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Important Business Comes Up

By: Emmcee20



Finally I'd made it. There I was sitting in the boardroom of our company. A Vice President at 35 years of age and after only five years with the company, and this was my first board meeting. The long table stretched far away down the room to where the more senior partners sat and the agenda was being read. The first item was my introduction to the board; the chairman, Bob Hardcastle (usually known as Hardarse because of his manner) said, "Ladies and gentlemen, I would like to take this opportunity of officially welcoming Mr Jason Meadows to our board. He has been with us a few years and shows great promise in gaining the firm some new accounts. Welcome Jason!" it was the most friendly tone I had ever heard from him. 

The eyes of the board were on me as they applauded the announcement. I nodded and smiled in my nervousness and muttered something approaching a thankyou only to be cut off by the return to the brusque tone of Bob's voice. Next to me was one of the partners of the advertising agency, Dana Jones. She was a stunning and statuesque woman in her mid 30s with a reputation for being a go-getter that earned her a partnership several years earlier.

Amongst other things Dana also had the reputation of being a predator in the office but she always seemed to reserve her attention to the people in this room, never the junior workers. She was sitting quite close and her perfume was soft but distinctive. As the meeting continued and discussion roamed from topic to topic I started to notice the amount of attention Dana was paying me. It was about forty minutes in that it happened. Her foot brushed against my foot and rubbed up my shin. 

I assumed it was an accident until a minute or so later it happened again. She was playing footsy with me, brushing up and down my trouser leg! This made me nervous. Until now my focus was on the meeting and I had been formally welcomed and been asked to make some comments about what I had to offer the company. Now my leg was being rubbed with the foot of this gorgeous woman. Her attention was making me uneasy and just a little bit of panic was rising in me amongst other things. 

The meeting continued and so did the foot. Then it started to very deliberately move up my shin in quite long strokes and I was becoming horny and more nervous at the same time. My reason for my nerves was simple. She had taken off her shoe and was now using her stockinged foot -- Oh dear! Now it was panic time as she was about to find out! Throughout all of this I had only really seen her stunning profile as she had at no time looked in my direction except when I had been talking. It was as if it wasn't happening. But within a second of her rubbing up under the cuff of my trouser leg with her shoeless foot she stopped and her deep blue eyes looked directly into my eyes with a clear expression of surprise and then she smiled and stopped. Her stockinged foot had been rubbing my stockinged leg and I knew she knew it. A few seconds later, she excused herself from the table and left. The meeting continued and after several minutes Dana returned.

When she got back to her chair she handed me a medium sized envelope that had my name on the front. As she gave it to me, in a voice loud enough for several others to hear, she said, "Jason, these just came for you. Apparently they need your urgent attention." Then she sat back in her chair. I opened the envelope and looked inside and nearly fainted. Immediately that I put my face near the opening I could smell her perfume and there inside the envelope was a pair of obviously wet red, satin panties! I almost passed out but now it was Bob who got my attention by asking, "Is there a problem Jason, or could we continue with the meeting?" I stammered a yes and straight away the foot was back. My cock was fit to lift the table!

The last point of business was to discuss a new client I'd brought in and her account. I must have sounded like an idiot with the distraction of Dana's foot caressing my leg but no one seemed to notice or at least comment. It was a rather lucrative account for a lingerie company. I discussed the key ideas and then Bob suggested that, as this would be my first major project as a VP, perhaps I should work with one of the partners to ensure I learned the ropes. A millisecond later Dana had offered to help me commenting knowingly, "We should get together immediately after this meeting to see what you've got on and arrange a time to work on the account." I half smiled and agreed and then the meeting was adjourned. I made a point of taking my time putting my bits and pieces together and composing myself and receiving the congratulations of the board. As Dana stood up from the table she leaned toward me. Her long slender legs brushed mine as she moved between our chairs and her breasts strained against her blouse buttons as she leaned close to give me a very direct, lecherous look as she said, "I'll see you in your office in a few minutes."

I left the room and went to my office, carrying my briefcase that held the envelope, in front of me to hide the only slightly reduced lump in my pants. When I got there I told Alison, my secretary, that I was expecting Ms Jones only to find out that she was waiting in my office. I told her that we were going to be planning the new account and were not to be disturbed and, sounding convincing and in-charge, I entered my office and closed the door. She was sitting on the leather couch opposite my desk on the far side of the office and I moved to the desk and put my case down and then I turned to her. She uncrossed her legs, giving me a brief look at the lace stocking tops and her gorgeous thighs, and stood up. 

Her 4" patent leather red pumps made her slightly taller than me as she walked over to me, her legs peeking through the split skirt with each step, and stopped about two-feet away. I had a few moments to observe her as she approached; her knockout legs rose to some womanly hips and a narrowing waist up to her D cup breasts encased in her silk blouse. She was elegantly powerful in her movement and her beautiful face was framed by her stylishly cut shoulder length blonde hair. "Did you like the little surprise? I enjoyed making them wet for you. Now tell me what exactly are you wearing under that suit?" 

The last was enough to make me go weak at the knees. I was caught and I couldn't think of a way to escape. She walked back across the large office and quietly locked the door and then she came back to stand in front of me. Her rather soft husky voice came out of her beautiful mouth with "So we enjoy a little cross dressing do we? I'd like to see. It would only be fair. I showed you mine so you can show me yours." With that she started to undo my belt. I stood stunned and motionless and soon my pants were about my ankles.

I had chosen a plain black thigh-high hold-up stocking that could pass for expensive business socks as long as they weren't examined too closely. A complimenting pair of lace panties finished my ensemble. I'd been wearing women's underwear since I was about 14 or 15 and had explored my sensuality as well as my sexuality with my mother's and sisters' underclothes. When wearing lingerie I feel confident and assured and I am certain it was this that got me my new job and right into this awkward situation. 

Dana walked around me, gently running her long red-polished fingernails over my panty-clad backside while she examined the garments. She had a little smile and cooed with approval, particularly when she was back in front of me and she could see the erection that was pushing the lace away from me and exposing my pubic hairs. "We'll have to do something with that or we'll never get any work done." And immediately she said that she went down on her knees in front of me and reached into my panties with her long slender fingers to pull out my cock. One of my favourite fantasies was coming true. To find a woman who accepted my habit and was prepared to act on it. I had no idea how true that statement was to become but right at this moment I was busy as her sexy lips spread around my cock head and she started to stroke my stockinged legs and panty-clad butt. I couldn't have been much more horny and it didn't take long for her bobbing head to have my cock twitching. I was coming quickly and it was going to be big. When the first spasm erupted, Dana took it in her mouth but then lifted my panties back over my cock and continued to stroke and rub while I came in them. It was an exhausting come. The sexual aroma filled the office.

When I'd landed back on Earth from cloud nine Dana said, "Well I thought it only fair that we share -- I gave you some cum soaked panties, now you can do the same." She slowly pulled the lace panties down my legs leaving my deflated cock dangling half-flaccid in front of my stockinged legs. She helped me step out of my pants and panties which she tossed onto the envelope on my desk. "Now perhaps you can do me a little favour!" and with that she stood up and moved to the couch where she faced me, bent and lifted her skirt before she sat on the edge. "Eat me out!" It was a sexy voice but it wasn't a request and it made my cock and I both jump. As I moved across the room toward her I could easily see the juices all over her upper thighs -- she was really enjoying this too. Her cunt was moist and open between her well-spread legs. The blonde mat of neatly trimmed pussy hair was glistening and soaked. I knelt in front of Dana and moved closer to her enticing hole. The smell was identical to the wonderful aroma from the envelope. I brushed my face along her stockings as I moved in to lick her thighs. I moved closer to the protruding petals of her cunt and made a few tentative touches with my tongue before taking her pouting lips into my mouth and began to suck and thrust my tongue into her waiting hole and then around her protruding nub while she moaned her approval. I burrowed my tongue into her and she leant back on the couch, opening herself up even more to me as she humped back into my face. It was not at all difficult to find her clit. Although I hadn't been with that many women, that little button of pleasure always amazed me, but with Dana it stood out so much that I was able to get it between my teeth. She was very vocal about what she wanted and didn't hold back in telling me.

"Eat me. Bite and suck! Harder!" As she was saying this, her hands grabbed my head to ram it home into her and one of her legs wrapped around my back to hold me in position. After several minutes of this more intense part of our lovemaking -- not that love actually had much to do with it -- Dana came. She quivered and clamped her thighs together; she was quite quiet about it but that was probably due to where we were. I could now understand how come her panties were so soaked and strong smelling. She came in a jet that squirted into my mouth. It was similar to the first spurt of come I have when I've not had sex for a while and then enjoyed a lengthy session of masturbation while wearing my finery. It squirted into my open mouth and easily slipped down my throat. Some women don't like to swallow a man's come -- in her case I didn't get a choice. But it tasted fantastic anyway.

Dana held me tightly between her thighs while I gently nuzzled and licked her outer lips, avoiding the engorged and sensitive button, until she had recovered and pushed me away. Then she lent forward and kissed me. I could taste my come in her mouth and I am certain she could taste hers in mine. She told me to stand and then she stood up, collected the clothes from my desk and led me into the en suite in my office and we cleaned up a little. I was still only stocking clad but with her skirt you would never know she was also panty free. She took my come soaked panties and slid them up her legs and rubbed them into her pussy. She then put a hand on her hip, tilted her head to one side and said, "Well? Aren't you going to get dressed too?" I started to reach for my trousers and she gave a little cough and nodded toward the envelope that she'd dropped on the vanity unit. I leant over and got the envelope and took out the red satin knickers that were obviously a couple of sizes too small for me and proceeded to put them on. They were snug but they slipped over my hips and my cock was more or less held inside them. Then I put on my pants and she took my hand and led me over to sit on the couch.

