanted to keep it quiet. So started a lovely affair that lasted until the end of that year when he left the school. I used to dress for him at his place as his parents were overseas. I eagerly pleased him with my lips and he found ways to satisfy me without invading my bottom with any more than his longest finger.

The rest of the year passed without any harassment. I don't know how he did it but he solved all my bully problems. During the Christmas break Mums boyfriend left her so I begged and cried not to return to that awful school.

She eventually relented and I was able to team up with my protective girl friends at the local high school for my final year. I had cried for days when my boy friend went overseas to join his parents and go to university. Mum was very understanding and helped me with all my girly needs. I grew my hair long and was able to style it as a girl on the weekend. I soon discovered how passable I was when mum and I went shopping with me dressed up. I was able to buy all sorts of lovely lingerie, shoes and dresses.

I passed my final year and got an apprenticeship with a local gay hairdresser who allowed me to be the girl I was at work. I studied hard at college passing every year with ease. I did other short courses in makeup and cooking. I was in demand at the salon with most of the customers. Once I was qualified I picked up the job at "Pink" and found a flat in the heart of the gay district. 

Sir and I sat at either end of a leather lounge sipping bubbly while I told him my life story. He watched me intently throughout the story telling. He told me to wait while he collected something. Returning with a small wooden case, he placed it nearby on the floor. Taking my hands he stood me up, turned me around and gently pushed me gently onto my knees facing the lounge. By applying pressure on my back I was made to lie with my chest on the lounge. My heart was pounding and my tummy fluttered with anticipation at what might happen next. Was I to be spanked, loved or what. 

I heard some rattling as he pulled something out of the box. He pushed the hem of my skirt over my bottom and pulled my thong aside exposing my nice clean hole. "Do not move an inch" he whispered I heard a noise like rubber being stretched and then felt some thing smooth and oily being massaged around my rim. Soon I realized that he was easing a gloved finger inside me. I gasped with pleasure as it was forced to its full length inside me. He pulled it almost all out then forced a second digit in next to it. I cried out as it was too much and started to hurt. He removed the second finger and proceeded to pump his finger back and forth. I was in heaven and my little boy bit dribbled juice into my panty gusset. I knew then that I would say yes to anything this beautiful man asked. I wriggled my bottom in response to his ministrations. He slapped me hard across by bottom and removed the finger. I gasped and whispered "Oh no please don't stop". "You moved when I told you not to" he hissed. "You must obey me". He pulled my thong into place and pulled my hem back down. I was crying inside at the loss of his finger ministrations. Taking me by the shoulders he lifted me up and placed me back onto the lounge.

Gazing into his eyes I whispered "yes". He looked at me quizzically. "Yes to what? He asked. "Yes to anything and everything you want from me or to do to me" was my answer. His eyes sparkled as he smiled. "Oh I'm so going to enjoy my little Sub, Miss Hazel". He then proceeded to explain what he expected from me and what he would provide in return.

I was to be his weekend companion and would be designated as his personal assistant on the payroll. I could work at the salon from Tuesday to Friday midday if I wished. Friday afternoon was for preparation of my self for the weekend. Monday was to recover from the weekend activities. I would have a clothing allowance and, if I wished he would move me into a fully furnished unit near work after a trial period. He asked if I had a drivers licence. I did but had no car. I would receive a nice little company car to get to and from his house and to go shopping. 

In return I would be his submissive. He would dominate me in every way from Friday evening until he let me go on Monday morning. I would be expected to endure restraints, any form of intercourse that Sir desired, corporal punishment, sex toys and body modifications as agreed by the Dominant and the submissive. I will wear clothing of a style that excited my Dom and will always present myself in a clean and stylish manner. Other conditions may be imposed at any time by mutual agreement. Either party could back out of the agreement at any time.

"Do you accept these conditions?"

I pitched forward onto the floor and on my knees I crawled in front of him. Placing my forehead on the carpet I replied "yes Master, in every way". Standing he leaned down, pulled me to my feet and then into his lap. "You will make me very happy" he said. I knew that I was already happier than I had ever been.