She explained how we needed to keep this very discrete, as office gossip was always a problem. Obviously I agreed but I didn't bother to tell her that in the last hour she had confirmed several bits of the gossip about her. She was thought to only put out for the executives and was believed to have 'welcomed' most of the new ones as they joined the board. She didn't mind developing a relationship with a co-worker so that's probably why she was only interested in the executives. There was too much hard work in a relationship with an employee -- too many laws to be worried about if it doesn't last. Next she made me a little proposition. "You seem to have grown in confidence since you first joined the company. Is that because of the clothes?" 

I explained that when I first joined I had to get settled in and that the risk of getting caught kept me fearful of wearing my frillies beneath my suits. Then, when I had received big praise for a couple of my campaigns and was given my own office downstairs, I started to take small risks. And the answer was yes, they do make me feel good and I suppose that must affect my confidence. She shuffled a little closer to me and said, "That's what I like to hear - someone who is prepared to take risks." The intensity of her eyes staring into mine was very powerful. I couldn't have moved away even if I had wanted to. Then she said, "Here's a little deal. You book an hour each afternoon for us to work on the new client's campaign and we can meet in the evening to do the work also. The bonus in this deal is that the more adventurous you get in the office with your lingerie, the more adventurous I will get with my response to it. How does that sound?" 

She was obviously speaking the language of cock because he responded with a big jump inside her wet panties. I stammered a little and then whole-heartedly agreed. "Done then. Meet me at my place tonight at 7 and I'll make us dinner. We might even talk about the new account. Get my address from staff records on your computer. Oh, and wear something nice!" And with that and a dazzling smile she got up and left the office. I watched the gentle sway of her hips as she walked out and longed for the opportunity to put my cock inside that woman.

To be continued…

Important Business Comes Up Ch. 02



In the opening chapter of this story Jason Meadows has arisen to the level of Vice President in an advertising agency and immediately become the target of office predator Dana Jones. She quickly discovers his interest in wearing lingerie under his business suit and, after an initial meeting, invites Jason to her house for further discussions about his new account amongst other things.

It was difficult to focus on work for the remainder of the afternoon. Alison, my secretary, came into the office several times to bring in coffee, notes, etc. Each time she was on the verge of saying something but didn't. Finally I asked her what was bothering her and she said she did not entirely trust Ms Jones. 

"She seems to be a very aggressive woman and she has caused some people's jobs to be lost. I think she takes advantage of people. I'd hate to see something bad happen to you Mr Meadows." 

It was the first personal conversation we'd had and suddenly I saw her in a new light; not just the ever-efficient secretary who seemed to know where everything is or should be, but also a caring co-worker. I considered for the first time that beneath the subdued business attire there was a rather attractive woman in her early thirties. She had only been my secretary for a matter of days but it seemed that we would be able to work well together. I assured her that I was intending to be here a while and that I appreciated her concern. It was interesting how she smiled so broadly at the thought of me being her boss for a while. She didn't seem to need the reassurance; she was so well organised and capable. I was already sure that I could trust her with any business matters.

The afternoon dragged by while I tried to imagine what the evening held in store for me once I got to Dana's place, her domain. I guess I was taking a pretty big risk but having already caught me in stockings and panties and performing oral sex on each other earlier in the day, I didn't really see that I had much choice. She had me over a barrel and I would just have to see how it all worked out. Having thought that, I was very excited to find someone who was accepting of the foibles of my sex life -- it had been some while since anyone else had known and been of any help in that area. 

Finally the day was done and, with her address lodged firmly in my mind, I went home to prepare for the evening and arrival at her place by 7 p.m. After a shower and all over shave, I dressed for the evening in some of my favourite items. There was no point in being shy now! And then I found a pair of trousers and one of my favourite satin shirts to wear. I was ready and the evening was about to begin.

I drove my small sports car out to the suburbs and into one of the more luxurious areas. Finding the address was not difficult and I was soon turning in to Dana's driveway. A dozen butterflies were dancing in my stomach as I wondered exactly what this evening held firmly in its grasp and what this meant for my future both in my personal life and at work. I stopped the car and looked at the two-storey modern mansion with a wide set of steps leading to stained glass double entry doors. It oozed luxury from every feature and the soft, warm lights behind the closed drapes at several windows gently shone over the manicured gardens. I was fairly sure that Dana had someone come in to do the gardens; she didn't seem the hands on dirt type ... at least not that sort of dirt. It was just what I had imagined Dana's house would be like.

I walked up the steps, butterflies doing the rumba now, and rang the bell. Silence. Then the faint but increasing sound of clicking of heels on a hard floor and then the door swung open. There was Dana, tall and elegant in a silky red dress and matching pumps, her beautifully full breasts pushed hard against the soft material to reveal that they were unfettered by any underwear. 

She smiled, "Good evening Jason. Right on time -- that's what I like to see. Someone who cares about the little things. Do come in."

"Thank you Dana," I muttered as I stepped over the threshold in more ways than one. I was now in her home and about to see how my future would be with her and at work. 

The entry was spacious and open with several rooms leading from it and a staircase to the upper floor. All of it said style and comfort. Dana certainly knew how to look after herself. I walked in and she closed the door behind me. She turned and gestured to one of the rooms and, placing her hand on my backside she caressed me while making small talk as she ushered me into a large and comfortable softly-lit lounge room. Dana steered me toward a high-backed soft velour covered sofa. On the coffee table beside it was an ice bucket with a bottle of wine and a couple of stemmed crystal glasses together with a platter of finger food. 

"Take a seat and relax," she commented, I guess noticing the butterflies in my manner. 

We were soon chatting about all sorts of things. We had wine with a little of the food and there was soft music playing from the wall-mounted speakers though there didn't appear to be a sound system. We finally actually had a conversation. As a junior member of staff she had barely noticed me. Now that I was promoted, and on the board, Dana was prepared to chat ... amongst other things. At the moment, however, she seemed genuinely interested in just talking to me -- as a person. It was as if our 'little meeting' this afternoon hadn't happened. 

We covered all sorts of topics and she had a very happy knack of making the conversation flow so that I suddenly realised she had learned a great deal about me with me only managing to find out only a few things about her. She was the eldest of two sisters who had grown up as competitors for everything. Only 18 months apart in age, they had fought for best grades, awards and of course boyfriends. Her university years got her into business and advertising and her open desire for fun. She laughed as she told me of a guy in her boarding college who was caught stealing the girls' underwear and how the idea of crossdressing had intrigued her rather than shocked. He, of course, was run out of college by the rumour mill rather than any formal punishment. 

Dana leaned forward to refill my glass as she finally asked, "How long I have you been wearing women's underwear Jason?" 

Despite all the relaxing chat preceding this, the question came with rather blunt overtones and stirred up the butterflies again. It was obvious that I had to tell her so I began. I explained how I was the youngest of four kids and the only boy. My step-sisters appeared on the scene when I was about 6 when their father had married my mother. She had divorced my father who had disappeared years earlier; I never really knew him and had grown up with just mum. Their mother had passed away after a long illness and our parents just hit it off. The girls were great fun to be with and they spoilt me and always looked after me. We used to play dress ups as kids and I was always the 'doll' or model for my three sisters who put me in their clothes and make-up and did my hair. Occasionally they used the 'dress-up' box which had all sorts of discarded clothes and underwear and wigs. This had all gone on until I was about 12 or 13; I guess puberty started me realising what was happening but also, by then, my two older sisters, Joanne and Glenda, had moved out to university and work. That left me at home with just my step-sister Sarah who is a few years older than me. 

Later, as I got into cross-dressing and using the old dress-up box myself, I wondered whether or not there had been any sexual element in their play. The more I thought of it, the more certain I was that they had been having their own fun with me when I was too young to know about it. It was around about when I reached 15 or 16 that I started to explore the 'being their doll' idea when they weren't around -- I used to get home from school and, while I was alone in the house, I would sneak into their rooms and borrow some clothes -- mum had kept the girls' rooms ready in case they wanted to stay so they had left some clothes behind. Very convenient for me but also not their best 'dress up' things. I simply had to find a source of new things to wear. My other sister was of some help there but I was scared of being caught. After all, who else could it be if her stuff went missing or turned up stained?

I explained to Dana how my suspicions about being their toy had been confirmed when I had just turned 19 and my sister Sarah was about 22. Sarah was cute by any guy's standards and had often been ogled by my school friends when they came over. She was tall, 5' 9" maybe 9½" just like my other sisters, though I was taller, and she had long dark hair that fell to halfway down her back and model looks. All three sisters had the most beautiful sparkling blue eyes. Her long legs were stunning and her body shapely with her B cup boobs. It was no wonder that her underwear had fitted me quite well. 

She introduced me to a friend of hers. Her friend Jody was gorgeous and we seemed to hit it off pretty well. She was about 5' 6" with what you would probably call an athletic build except for her very nice, very round D cup breasts that sat very prominently above her trim waist with even more prominent pointy nipples that showed through the stretched material of anything she wore. She seemed to like the more figure hugging style of clothes and, in fairness, she had a lot to show off to a guy. Any time she was around it was hard not to notice her wonderful assets and, of course, my mind bent to thinking about the type of bra she must have on to hold those beautiful boobs so firmly in place.

She was in the same art classes as Sarah at university and so she'd been to our house plenty of times, though I knew she had a place of her own. I'd known her a few months when Sarah invited me to a party at Jody's place one weekend saying I should go, it would be fun and Jody wanted me to come. When we got there it seemed pretty quiet. We went in and there was Jody in a silky blouse and jeans. Her bra showed clearly through the material and again I thought how much she must love showing off to guys or, perhaps, just me. She came over and kissed us both hello. I thought the kiss on the lips she gave Sarah was a bit odd but then the kiss she gave me was clearly more than a friendly peck as she sucked gently on my lips and held the kiss for a few seconds, sexily flicking her tongue across my lips. I'd had my share of girlfriends by then and we'd kissed and fondled but this kiss was sexy as hell. She looked very directly into my eyes as she pulled away but kept her hand on my arm, keeping that initial physical contact burning.

She steered me into the house and we sat down and Sarah organised a drink. We three were the only ones present so, unless the party was starting later, there was something going on. It was now time to be told why I was really here. It seems my sister is gay -- well bi really. Jody is her girlfriend and I was so dumb as to have never worked it out despite all the years of her friends coming over and she'd never dated a guy that I could remember for more than a couple of outings. And here I was thinking Jody was showing off to me when in fact it was for Sarah's benefit.

Sarah then explained how she had told Jody about our kids' games and Jody was interested in trying it out if I didn't mind. Well here was this stunning woman who wanted me to get into her panties literally! 

Sarah quite openly explained, "I really miss the fun we used to have with Joanne and Glenda. It was always fun seeing your thick cock get hard when we put our silky undies on you and stroked and patted you. Sometimes you'd have an accident and spurt into our panties." 

They had always been so understanding and said that it was something that happened to all boys. Of course that was true -- any guy having three gorgeous girls play with them would agree. I couldn't believe what I heard my sister saying. That didn't stop this sudden series of revelations just about blowing my mind and embarrassing but exciting me.

Sarah continued, "Jody wants to try it and, if you don't mind, then we should just have some fun and see what comes up." My sister wasn't subtle but the lump in my jeans told them that I was up for it! It was Sarah now who reached across and kissed me and then said, "Thanks Jace." 

God this was my sister but boy could her tongue do things to your tonsils. The early days of our games were still in my memory and I had jerked off to those images many, many times! She started by explaining, "We will pamper and dress you just like we used to. All you have to do is enjoy! If anything feels too weird just say so and we'll stop." 

Somewhere in my head there was a fleeting thought that 'weird' had passed years ago when she had me wearing her make-up, bra and panties -- now she was sharing me with her girlfriend. Quite quickly after this I felt their hands on my clothes. Boy, were they in for a surprise? When my jeans went down I was already wearing some lace and satin panties. I pretty well always did, having acquired a few of their old pairs and more recently bought some through mail order on line, and I hadn't gone out to this party expecting any chance of getting lucky so there was little danger of getting caught, or so I thought.

They squealed like little girls when they saw the lace-trimmed blue satin and both immediately started fondling. Soon my shoes, socks jeans and shirt were gone and they took me by the hand and led me upstairs to the bathroom. It was all decked out with soft candles and perfumes. Sarah ran a bath while Jody took my panties off and started to massage my body. My erection was aching hard at its full slightly curved 6 inches and rock hard but they avoided touching it any more. Then I got into the oiled warm water and it was wonderful. They both knelt by the bath and commenced washing me all over with soft cloths. Sarah paid close attention to my face and chest, stroking the cloth across my hard nipples and brushing them with her hand. She whispered, "Jody, look at his lovely nipples!" 

They have always been super sensitive and this action had them rigid and looking for attention and her comment made the water ripple as my cock twitched. Jody washed my legs in long strokes up to my groin and then she asked me to stand in the bath. I did and she continued washing being very thorough around my puckered hole and balls but still avoiding my cock. 

"We want to do this properly Jason. We want to shave your legs. Is that okay?" Like I could have said much at this time. I meekly nodded. 

I stepped out of the bath and stood in the warm, sensual atmosphere. They used fluffy soft towels to pat me dry and then lathered up some soap and spread it up my legs and commenced to shave from my toes to my upper thighs; their long sensual strokes of the razor vitalised my skin as the downy hairs disappeared. I was soon hairless. They stroked my legs and it felt fantastic and I briefly went off into a world of silky stockings and suspenders, wondering how they would feel on my bare legs. I'd never shaved my legs before but had always loved the feel of stockings and, in fact, I had several pairs in my secret stash at home.

Next it was under my arms and my chest. I was apprehensive but it felt great. In not too long I was body-hair free except my crotch. Then Jody said that it was time that I was relieved of my unsightly thatch and she took a small pair of scissors and started to trim my crotch to a nice neat patch. Sarah helped by holding my cock out of the way of the scissors. Her hand gently stroking me as she moved my pulsing member to another position. She then took the safety razor and some soap and lathered my cock and took off the hairs that grew along its broad shaft and also gave me a nice neat panty line. Cock juice had been flowing for a long while and made things sticky but aromatic. Finally, my reward. Sarah took a warm towel and, from where she was squatting in front of me, washed my cock and balls clean and then leaned forward, opened her mouth and took my cock into her hot mouth, wrapped her lips around my shaft and slowly sucked me deeper. Her hot breath tantalised my shaft as she withdrew and then sucked me back into her throat. Sarah ran her long fingernails along the underside of my cock to massage, scratch and tickle my balls that occasionally bumped her chin as she took me deeply. She switched her gaze from her mouthful of my penis to a deep stare into my eyes as she let out a soft moan of pleasure.

Jody stood up and played with my nipples which jumped to attention as she caressed them. My sensitive areolae dimpled and hardened under the stroking pressure and gentle pulling; Jody commented to Sarah, "Hey Sare, his nips are just like yours ... they get so hard!" and then she leaned in and deep kissed me before leaning down to suck on my left nipple while playing with the other one. 

Her comment caused Sarah to suck harder on my six-inches of cock that had again mostly disappeared into her mouth and, as her tongue swirled around and under my foreskin I could feel myself losing any hope of control. Her increasing pace had her dark mane of hair covering my nether regions and caressing my sensitive, newly-shaved legs while the heat of her mouth became a molten furnace that melted my core. I lasted for what felt like about ten seconds of this and then erupted deep in her mouth. Jody broke her lock on my titty as I grunted my release and we watched as Sarah drank down my essence. The intensity of my orgasm after all this attention and build up was gut-wrenching and I started to feel weak at the knees and had to lean forward as Jody held me close to her monumental breasts. Soon Sarah allowed my wilting cock to pop from her mouth as she looked up into my eyes again and smiled, "Thanks little brother!"

"Not so little," chuckled Jody. "Come on Jason, I think you need to sit down."

I was then led, still in a post orgasmic dream, into the bedroom and what I saw there made all of the preparations make sense. Displayed on the bed was an elegance of lingerie: a soft satin midnight-blue bra and panties set with a black suspender belt and matching sheer stockings, a dress and black patent leather shoes. I was led over to a dressing table with a large mirror and told to sit down and remain perfectly still. This was something my sisters had done to me years before so I knew the routine. In a fairly short while I was made up beautifully as a woman and my longish hair was groomed into a reasonably passable pageboy style. It was a treat to remember how my step-sisters had made me feel all those years ago and to refresh my feelings. My cock reacted, after a brief recovery period, the way it always had in the old days - it was at full attention again and every now and then received a stroke or caress. Now it was time for the clothing. Sarah explained how she had been very thorough in finding out all of my sizes from my clothes and shoes in my room at home and that she knew where I kept my feminine clothes.

"I knew you were still dressing up Jace when you left your eBay account open on your computer and I noticed the payments you'd made. Those things might come in plain packages but the account name for Jessie Meadows was the give away. Mum might believe they were things for school but I know what they really were. I just wished I'd known earlier. Think of all the fun you and I could have had since the girls left home. Joanne was always the one to get it started and I wasn't sure how you would react so I just left it ... until now," she said with a grin. 

That explained why she thought I'd go for this. I continued to be the girls' mannequin as, in a matter of seconds, I was dressed in the black suspenders and I was instructed to sit on the edge of the bed so that they could draw the stockings up my legs. The silken material caressed my toes then heels and calves while they trailed their nails across my sensitive skin, one on each leg. My cock was straining under the sensations but was ignored, or so I thought. They were both concentrating so intently on their activities that it seemed that I could have been a shop-front dummy. Next the suspender clips were attached and then the bra was brought to my attention. It was almost see-through with its fine lace and, when Sarah stepped in front of me and offered it to me so that I could slip my arms through the straps, again an old habit was coming back. She arranged it across my breasts and it tingled on my nipples. She reached around me and attached the hooks, ours faces close together. The flecks of excitement in her eyes yelled her arousal at me and I knew my earlier thoughts of my sisters having their own fun with me were absolutely confirmed. She smiled as she put the bra in place and adjusted the straps so that they were taut on my shoulders and holding my small titties in place. She gently caressed the cups and my nipples reacted even more and then she stood up again.