"If I was to provide body modifications where would we start?" he asked. I looked down shyly and touched my breasts. "How big would you like?" You choose Master". He reached between my thighs and cupped my sex. "What about these?" whatever pleases Master" was my response. "I might have you castrated but your Boy clit must remain. I want you for your ambiguity and your beauty. I cannot relate to a true girl which is what you would be without it. That was why our guests were so surprised to see you with me. They have never seen me with anyone who wasn't obviously an effeminate male. To see me with you was a shock as they believe that you are a genetic girl. Mistress Jane wanted to buy you and she only likes girls". I blushed and was so pleased with this assessment that I hugged master. He didn't seem to mind.

The doms and subs reappeared from the hall. The two doms had huge grins while the subs were sobbing quietly. Their make up was ruined and they walked very carefully as if in pain. They took their leave and Master escorted them to the door. Ah I thought, alone at last.

Master returned. Taking my hand he said "come this way so I can enjoy you. I want to make you cum. My legs nearly buckled and my heart flew. On shaky legs I followed him down stairs to the play room. It was a large room decorated in red with black trim. The lighting was subdued. I could see various devices that I didn't understand around the room. There were racks of whips and canes mounted on the wall. Master quickly slipped my straps off my shoulders and peeled the dress off me. His eyes sparkled with lust as did mine.

I was led to a leather topped narrow bench. Master quickly lifted me onto the bench securing my wrists by leather cuffs so that they were pulled down towards the floor on either side of the bench. Leather straps were secured over my tummy and neck. My knees were pulled back onto my chest with cuffs and chains attached just above my knees. A spreader bar pushed my knees apart. I was totally exposed. Suddenly my head tilted backwards as the end of the bench was lowered. I was now looking at the far wall upside down. I felt my thong being pulled aside and then a lubricated probe a little larger than Masters' finger invading my bottom. My nipples suddenly exploded in pain as some type of clamps were snapped onto them. I was distracted from the pain by the tip of master's cock rubbing across my lips. I opened my lips and ran my tongue over head savouring the taste of his pre emission. Hungrily my lips enveloped the tip and I started to suck. I felt a gentle tingle inside me as the probe started to pulse. My whole body was humming. Master slowly pushed into me until I nearly gagged then pulled back. He was very gentle as he gradually pushed my limits further and further. All the while the buzzing in my bottom gradually increased. My little boy thing dribbled happily into my gusset. Eventually Master passed my gag limit and entered my throat. Wow! I could really do it I thought as my throat was invaded. Masters pace picked up as did the vibration happening in side my bottom. I could feel my climax building and hear Masters rasping breath. Suddenly multiple senses were assaulted at once. Master pulled back into my mouth, my nipples exploded again as the clamps were ripped off and the blood flowed back, my clitty pulsed as I came and master filled my mouth with his seed which I swallowed hungrily. Once he was spent master slid out of me, lifted my head rest to horizontal so I could look around and left me alone while I calmed down. He gently massaged my breasts and then my bottom and said "well done, I'm pleased with my little subs performance". "Over the next weeks we must gradually stretch your tight little ring so that I may make you truly mine". I couldn't speak as my emotions welled inside my throat. I realized that I was falling for this man in the strongest possible way. I just tried to nod meekly and smile. 




50 Shades Of Pale Pink Sissy



The probe was removed from my bottom when Master showed it to me I could see that it was a slim cylinder protruding from a larger cylinder. Master explained that the larger cylinder contained a vibrator which was remotely controlled by Master who had increased the intensity synchronised with his own level of excitement. Undoing all my restraints and removing my thong he left me lying there while he fetched a strange looking black object. It was another cylinder a little wider than the probe. One end was rounded and the other had a flat plate about twice the diameter of the cylinder. It had a very light chain attached. Master had me raise my knees to expose myself and slid the tube inside me. It was a little uncomfortable as it stretched me. Master ran one chain under me and another over my sex to my tummy. Through a cleaver series of rings and a clip he secured the two chains together to form a snug belt at my waist. I realized that the chain would stop the thing slipping out of me and the plate would stop it disappearing inside me. "Once that becomes comfortable in a day or so you will move up to a larger size. This will continue until I think I can just fit into you" whispered Master and smiled wickedly. 