Important Business Comes Up Ch. 02



The knickers were on the bed but Jody said to Sarah, "I want to fuck him. You blew him. I need that cock now." 

I was amazed because I wasn't even involved in the conversation, not that I would have said no. 

Sarah smiled and gave Jody a deep kiss and then said, "You can have my little brother but don't mess up his make up." 

As it turned out that wasn't likely. "I won't," she replied, "because I want him to do me doggy style, just like you do." 

The image started to appear in my mind of Sarah with a strap-on dildo. Ummm. Jody then turned to me with, "Just don't work up too much of a sweat and you'll be fine." 

I suppose, technically, I was about to lose my virginity. I'd been wanked by my sisters years ago and fondled by, and had fondled and fingered, numerous girlfriends but I was actually about to stick my cock into a woman's pussy! Wow! Jody stood up just in front of me, slipped her top off and tossed it away. Next came down her jeans and under them was a soaking wet pair of silk undies that outlined the shape of her protruding cunt lips. It was like a rushed strip tease but very effective in keeping my attention while at attention. The soft silver lacy boy-briefs with the big wet spot at their centre came off too and there was a shaven cunt that was juice slickened. She slipped out of her flimsy lace bra that I couldn't believe held her gorgeous globes and her huge tits sat there, firm, round and aching for attention to her nipples that were sticking straight out half an inch and she sat down beside me on the bed. I'd never seen nipples like them. At last I was seeing her naked. Stunning! Her flawless smooth skin undulated around every nook and cranny of her slim body. My sister has great taste! Jody leaned back and turned over in the middle of the bed. She raised her knees up to push her butt in the air and, looking back over her shoulder, she said, "Do me hard and fast. Fuck me." 

I can take a hint so I climbed up on the bed, knelt between her spread legs and looked at her gaping wet hole as I aimed and then leaned forward and slipped my rock hard cock straight into her soaking pussy right to the hilt. She let out a groan of pleasure as I filled her. The first thing I noticed was how tight her cunt was gripping and flexing on my cock, gripping along my length. The second thing I noticed was how great it felt rubbing my stocking clad legs against her legs as I thrust in and out and how my now neatly trimmed pubic hair brushed against her magnificent tight butt. 

I held onto her hips and pounded in and out of her for several minutes before I reached forward to return the favour of attention to her nipples while she thrust back against my every inward stroke. Her magnificent globes filled my hands with warm tit flesh as I kneaded them and tugged on her pointed nubs. I felt the building tension in my gut as my solid girth impaled this beautiful woman. I did my best to maintain a steady rhythm and contact yet I managed to slip out a couple of times as her gripping sheath clawed at my foreskin as I withdrew to allow the maximum inward stroke. Having to insert my cock again was not difficult as her cunt was drooling juice. Shortly Jody lifted her head and she started to moan and then some of the foulest language my young ears had ever heard came from the lips of this woman, "Ungh FUCK! Shove that meat in me Jace! God that cock feels good; fill my cunt. Come on bitch fuck me! Harder! More!! Faster!!" 

It was then that I saw why she was so hot. As we were thrusting in and out together on the bed, across the room, sitting at the dresser with her legs spread wide over the arms of the chair, was Sarah leisurely stroking a thick dildo into her shaved cunt, the pink folds glistening and stretching and gripping the dildo as she thrust it in and out of her body in time with our fucking, and just behind her was the mirror. Jody and I filled the large mirror with the image of a woman all made up and wearing a bra and stockings fucking the daylights out of this gorgeous big-titted woman doggy style, her massive boobs swaying beneath her body as she pushed up on all fours and rocked back hard against my thrusts. 

That image and the sweet swishing sound of my stockings as I moved in and out of Jody's hot wet nest was just too much for me and I exploded deep inside her, jamming and slamming my cock into her as far as it would go. 

She yelled, "Keep going! More!" as she thrust harder back at me and I managed a few more energetic thrusts and her own guttural orgasm made her clamp down on my embedded cock in a vice-like grip as she exhaled an extended, "Aaarrrgh" before collapsing beneath me. 

We slumped to the bed panting in unison and rolled so that we lay side by side, my softening cock still nestled between Jody's thighs. We watched while Sarah caught us up in the orgasmic race. She jammed the dildo deep into herself and bit hard on her lip. It was a visible orgasm as she shuddered and moaned; her eyes, that had been fixed on us, glazed over and rolled back into her head. All her muscles seemed to tighten at once and then her deep long groan increased in volume as it reached across to the bed and then she slowed the gyration of the plastic playmate she had left barely visible. Eventually she withdrew it, her glistening folds trying to suck it back in as they gaped open, feeling its absence. She stood up and sauntered around the bed where she lay down behind me to make me the meat in a sexy post coital sandwich. Sarah joined us in a relaxing, caressing cuddle and recovery. 

Some while later, I'm not sure how long, the world had righted itself and Sarah touched up my make up and then they dressed me. Jody held my panties as I stepped into them and she drew them up my legs. Caressing the sheer nylons with the satin fabric sent rockets through my senses. Carefully my softened penis was pushed well back so that the look in the mirror showed a nice flat pussy line at the top of my thighs beneath the suspenders. Next came the attractive navy blue ¾ length dress they'd got for me and it felt wonderful as its texture caressed every part of my body that wasn't already in raptures from the matching lingerie. It's open neck and split sides gave me every opportunity to twirl and turn and catch glimpses of my sexy self in lingerie in the mirror and feel its presence as its skirt glided across my stockings. I was already in heaven. Lastly it was the shoes with medium heels, as they didn't want me to have trouble moving about. I took a few moments to gain balance and some poise so that I could stand straight. There I was for the first time in all my glory. I'd never gone the whole way with make up, lingerie and clothes all at once, but boy was I impressed with what I saw in the mirror. I stood admiring the look and the feel while, in a matter of minutes, the girls were dressed to kill and that's when they told me we were going out. I panicked! 

"You can't be serious! This has been great fun but you said I could stop if I thought it was too weird. Well I've never been anywhere like this. In fact this is the first time I've done all this. I'm not sure I even know where we could go that I wouldn't meet some of my friends." 

"It's okay," Sarah tried to assure me. "We've been planning this a while; don't worry. First we're going to a club way over the other side of town and secondly, have another look in the mirror. Do you really think you look like you?" 

Jody added, "We've loved this too and don't want to spoil it but aren't you a little curious about whether you would pass the real test? Being seen by others who don't know you are definitely a man ... and I've felt the proof!" she smiled.

They had a point. I looked like all those 17 or 18 year olds at our school ball who looked 25 all dolled up in their gorgeous gowns, make-up and hair do. Maybe they were right. Could I really think of any of my friends who would be going out to clubs, especially on the other side of town? Eventually they convinced me to try and promised to take me well away from anyone I might know. So long as we went somewhere far away that would be okay I guessed but surely I'd be spotted before I even got in. Wouldn't they just throw us out? As they saw the idea starting to agree with me, they started walking me out of the house. The fast paced chat kept going -- they completed my identity as I already had a name, Jessie. I now had a job in an office as a receptionist and had only moved here recently from interstate and was staying with my cousin Jody. A simple cover story in case we got chatting with someone. Really it was so that I didn't notice that we were already in the car by the time they stopped their excited chatter. 

We drove for quite a while and my nerves kept jangling in my brain, "What are you doing?" Finally we arrived at some club and the girls linked arms with me so my unsteady gait could be supported and drew me inside before I had a chance to change my mind. We brushed past the doorman who looked us all up and down. For the first time I thought that I might just pass this test but how feminine did I appear and act up close. It was not like my sisters had ever trained me although I had studied them and many other women in my life, the way they moved and gestures women made. The club was dimly lit with soft warm lights over the booths surrounding a central dance floor and music was pumping from some hidden source over by the long bar that lined one side of the room. We quickly found a table. I was in a panic but they assured me that no one would ever suspect a thing. 

After chatting for a while, and a couple of drinks, Sarah said, "Come on Jessie, it's your turn to buy the next round. Three more Cowboys. Off you go."

She pressed a twenty dollar note into my hand and pushed me towards the edge of the seat. I had to go and confront the barman and to get there I had to cross the floor alone in these new heels. Nerves jangled and I started to resist but the look in both the girls' eyes made it clear I wouldn't get away with it. I stood up and suddenly it felt like everyone was watching me. I took my first tentative steps and while unsteady, I appreciated that the girls had thought to get me these low heels, as much as I liked the idea of some four-inch pumps but maybe later. I skirted the edge of the dance floor where the crowd was dancing and finally made it to the bar without falling in a heap. Now to see if I could pass as a girl in the voice department. I'd not had to speak to anyone except the girls so far and they knew I was a guy. How did a girl sound? I decided to try a slightly higher pitch and see if I could keep it there. 

"Three Cowboys please." I said to myself -- not too bad I guess but I would soon know. The barman arrived. He was about 25 and had that good-looking movies barman look about him.

"Yes honey, what can I get you?"

Was he being funny or did he really think I was a honey? "Three Cowboys please," I said in my attempt at a female voice as I handed over the money.

He took the cash, stroking my fingers with his as he clasped the note, all the while riveting me with his blue eyes. "Sure. Where are you sitting? I'll bring them over."

I smiled. He really did think I was a girl. I turned and gestured to our booth and Jody and Sarah were staring straight at me with big grins. They were enjoying the show. I turned back to the barman.

"Over there with my two girlfriends. Thanks." I smiled at him and turned to walk back. I made a bee-line for the booth and the girls were in fits of giggles when I got there.

"He didn't take his eyes off you until you were half way back," Jody declared. "You made a real impression there sweety."

A moment later and there he was at the table standing tall over the three of us. He took in Sarah and Jody with obviously appreciative looks up and down before turning to me.

"Here you go ma'am. Enjoy your drinks and if there is anything else I can do for you just let me know." He smiled broadly at me as he nonchalantly placed the drinks and my change on the table. He only had eyes for me at this stage and then he turned and returned to the bar. I was stunned; he really thought I was a girl.

"He's yours if you want him Jessie," Sarah laughed.

"Don't tease her Sare. That's not nice. You can see she's still in shock thinking about what size cock he has," she laughed.

That brought me out of my reverie. "No ... no that's not what ... I mean it's just ... ohh!"

"It's okay Jessie. We understand and we're just teasing. You really didn't think you'd be able to get away with it did you?" Sarah questioned. "But look; he has hardly taken his eyes off you since he got back behind the bar and I wouldn't mind betting he's got a bar behind the bar just for you." 

Again the girls laughed but I turned to look and sure enough there he was looking straight in my direction and when he caught my eye, he smiled and nodded. I didn't know what to do so I smiled back and turned back to the girls. We quickly downed the drinks and then the girls said, "Come on Jessie, let's dance."

Next thing I knew I was on my feet and unsteadily guided to the dance floor. The music was loud and fast and the girls kept me close as we moved to the music. I felt very conscious of the crowd around me but the effect of the drinks and the giggly laughter of Sarah and Jody made it all seem fun. Soon I was dancing with them and getting into the atmosphere of the club as well as gaining some control over my feet in heels. This was a place to have fun and the sensations streaming through my body as the dance moves caused the rustle of fabric on lingerie, and the caressing guidance of the girls' dancing, made this an incredibly enjoyable experience as again several people looked our way. 

We went back to our table and there was a serve of drinks waiting and an upturned drinks coaster with some writing was sitting next to the glass where I had been sitting. It read 'This round is on me. Give me a call.' It was signed Greg xx and a phone number. The girls were in fits but I picked it up to show that I was reading it and turned to see Greg was watching; I smiled and nodded again and tucked the note down my dress front inside my bra. He grinned broadly and I turned back to the girls. We all raised our glasses to him and downed them in one; he laughed and took a little bow.

I suggested, "I think we had better leave before he gets too carried away. But I need to pee."

"Well that's okay because we do too. We girls always go to the loo together," Jody responded in a girlish voice.

We were up and moving again before I knew it and headed towards the toilets in the far corner. As we neared them I glanced up and without thinking started towards the men's but Sarah grabbed my arm and announced loudly to all who were nearby, "Where do you think you are going sweety? Into the men's again to see who you can pick up?"

There were a few chuckles at the comment but my embarrassment was soon to deepen as we entered the Ladies' to find a few women doing their make-up in the mirrors that were opposite the stalls which all had their 'engaged' signs showing. Their chatter briefly halted as they looked the three of us up and down in the mirror before continuing their discussion about some guy who hadn't called and now wanted to come around for a fuck. As that continued, two adjacent stalls opened and two women walked out and over to the sinks. We waited but the girl whose boyfriend was apparently an "egotistical conceited arsehole" interrupted her tirade and make-up application to say, "You go ahead."

So Sarah and I entered a stall each and closed the doors. I turned to look at the quite clean walls and toilet, nothing like most male loos I'd been in. No graffiti and a tampon disposal unit in the corner. It hadn't occurred to me that the toilets would be so different but then I hadn't spent much time in the Ladies' loo at school or anywhere else. So I lifted the lid and stepped up to the pan; I leaned forward and raised the front of my dress to expose my semi-hard and panty covered dick. As I was fumbling to get it out of my panties I heard a harsh whispered, "Sit! They can see under the door in the mirror!" come from above me.

I looked around and up and there was Sarah looking down at me from over the wall of the stall. Then what she had said dawned on me and I quickly turned around and dropped my knickers and sat down. The semi-hard cock had died the death of embarrassing reality as I looked at the back of the door to see the bottom had a gap of over a foot. In fact the top of the door wasn't that high either and I had probably been seen standing up. Obviously Sarah would have been seen leaning over the top of the cubicle. The jig was up! I realised that the conversation I'd been hearing about, "Well if he thinks he's getting his cock in me tonight ..." had suddenly stopped.

The silence persisted and I was straining to pee but not to pee loudly knowing that all the attention in the whole bathroom was on what was coming. Slowly the piss eased out of the end of my penis and the flush of the toilet in the next cubicle gave me the cover to quickly finish what I had desperately needed to start. I heard Sarah's door open and Jody obviously entered. I couldn't move. How could I go out there knowing that these women all knew I was a guy dressed as a woman? I'd just have to wait until they'd left ... but they hadn't been to the loo yet. This could take ages. The conversation outside had gone; perhaps they had entered the loos. Sarah announced, "Come on Jessie. You're not here for a holiday."

I took that as a sign that the coast was clear so I stood and took some toilet tissue to wipe the last drops from my dick that I would normally just shake off. I dropped that tissue in the loo and lifted my knickers back into place and tucked myself away, making sure not to catch my dress in my panties at the back. I flushed the loo and popped the seat back down and took a deep breath before opening the door. The door opened to reveal the women at the counter still paying attention to their make-up but now in silence. All had their eyes on me as they paused in the activities. Finally the tall mouthy one commented, "Well hello lover. Out for a night with the girls are we?"

The last part of her comment was toned in such a way that they all broke into gales of laughter and Sarah grabbed my arm and led me out. Jody was soon behind us and then Sarah said, "I knew they were never going to leave until they saw you Jessie. Jody, I think Jessie has had enough for one night. Let's take her home and fuck her. What do you think?" 

My ears pricked up to the message and my embarrassment soon eased as we headed towards the doors. I caught a fleeting glance of Greg, the barman, trying to catch my eye as we crossed the room and some of my confidence came back. We were soon on our way. Needless to say we spent a lovely long evening together and, over the next few weeks, we repeated the club visit and various other aspects of that first evening, all of which included me being dressed more or less to kill as a woman. And I had fallen in love with it and all the sensations I had experienced!

On our fourth or fifth visit to the club we had been dancing and drinking for a while. By now I was much better on my feet in the heels and the girls were talking about taking me shopping to buy some new clothes and shoes. I was now much more relaxed at being in my girlie attire in public and quite enjoyed the looks I got from the various guys who frequented the club as they looked us three girls over, even though Greg seemed not to be working on those nights we were there. While sitting in our booth these three guys came over and asked us to dance. Sarah and Jody eagerly agreed and dragged me onto the dance floor with them. So far it had been ogling from a distance but now it was up close and personal. I was nervous yet excited at the thought that these boys had no idea what I kept hidden apparently so well. After a couple of songs and dancing as a group we somehow had paired off. I have always loved the cross dressing and all the sensations that it gave me but I had never really had any urge to try sex with a guy but it was also a lot of fun seeing the reaction of these guys who thought I was a girl. 




Important Business Comes Up Ch. 02



In a very short time the music softened and we were dancing quite close and I was starting to feel a bit turned on by the attention I was receiving. Phil was athletically built and very tall as my 5' 11", and in heels, still meant I only came up to his nose. He had sandy-blonde hair and was a good looking guy, as were his two mates who were all obviously in the same team of some sort, probably basketball given their height. They were all pretty smooth movers both on and off the dance floor and it was quickly obvious that they were all looking for something more than a dance. As I watched the other pairs I could see the moves being made on Sarah and Jody and then I noticed Phil. He moved in very close and started whispering in my ear as his hands moved across my hips, obviously feeling my suspender belt. He caressed my body until his hands found my butt and suspender straps and he massaged my silken covered cheeks, pulling me into his body so that I could feel the lump in his pants against my thigh. All the while his whispers were clearly about one topic! He wanted a blowjob and he really wanted to see my lips stretched around his cock head. Fortunately my own cock was well tucked away because it was straining for release. I couldn't believe what was happening to me because I suddenly found myself nuzzling into his neck and feeling like I wanted to let him know I too wanted to try this -- this was all happening so fast. 

He looked down at me and leaned in closely to kiss me gently on the lips, just a small and soft peck on the mouth. It was another first but didn't seem too strange -- I was actually attracted to this guy. We were in the middle of the dance floor and the music went on as everyone around us continued to dance. He took my hand and led me back to our booth where we sat down in the dim light. The others were already way ahead of us and it was clear that the guys had all shared the same idea because Sarah and Jody's hands were busy under the table. Phil took my hand and placed it on the lump in his pants. Now Sarah took the initiative and looked straight at me and said, "Come on Jessie -- we'll do them all together!" The guys' approval was obvious from their comments and that Phil was fumbling with his pants so that he could catch up to the other two at the table. 

Suddenly I had a solid cock in my hand. At least I knew what to do with that; I gently squeezed the pliant muscle and felt its pulse as it throbbed in my hand. I stroked it up and down its full length and felt the ooze of pre-cum seep over my fingers. Again the girls took control as Jody said, "On the count of three! One ... Two ... Three!" and their heads disappeared beneath the table. 