"Have you ever read "The Story of O?" he asks. I shake my head as I'm still speechless. "I will give you a copy. Your homework is to read it during the week. I will test your knowledge of the book next weekend. A one hundred percent pass mark will be set." Wow; I wonder what this is all about. I only read romances by Hardy and Austin etc.

Helping me off the bench he throws my dress to me. I slither into it. Without my panties I am showing off my little thing through the thin material. I go looking for the thong. "Leave it there. The maid will lick it clean and then wash it for you. I should take you out clubbing looking just as you are". "Oh no" I cry. Master grabs me, throws me over the bench and smacks me really hard several times. I'm a sobbing mess by the time he finishes. "DON'T EVER SAY NO TO ME ANTOINETTE, UNLESS YOU WANT ME TO THROW YOU OUT". I nod through my tears as I can't speak.

Master leads me up to the ground floor and shows me around his sumptuous mansion. The opulence amazes me as we move from room to room. Next he takes my tho the first floor where he shows me his massive bedroom suite. I imagine myself curled in his arms in the monster bed. "Don't get any ideas about sleeping here. I don't do vanilla romantic stuff" he states. Next I'm led to another bedroom. The décor is pink with French styled furniture. The bed is a massive four poster with canopy which has mirrors. There are eye bolts screwed into each post. I imagine I know what they are for. I explore the room and its comfortable furnishings noticing that every lounge and chair has restraining points included. Walking into the bathroom I find a corner spa, oversize shower, toilet and vanity. There is a shelf with soap, toothpaste shampoo etc. I feel like I'm in a five star hotel except they don't usually supply an enema kit and comprehensive hair dressing equipment. Everything is beautiful. There is a dressing room with built in robes down each side. At the far end is a dressing table covered in everything a girl would need to make herself smell and look perfect. I look in the drawers and find jewellery boxes overflowing with ear rings, necklaces and bracelets. I am speechless. Opening one robe I find at least twenty gorgeous dresses in every style imaginable. They are either full length evening gowns or very short and sexy. Satin and silk seems to dominate as does white and pink. I open the other robe and find hangers with various styles of corsets hanging next to beautiful night gowns both long and short. There are shelves of shoes, none of which has a heel shorter than four inches (most are higher). I open a drawer to find it full of sexy bras. The next one is full of panties. The next has packets of hosiery. There are camisoles and miniskirts in other drawers. I don't find any shorts or pants.

Wandering back to the bed room with a huge smile on my face I find master sitting on the bed grinning at me. I drop to the floor in front of him, place my forehead on the floor and thank him. "You will sleep here during your visits. If we have sex anywhere other than the play room it will be in here. Take off your dress and slowly turn for me". I stand and comply, dropping the dress and slowly revolving for his eyes. "You are magnificent and I love your pink bottom, Stop turning" my face and neck flush to the same colour as I'm sure my bottom is. I am facing away from him and I can feel his breath on my neck. Grabbing my hands he pulls them behind me and binds my wrists together with rope. I am turned around and forced to my knees. He flops back onto the bed and frees his flaccid member from his pants. I shuffle forward on my knees as I know what is required. Hungrily I engulf his beautiful dick. I'm soon lost in my own world concentrating on pleasuring the man who owns me. All too soon he climaxes and I lustfully swallow every drop. My little thing has gone quite stiff. After untying my wrists Master orders me to lie on my back and to stroke myself to climax. I do so just using thumb and forefinger as I'm so small. Eventually I shoot some drops onto my belly. He tells me to scoop it up and eat it which I do. I far preferred our playroom sex even with the pain as it felt like we were doing it together rather than individually as we just had.

"Go to bed. Maid will wake you in the morning with instructions". He walked out of the room.