Phil encouraged me to join them with his hand behind my neck and there it was -- his cock at my lips. In the cramped space and dim light it was hard to tell his size but what protruded from his pants was an inch or so longer than my grip though not as big a handful as my own thick shaft. It was a quick comparison that amused me as Phil still seemed to have no idea that I had such a convenient point of reference just under the table straining to escape my panties. His smell was very like my own and I figured I had tasted my own come on occasion so why not. He pushed gently down and I opened wide. 

The soft flesh of his cock head was incredibly smooth to the lips and tongue -- something I hadn't expected. I bobbed my head up and down as I stroked his cock with my nail-polished fingers wrapped around his firm shaft. I swirled my tongue around his helmet and flicked it across the sensitive perineum of his cut cock. I poked the tip of my tongue into the glistening pee hole before engulfing him as deeply as I could, thinking of how Sarah had swallowed my cock on that party night. I guess the situation got the better of him as it took only a few strokes before he started to twitch and a flood of come splashed into my mouth. I did my best to swallow but there was a lot of the salty nectar to take. It oozed over my red lips and onto my chin. I was obviously the last to finish and we were out of there in a flash with giggles and laughter as we wiped our mouths on the way back to the car. We had enjoyed an evening of teasing and titillation and I had my first taste of another man's cum. I can't honestly say whether it was that he thought I was a woman, or that I just enjoyed sucking his cock, that made this such a wonderful experience but I was eager to try again soon. What a night.

It was odd relating all of this to Dana as it wasn't actually getting me all that horny. Don't get me wrong, it was exciting retelling all those sexy moments but at the same time it was like having a girlfriend to talk girlie stuff over with, something I had missed for a long while. Here I was telling some of my most intimate secrets to a woman who was spectacularly attractive and who had sucked my cock only that afternoon, yet I wasn't particularly turned on, just very comfortable and relaxed. We had been sitting together on the couch as I had retold this significant event in my life as a crossdresser. Dana had been a very attentive listener and all those rumours about her seemed so far from right. I guessed that we would soon have the dinner she had invited me for and then discuss the business deal I had brought to the company. How wrong could I have been? 

She shuffled towards me on the couch, "That was an amazing story Jason. You really have been dressing as a woman for that long? Just the thought of seeing you that way has me so hot!" She reached behind her back and I heard the ripping zizz of her zip being lowered and she said, "Get out of those pants! I want to see what you are wearing before you fuck my tits."

With that she dropped her shoulders to shake off the top half of her dress to reveal her exquisite creamy breasts and nipples standing at attention. She slowly lay back on the couch, her eyes burning in to me as I rose, mesmerised, and dropped my pants to reveal my maroon satin panties with matching suspenders and sheer stockings. "Now get that cock your sister sucked between my tits and come on my nipples. Make it rough and quick!"

I was hard already and I straddled her body on the couch and pulled my knickers aside to allow my cock to spring forward to the underside of her right tit. The bulbous globe quivered at the contact and I saw the first small smear of pre-cum as it caught the light in the room. She reached out for her glass and poured a small splash into the mountainous valley between her breasts to lubricate her skin. My thick shaft grazed between her globes as she squeezed them around my cock and I moved forward on the couch to thrust my hardness into her warm body, the cool wine providing an aromatic oil to increase the feel of her hot skin against my thighs and loins. She stared straight into my eyes defiantly as I increased the speed of my thrusts into and out of her wonderful cleavage. "Faster! Let me feel your balls slapping on my tits!"

I pulled my panties further across to release my tight balls from their sensual confines and continued to thrust in and out of her boobs being sure to drive hard forward and have them slap the underside of her tits. My cock peeked out the other side of her bountiful breasts as I thrust forward and each time it did, Dana couldn't resist a glance at my pink helmet appearing with the foreskin stretched back between her breasts. After another dozen or so strokes she eased the pressure of the squeezing tits and said, "Jerk off on my tits. I want to see you spurt on my nipples. Nowhere else -- understand!" 

The harshness of the final words made defiance impossible. She released her breasts and my hard cock sprung up. Still straddling her body I reached down to grip my cock and commenced long slow strokes of my hardness. I could feel my cum rising and knew it wasn't long before I coated these glorious tits in my feminine paint. "Faster!" Dana demanded, "I don't have all night!" 

I increased the pace and soon those familiar throbbing sensations started to rise and my sac tightened. I leaned forward and pointed my cock directly at the right nipple as the first spray of cum splashed on the erect nub. Quickly I swayed to the other side as my second splash nearly made it but fired a broadside at the cleavage side of her left breast and dribbled down her tanned flesh to pool between her tits. The next eruption was a direct hit on her left nipple, coating her areola. I did my best to evenly share the remaining drops of cum to both tits and I stroked it until there was nothing left to deposit and my cock started to wilt. Dana disdainfully announced, "Quite good shooting Jason although one misfire went astray. Rub it in with that soft cock of yours. Let me see you get it hard again."

Spent as I was, she wasn't done yet. I guided my cock to the pointed nubs and used it as a brush to paint my cum all around her areolae. Sure enough some life sprung back to my limp cock to give it a half-hardness. I couldn't believe that I was able to get it up again so quickly. The more I painted her beautiful boobs the firmer I got. 

"Umm that's better. Good to see a bit of life still there. Now lick me clean. You said you'd tasted your own cum on occasion; let's make this an occasion. Start with that misfire between my tits. What do you think of my tits Jason? Do you wish your pitiful B cups were as big as my double Ds?" 

The last comment stung but I was already moving down her body so that I could dip into that wonderful canyon. "Don't drag that cummy cock over my dress! Now hurry up and clean my beautiful tits." 

I stood up to avoid staining her dress and leaned in to lick my cum from between her boobs. I delved in to lick the warm cream that had stuck to the side of her tit. Licking her warm flesh and burrowing my face between her globes to gather back into my body that which I had recently spread on her, made my arousal increase. I licked up the salty essence mingled with the flavoursome wine and licked up the trail I'd left to the peak of her left tit. As I approached the smear of cum over her nipple I felt her hand running up my nylon-clad inner thigh. I engulfed the pointed nipple and heard Dana sigh as I increased the sucking pressure and felt her nipple distend into my mouth. It would only take some of her own warm milk to make this moment perfect. 

I lapped at her nipple and the dimpled surrounding thick flesh, my tongue feeling the gooseflesh of her tit. Dana's hand crept up to feel my balls and stroke across my pantied ass and then grip my balls and squeeze them firmly as I moved to her right nipple. The strong squeeze caused a sudden intake of breath just as I enveloped her nipple, sucking it deeply into my mouth. Again she moaned as her hand continued its adventure as I felt a single finger probing at my anal ring. My puckered hole gasped at the contact, clenching on the point of the invading digit that wriggled its way into me to her first knuckle while other fingers scratched along the seam between my balls and anus. It felt wonderful as my cock throbbed to full hardness and my sphincter muscle clenched the finger and felt its size. I couldn't believe how aroused I was again after only minutes since coming very hard all over these wonderful tits. I continued to suck and lap at the tit flesh cleansing it of my cum. As I worked to obey Dana's instruction her finger popped out of my bum and slid around to grip my shaft and commenced to stroke me back and forth.

Her voice oozed her arousal as she said, "Stand up for me; I want to see this hard cock again." 

I followed the instruction and stood in front of Dana as she sat up on the couch, her glistening breasts sitting firmly below my hard cock. Her face was level with my erect cock as she stroked me straight toward her mouth. I so wanted to fuck her but it was pretty clear that that would only happen when she was good and ready. She continued to stroke and squeeze the length of my cock as she looked up at me. 

"Are you wearing a bra now?" I nodded. "Let me see; remove your shirt," she demanded. 

Her huge tits jiggled in rhythm as she continued to stroke me, being sure to use a grip that meant her fingers wrapped neatly around the top of my swollen member and her wrist pummelled against my balls on each downward stroke creating incredible friction. I stripped off my shirt to expose my slight paunch and my sensitive B cup man-boobs neatly held in a peek-a-boo bra that allowed my nipples to poke out. "Oh my what nice nippies you've got. Your sis was right, they do stand up! How sensitive are they?" 

Before I could answer she reached up with her free hand and gripped my left nipple firmly between her thumb and forefinger and tweaked and pulled it. I gasped; it took my breath away and my cock throbbed more in her hand as she put more pressure on my balls and suddenly I was coming again. Dana pumped my hard cock in a strong grip and leaned forward to take the head of my cock into her mouth, nibbling my foreskin and grazing her teeth over the sensitive helmet beneath when she pumped her hand down to take the skin out of the way. My orgasm had no cum; I'd spent it all on her tits but the gut-wrench was amazing. 

I hadn't come twice in succession so quickly in a very long time. I went weak at the knees as Dana sucked hard on what little fluid she could extract from my wilting member. She released my nipple which had undergone some wonderfully excruciating pressure in the last minute or so. Finally she let my cock go and it flopped down to my ravaged groin where she then neatly pulled my panties back for me and patted it back into place. I stood in front of her, awaiting her next instruction. It didn't take long.