I pee, shower and brush. In the dressing room I find a white lacy teddy which exposes more than it hides. It fits me perfectly. Returning to my bed I find a book on the bed. It is the book Master had told me to read. Although tired, I decide to have a peek at what is inside. Within minutes I am captivated by the subjugation of this beautiful woman to the position of object. She is just three holes to be used by men. I soon wish I was her. Tiredness brought about by the biggest day of my life defeats me. I put the book aside, douse the light and snuggle into bed. All too soon, it seems, I am awoken gently by maid shaking my shoulder. "Prepare yourself for master. He would like you in the dining room in half an hour dressed as you are but with some shoes on. You needn't shower just yet, but do your hair and make up." I'm told.

I pee, brush my teeth and spray a little perfume on. Sitting at my dressing table I brush my hair and do my best over the top make job. I decide that some jewellery is in order so I soon have dangly earrings, necklace and bracelet on. Selecting some high, white sandals I check my self in a full length mirror. I see a hot looking woman staring back at me. I don't like my little thing making a tiny bump in the material but I'll just have to live with that. 

My heels clatter on the timber floor and the stairs as I make my way to see my Master. He is sitting at the head of the table and there is a place setting to his left. I stand at his side waiting for instructions while he inspects me. I twirl around for him as I know he likes to check all of me. He smiles and points to the chair at his side. I sit and he leans over and chastely kisses my cheek. I gasp and blush at such tenderness. Maid appears and places a plate of mixed, peeled fruit in front of me. I pick up a whole banana and slowly nibble my way down its length, looking at Master with my eyes twinkling. Master smiles and asks whether I'm trying to tempt him. I nod shyly. "I may have to spank you for being so forward Miss Antoinette" he whispers. I giggle. I don't know what has come over me. Maybe it's the intoxication of being so close to master or it could be from reading the book in bed the previous night.

"Did you start on the book?" he asks. "Yes Sir" I answer. "Did you like it?" "Oh yes sir. I wanted to finish it in one sitting but got too tired. I want to be just like O".

Master smiles and pats my leg. "Well, what my little sub asks for she will get. Now eat up the rest of your fruit, take these pills and drink your juice as we have a busy day ahead". The juice is a delicious orange flavour which masks the bitterness of the two big pills. I devour the rest of the crisp fresh fruit. "Those pills will enhance your feminine development. You will take two every day. Maid is waiting in your room to help you prepare for lunch. I have decided to take you out and show you off at my favourite restaurant. I'm sure that we will get some curious looks". He flashes a mischievous smile. Standing' he helps me out of my chair and with a smack to my bottom sends me on my way.

My heels clatter as I climb the stairs. I love that sound. Entering my room I find maid waiting for me. She looks OK but would never pass outside. I hold that thought. At five ten she towers over me and I know that she is much stronger than I. suddenly she grabs me firmly above my elbows. "Well, little bitch, you may think you own him but I own you. If you don't want your life to be hell you had better be nice to me" she snarls while forcing me to my knees. With one hand she frees her penis from her panties and pushes it towards my mouth while the other hand holds my head. I refuse to open for her and suddenly I'm lying on the floor after she slaps my face. I scream as I go down and then lie sobbing at her feet. One minute I'm looking at her shoes and the next they are gone. Master's loafers have replaced them. I sit up and wrap my arms around his jean clad legs still sobbing and scared out of my mind.

Maid is lying on the floor groaning. Master must have hit her pretty hard. I'm helped to my feet and then sat on the bed. Master turns his attention to maid. "You have two options. Either you leave my service immediately with a severe caning or I will lock you up and Antoinette and I will deal very harshly with you later. Choose!" She pleads to be locked up. Obviously she loves him. She must have known that he would check on us. If I had submitted I would be the one to get punished. I found out later that Master was watching on a screen from his office. I guess it was a test for me too. She meekly follows Master out and I hear them descend the stairs. 