"Well Jason that was very nice. It's good to see you can do as you are told. I do like the under wear but our deal will still be that the more adventurous you get in the office, the more adventurous I will be in response. If you ever want to get into me, and not just my panties or mouth, you will have to think long and hard about how you can impress me! I will see you in your office tomorrow afternoon. Get that mousy secretary of yours to book us some time each day for the next week or so. See you tomorrow."

With that she stood up and left me standing there in my underwear as she walked away to some other part of the house, her breasts bouncing and swaying with each stride as she had not bothered to replace the dress that hung unzipped around her womanly hips. She did not turn or look in my direction; I was dismissed. I gathered my clothes and dressed and left. As I got into my car I wondered what she actually expected if this was to go further and what risks could I take without risking my position at the firm. I guess tomorrow will be another day. 

To be continued... 



Important Business Comes Up Ch. 03



Having gone to Dana's home on the evening he'd been caught out as a crossdresser, Jason explained how his sister had introduced him to going out dressed as a woman resulting in Jason's first sexual encounter with a man. For some years he had gone back to keeping his crossdressing a secret.

__________________________________

Well the challenge had been set; Dana, the office man-eater, had dared me to be more adventurous in wearing my feminine attire at work. The more daring I got, the more amorous would be her response. This sounded great and would probably lead to some great sex with Dana but I also really like my job and the people I work with. The stockings she caught me in the other day was one thing, as no-one else was likely to play footsy with me under the table in a board meeting. But now she was encouraging me to be more open about my lingerie love. She obviously liked the ensemble I'd worn to her house last night but what was I prepared to risk today at work?

It was difficult to resist as I really wanted to impress Dana so that I could actually get to have sex with her but at what cost. She has this amazing power that makes me want to do as she says even though, in my head, I know it is risky. Well a business cost benefit analysis showed the risk was worth it if I could get between those beautiful long legs of hers with more than oral sex as an outcome. But what was my business strategy? I decided that something simple but creative would work. I got ready for work that morning with nervous anticipation. Dana had already seen the hold up stockings and panties I'd worn to work yesterday when she had caught me out. She'd also seen the matching bra and panties set with suspenders and stockings last night while at her house. I decided to wear a white satin camisole top under my shirt that would pass any likely scrutiny as an undershirt but would certainly have my nipples brushing that fine, sensuous material all day and probably keep them at attention. I dressed for work in my dark hold-up stockings and some matching panties and the white top under my cream business shirt and blue suit. I checked the look in the mirror. All was ready for another day at the office.

As I arrived in the office I asked my secretary, Alison, to clear an hour in the afternoon for a planning meeting with Ms Jones. She asked if I wanted her there to take notes or anything. I told her that wasn't necessary at this early planning stage but she seemed a little put out. I wondered what was bothering her and asked if everything was okay.

"Yes, of course Mr Meadows. Everything's fine. I will be here if you need anything," she replied.

The day progressed steadily and I met a few other people on other accounts and true to my thoughts, my cammy top had kept grazing sensuously every time I moved. I was certainly at a heightened state of awareness when, finally, 2 p.m. arrived and Dana was at my door. I stood up but remained riveted to the spot behind my desk, admiring her every nuance of movement. She sauntered in and again paraded herself, her mere presence was enough to change the atmosphere of the room. She casually entered and perused her target up and down before settling on the lounge in my office, her blouse tightly outlining her beautiful breasts that I had been introduced to last night and her long legs showing through the split navy blue skirt to reveal the seamed stockings and navy high heels. As always, elegant and sensuous. Her eyes locked to mine as she patted the seat next to her, inviting me to sit.

"Did you enjoy last night?"

What, a test straight away? "Absolutely. It was a wonderful evening and you have a beautiful home," I nervously responded.

"It was nice getting to know more about you Jason. You have a very interesting story for an even more interesting past-time. Tell me, what ever happened to your sister and her girlfriend?"

I explained how, after that night, we had got together as a three for many nights and weekends of similar fun over several years but quite some years ago the girls moved overseas for a job opportunity with their design business. We keep in touch but not in touch if you know what I mean. We chatted about all sorts of things related to this mutual interest that we seemed to have. 

She asked me, "So where do you get your clothes?" 

In the early days I didn't have the courage to buy them so I used my sisters' until all except Sarah had gone from home; occasionally I would swipe some when the chance arose, although that was rare and risky, or go to second hand shops on the pretence of buying costumes for a local theatre group. Since moving out of home, I had the opportunity to browse stores but still had no significant other to share my interest with. I'd kept it in the closet since Sarah and Jody left. I'd made a couple of forays out at night but my make-up skills still weren't up to the standard and I guess I was just nervous and going solo only made that worse. As for buying my finery, I had a list of excuses to use. The old 'I'm buying a gift for my girlfriend' worked but always seemed unconvincing and got some funny looks. The internet in recent times had been a blessing but I had my share of disappointments with sizes being wrong or the 'fine lace' cups of some bras I bought turning out to be coarse cotton. It was then that I told Dana about how I landed the new account we were to work on together and where the things she'd seen recently had all come from.

I had gone out of town to sort out some company business with a client and had finished the work early - too late to go back to the office but too early not to celebrate a free afternoon, so I went to look around the medium sized metropolis. I quickly found the more up-market shopping precinct and this quite decent sized store that sold lingerie. It had an attractive yet stylish look and clearly was popular with quite well dressed women coming and going regularly. 

Having just clinched the other deal I guess I was feeling a bit brave and so I decided to do something that previously I had only wished I could do. After loitering around for a while to build up the courage, I went into the store and browsed around for a while. They make beautiful clothes and import a lot of overseas labels, but they also offered a service of making lingerie to order. The business seemed to be doing well. Finally an assistant came to help me. She was about 23 or 24 and really very attractive and shapely. I had no doubt that she used her employer's products! Prominent on her left breast was a stylishly designed name badge that announced her as Andrea. 

She asked, "Is there something I can do for you sir?" in a delightfully soft voice. 

I summoned up some more courage and said, in what came out as barely a loud whisper, "I'd like to buy some lingerie." 

The assistant was patient and helpful and responded to my nervous question with, "Certainly Sir. Was there something particular that you had in mind?" 

I stammered out the answer as, "Yes, ... a bra and panties set."

"Do you know the size required?" 

Here it was - the moment of truth. I'd gone in there feeling reasonably confident but now the actual statement had to be said. 

"No ... I'm not sure. I'd like to be measured." 

There, I'd said it. 

More to my shock was her reaction. I was fully expecting the 'get out of here you pervert' type response but instead she gave a faint smile and said, "Certainly Sir. Please come this way." 

And then she led me towards the back of the store. She left me standing there a moment while she went out the back and then came back with another woman, an older version of herself. Her buxom figure displayed a badge that said Sue. The mother was 40ish and must have had her daughter early. She was a very attractive with a great body and a very honest manner. I later found that I was right; she was 41 and had a baby at 18.

She smiled at me and quite openly announced conversationally, "I believe you'd like to make yourself feel good in some of our products." 

There was no judgment in her tone. I nodded. Looking me up and down, sizing me up I guess, she continued, "We have a confidential fitting service that can be done at your home, hotel or in store after hours. Which would you prefer?" 

I explained my trip to town and that the 'in store' option would be great if it could be arranged that day. She told me to be back at a little after 4:30 as they close at 5 p.m. That way I could have a good look through their stock to decide what it was I wanted to have made or to buy. This was an exciting prospect. I had trouble killing time with the afternoon's activity in my mind. Time seemed to drag. 

Eventually it was 4:30 and I went back. There were a couple of women browsing and they both gave me looks that seemed to say, 'I know what you are up to' and it made me nervous. At last Andrea, the daughter, came to me and told me that Sue was waiting in the back room if I'd care to follow her. First she locked up after the two other customers had left and then put the closed sign up. Next we went to the back of the store.

We met and went through some pleasantries that were meant to make me feel a little more at ease. "Hi I'm Sue and this is Andrea. Welcome to our store, 'Close To You'."

"Hi. I'm Jason."

"How can we help you Jason?"

"Well I'm interested in some of your products for my own use," I stammered.

"Would you like a drink to relax while we do the fitting?"

Very soon I had a very nice glass of wine and we were chatting quite pleasantly. They found out that I was in advertising and straight away made the comment that they perhaps needed some help in that area with their business. Next we did a stroll through the store to identify the sort of things I wanted. I was in heaven as we browsed; so much beautiful lingerie. 

I started out very conservatively with simple bra & panty sets but they moved me through to other sections including stockings & suspenders and even a very interesting girdle and corset section. They had me feeling the materials and commenting on the colours as our banter turned rather sensual. A couple of times they took samples from the racks to press into my hands to feel the material while also feeling the warmth of their hands and occasional shoulder to shoulder pressure as we moved around the relatively confined aisles.

After a good look around, we returned to the small back room where they asked me to sit down and relax and take off my clothes. It sounds dumb I know but here I was on a sexual high and actually very relaxed with these two lovely ladies assisting me. It had not occurred to me that I would have to make myself naked in front of them. The look on my face must have said it all. 

Andrea came over and said, "It's okay. No rush. Have another wine." 

She then took my glass to refill it. When she came back there was a very noticeable difference to her clothes. She had undone several buttons and removed her bra and the blouse was rather sheer. She bent down in front of me to give me my wine and her cleavage was delightful. 

"Now about your clothes ..." she said. 