I'm so shaken that I am still sitting on the bed when he returns. Sitting next to me he wraps an arm around my shoulders and holds me tight. I'm in heaven. "Don't fret, little one, we will have great sex in front of her while she suffers later." He called me little One? Wow that sounds more tender than usual. "I want to go to lunch at about twelve. You have the whole morning to prepare, to be shown off to the world as my consort. Do your hair in ringlets, still plenty of makeup, a very short dress, corset, stockings and killer heels. I will give you your jewellery when we are ready to leave. He kisses my forehead and leaves me to get ready.

My first step is to clean my inside, which I do after removing the black plug that has nestled inside me all night. Once I'm sure that I'm clean I shower and wash my hair. Rather than reuse yesterday's plug I select the next size up from the box that I'd found earlier in the bathroom. With a little lube it slips in quite easily. I must be stretching. I get a funny sexy feeling just thinking about how good this will get. Sitting at my dressing table I style my hair into ringlets and carefully apply my make up. There is a bottle of Ralf Lauren Notorious sitting on the table with a little note that I hadn't noticed before. The note just said: wear this. OK! I squirt about fifty dollars worth in all the right places. Now: it's time to select an outfit to knock their socks off.

Stepping into the robe I pull several short dresses out. I find a short pale pink one that will show off my legs to perfection. It will cover my lacy stocking tops but has a side split that will show enough to keep anyone interested. I select a corset that I step into rather than doing up clips. It is very elastic and tight enhancing all my curves but shouldn't show through to much. Like all the others in the robe it has very small padded cups which push me up and leave my nipples exposed. I decide to wear nude seamed stockings which I carefully roll on and secure to my suspenders making sure that the seams are straight. The matching thong was hanging with the corset so I slide it up my legs and tuck my self out of sight. It fits perfectly and hides the nasty bits perfectly. Stepping into the dress I find it to be a perfect fit. Once again the fabric excites my nipples to erection. I twirl around and I'm pleased that my stocking top on the left shows a little as I walk and twirl.

I select the highest heeled strappy sandals of the shelf finding them difficult to walk in but worth it for the way I look. I look like a late teen starlet chasing publicity. I have a little time so practice walking in the killer six inch heels. After loading some cosmetics, a brush and my purse into a bag that matches the shoes I head down stairs to join my Master.

Carefully descending the stairs in perilous shoes, I spy my Master stepping into the entrance hall below me. His mouth drops open as he stares at me. Regaining his composure he mouths "stunning", and meets me with a chaste kiss on my cheek. I twirl around for him a couple of times, he smiles at me and whispers "I hope you have some ID because you look barely legal". I dig my licence out of my purse and pass it to him. Fortunately by the time I obtained my licence I was well on my way to girlhood so my photo reflected the way I looked. My name was shown as Tony rather than Anthony or Antoinette. Smiling he returns it to me, takes my hand and leads me through the front doors to a waiting limo. The driver helps me into the back seat doing his best not to gaze too long at my stocking tops and panties that are impossible to conceal as I sit. I blush of course, which amuses my Master immensely as he slides into the seat next to me and reaches over to secure by seat belt. There is a tinted glass divider separating us from the driver and soft classical music wafts through the speakers. My whole body feels warm and fuzzy.

"Master may I tell you something" he nods for me to proceed. "I have moved up a size in my plug today" I tell him blushing again. "Did it hurt" he is concerned. "Only a little but it is fine now" I answer. "Take your time. I don't want you damaging yourself to speed up the process". I nod but answer "I need you inside me so much that I can't wait". "Ok but take care. One of my rules is that your skin will never be broken except for modification". I understand what he is saying and it leaves me grinning like a fool. 

The car whisks us across town until we pull up in a car park at a reserve next to the harbour. I'm helped out of the car by the driver and embarrassed again by flashing glimpses of pink at him. Master takes my hand and leads my along a path through the reserve towards the water. "You mustn't call me Master while we are out. Call me Mr Black or Sir. You will be Antoinette if I'm pleased or Miss Hazel if I'm not. Keep your eyes below my face at all times when you are looking at me unless I tell you otherwise. Do you understand?" I avert my eyes and nod. I realize that he wants me in sub mode and strangely I get that warm and fuzzy feeling again.

The warm breeze wafts around my stockings and flutters my ringlets as we stroll along until we reach a small restaurant. My nipples are hard as the material stimulates them as we walk. The view is stunning, looking across a beach to yachts riding at their moorings. We are met at the entrance by the owner who shakes Sir's hand. I am introduced as Antoinette. My hand gets kissed and we are led to our table with the best view in the house. Every head turns to watch us. There are some surprised looks from some of the diners who seem to know Mr Black who nods at them as we pass. I manage to sit without showing too much off, but the way I'm facing exposes my left side with the revealing split showing my stocking top and a little thigh above it. I blush. Peeking, I see Sir smiling then frowning. "No looking Miss Hazel" he growls. "Your lovely blush will always make me smile so you don't need to check". I quickly stare down at the table. A glass of bubbles appears in front of me. I don't know what to do next as I cant see Him for guidance. "Drink to our future and look at me". I take the glass and look up. He is smiling and holding his glass towards me. We clink our glasses, I take a long swig and avert my eyes again. "Go easy" he says. "Drunken subs get severely punished and humiliated". I'm blushing again.

We have a sumptuous lunch of oysters followed by lamb rack and then hand made ice cream and strawberries. Each course is accompanied by the perfect wine. I have never eaten so well or enjoyed such delicious wine. By coffee time I'm a little light headed and ask permission to go to the toilet. He allows me to go. After I pee I'm standing touching up my make up when a statuesque shapely blond enters. She smirks at me. I'm confused and show it. "You are not at all like his usual subs" she whispers. "What little secret have you got hidden away that would attract that beautiful man". I blush and quickly leave her to return to my seat.

Coffee is served. "Don't worry about what other people may speculate my little one" he says kindly "I saw that bitch follow you and I suspect she tried to upset you. Forget everyone in the world and just concentrate on being mine. I want to be your world". I have that fuzzy feeling invading my core again. Is this really my Dom speaking? He makes me feel so special that a tear escapes and runs down my cheek. A tissue is thrust at me and I quickly dab the moisture away. The bill is paid and Sir leads me through the restaurant. I hear muffled whispers from some of the other patrons. We are farewelled by our host and wander slowly back to the car.

"You can look at me again now we are alone. That rule is for when we are out. Unless I specify no looking at other times you can act normally". "Now we will go and have some fun with that nasty Maid. I might try to get that nasty bitch from the restaurant into the play room some time to punish her" he says with a mock evil tone. I feel much better now. I'm so happy looking forward to some fun in the play room. I hope the maid isn't going to get all the attention. I crave his harsh touch on my soft skin. As if reading my mind he says "I will of course have to punish you for a couple of little mistakes you have made today. We can take care of that while the maid is suffering her torment". My heart flutters with anticipation and my nipples harden even more. Oh, how my body betrays me.

"Master, may I ask you something?" I ask quietly. He nods. "Why does the maid not just walk out rather than submit to your punishment?"

"He is a sick bastard with evil needs that I disapprove of" he frowns as He answers. "I have proof of his nasty thoughts, and the evil photos he likes to look at. He hasn't actually fulfilled his fantasy yet, but I fear that if he was out on the street he would soon have to satisfy those needs. The only reason that you attract him is because you look so young. If he had his way, he would split you open and relish at your pain and the blood. Do you understand now? "I nod. " If he leaves he knows I will expose him".

When we arrive home Master takes me to the kitchen where I'm introduced to his butler. He is called Bates. His duties are to run the house and he is also a great chef Master explains. Maid does all the dirty work while Bates does the nice stuff. He smiles fondly at me as he welcomes me. Leaving the kitchen, Master sits me in the drawing room to wait while he changes. He soon returns wearing high boots over tight leather trousers with crimson shirt open half way down his chest. He is so hot looking and my body responds. I feel moisture between my thighs and my nipples stand to attention.