She took my hand and made me stand. She then proceeded to slowly undress me. Sue sat quietly and watched.

In a fairly short while I was naked from the waist up. I'm not in prime condition anymore and there's a bit of weight there. My 'problem' if you see it that way is that I generally put weight on in the chest before almost anywhere else. Consequently I have a nice pair of 'man boobs' that are nearly a B cup I think and are a great advantage to someone with my particular interest. 

Sue was very polite in commenting, "A very nice chest to work with Jason." Or perhaps she meant it. 

Next was my lower half. The tent in my pants indicated that the wine had relaxed me enough and now I was enjoying the attention. Andrea took off my shoes, undid my belt and opened my pants and allowed them to drop. As she opened them she looked up at me and smiled and then turned to Sue and said, "Mum, look." 

My silk lace-edged French knickers had a big bulge and a wet spot in them. Sue said, "Leave them on for now while we sort out the bra." 

She brought a tape measure and note pad and said to me with a lovely smile, "Well ma'am, let's get to work." 

She warmed her hands and then caressed my chest feeling the size of my titties and how hard my nipples were. 

"Nice nipples," she said as she tweaked one and circled the areola with her index finger while cupping my breast in her right hand. My sensitive nipple hardened as my cock throbbed. 

Sue then explained, "I hope you don't mind but I am training my apprentice here, so I will get her to follow up on each step of the fitting process. Is that all right?" 

How could I possibly disagree as Andrea's tits swung towards me in her blouse and she stood alongside me on the opposite side to her mother. Stood between these two lovely women, each had a soft warm hand in the small of my back. 

Sue explained, "Now feel the curve of the breast and the firmness it has. Check the nipple area is firm. Lift the breast to feel how heavy it is so that you can work out how much support to give it." 

All through this they were acting on each step of the instructions. I was in ecstasy. They proceeded to caress and fondle, tweak and tickle and eventually measure. I am certain that most of this was entirely for my benefit only, but I decided not to complain. 

Based on the notes taken Sue said, "I will see if we have something in stock that will be a close fit while you wait for yours to be made. Andrea can commence the measurement for the knickers you want." With that Sue was gone into the store. 

Andrea was in no rush to start the measurements. She continued to fondle me and then she slowly lowered her head and started to suck on my nipple. I gasped at the sensation as my areola puckered to the attention. The sucking became more aggressive and she started to nip and bite and as she did this she reached down to stroke my cock. I eventually got up the nerve to become an active participant and I started to fondle her full breast and tweak her nipple in the same way she was biting mine. My cock was throbbing in her hand and after some more of her torture on my aching breast, she gradually slid down my torso and onto her knees.

The front of my French knickers was saturated with pre-cum and she started to suck on that while she hooked her fingers in the waist to remove them. As she pulled them down my cock sprang up and hit her on the cheek, smearing juice. She wiped it with a finger and looked up at me and sucked it into her mouth. 

She moved to take my cock also and just as she did Sue came back in with several bras in hand and said, "Wait Andrea. Let's try this -- it's a 36B." 

I was stranded with my knickers at my ankles and a throbbing erection while the delightful Andrea stood up in front of me. Sue handed Andrea a beautiful ice blue soft satin bra to put on me. While she was getting it organised Sue stroked my penis and said in a very business-like manner, "It's lovely but it has to go if you want to wear good lingerie. Andrea will take care of it for you in a minute. She gives great head -- I taught her how." 

All through this she absent-mindedly continued stroking me, and my cock was twitching all over the place leaking juice all over her hand which she equally casually licked clean while looking me straight in the eyes. These were the women that the word wanton was created for. There was lust in Sue's eyes as she held my gaze. It was while I had this distraction that Andrea pulled hard on my nipples and then said, "Bend forward. This is how to put on your bra Jason."

She slipped the straps over my dangling arms while I was bent at the waist. "You need to lower your breasts into it and then connect the hooks and eyes -- that way the bra cup is filled properly and will support you well." 

The satin feel of the material on my nipples was glorious and that, added to the secure hold on my chest, actually made my boobs stand out more than usual. With a little adjustment to the length of the straps, I was in heaven. 

"Now for those panties." 

Andrea was on her knees in a flash and my cock was down her throat. She sucked and chewed and bit the head and raked her teeth along it and across the head. It was too much and I went weak at the knees and had to sit. Sue steered me back into my chair and I flopped back down. 

Andrea just kept going and Sue moved behind me to reach around and caress my filled bra while my head nestled between her warm and ample breasts. It was a great come and it overflowed Andrea's mouth. She smeared some up and down my cock, which kept it hard, and then she stroked the rest over her full tits that had fallen from her opened blouse. She crawled forward up my body, dragging her nipples up my torso and grazed my bra covered nipples with hers. She then kissed me, filling my mouth with what she had not swallowed. 

Sue was on my cock immediately and she had indeed taught her daughter a lot but not everything! I came again. I actually had a second orgasm within minutes that was centred around my cock but there was nothing left to ejaculate. The trembling tingling feeling was amazing. I hadn't come twice in that short a time since I was about 18.

I felt like I was totally spent. Weak-kneed and dizzy with pleasure. Next the tape was out to measure me up and a range of undies was decided upon. The range was a delight, a veritable rainbow of colours, styles and materials. Without doubt I preferred the satins and silks that caressed my loins. Sue explained that making these for men was a specialty they provided so that, if I wished, my manhood could be tucked away to give the more feminine crotch-line or they could be made to provide maximum sensuality. 

I liked both ideas and then we browsed over the stockings and suspenders range. Gorgeous styles and patterns in an amazing vista of colours were brought before me and I selected I don't know how many that piqued my interest. The list of my choices was growing rapidly and I eventually had to think about how I would pay for it all. Sue and Andrea finally brought proceedings to a close, helping me dress in some new lingerie. We looked down the list of the many items I'd chosen. Some were in "Close to You" bags on the counter while, as Sue had explained, others would be made to fit.

I was dressed and preparing to leave as we went back through the store. Sue then insisted on me letting her prepare a bustier for me. When she explained that it was a push up bra, corset and suspender all in one I just had to agree to try it. The whole order ended up huge with a range of styles and colours to be prepared. When I asked how much all of this was going to cost, Sue's answer was a rather enigmatic, "Oh we'll worry about that later when you decide what you definitely want to keep. We'll call you in about a week -- you can come to our home and try them on." 

She gave me a business card with the address on the back and then they both kissed me and let me out of the store. I drove home in a dream and my new bra and matching panties.

Work was hectic with the deal I'd closed that day but the experience with Close to You kept re-living itself in my mind all through the week as anticipation of their call grew. Sue finally phoned. She said I was to come to their house on Saturday night. I agreed and arranged to be there at about 5 p.m. 

"Make sure that you are not late, we have lots for you to try on!"

On the evening I was due to go I made a point of bathing and shaving and making myself well presented. I arrived at the magnificent house on time, as requested. There was a long curving driveway that led to the marble steps to the front door of this two-storey mansion. The ivy-covered walls were in stark contrast to the white paint of the building, giving it a classical look. There was a light on the front verandah at the door where I was standing as I rang the doorbell. Sue met me at the door and ushered me in rather hurriedly with a cheerful, "Oh hello! You're here at last. Come in, come in." 




Important Business Comes Up Ch. 03



She seemed a little flustered as she walked me through the entry and into a huge study that was lined with bookcases and beautifully furnished as an office but with lovely old wooden furnishings. She had me sit there a moment and wait so I took the time to glance around the expensive surroundings. There obviously was money in the lingerie business, or perhaps they were independently wealthy. 

Andrea and Sue came in after only a minute or so and walked over to where I was seated. I started to get up but Sue said, "No, please stay seated." 

They both moved quite close to tower over me while Sue began to explain the situation, "Jason, we are throwing a little party for a small group of girlfriends this evening. They all work in the same industry. We'd like you to stay for the party ... if you are game?"

The quizzical final statement intrigued me. "What do you mean, 'if I am game'?"

"Well," she continued, "we take it in turns hosting a party and providing entertainment and tonight you will to be it. After we did the fitting, and you allowed us to play with you, Andrea and I thought you might enjoy an evening of similar attention from our friends. All you have to do is to be prepared to model the lingerie we made for you and accept whatever offers are made. What do you think? It's definitely going to be an interesting night if you do say yes!" 

I guess they had figured I would say yes because there didn't seem to be any back up plan. It took me back to the first night with Sarah and Jody when they had dressed me and taken me out. I had been titillated about the visit to their house while driving and the possibility of repeating the events of the fitting room. Now I was being offered a smorgasbord of femininity - mine and theirs ... and now their friends.

Andrea obviously saw my concerned expression as she explained, "We will be here with you all night and if at any time you feel uncomfortable just say, 'No' and we'll stop whatever is going on. That is one of the house rules that the group has agreed to. It can get a bit odd at times!" 

They continued to explain while I listened. It was apparent that I was the entertainment for a private sex club. These women all ran businesses and shared their findings with each other at the party. Sue went on to explain that they would all pay me for anything they did by providing services such as she had by making my lingerie. It was obvious now that the huge bill that I was expecting was going to be paid in full just by agreeing to their intriguing proposition. How could I refuse?

I nervously agreed and Sue ushered me to an upstairs bedroom where all my choices were laid out for me to try. The bed was covered with the four bras, two suspenders and half a dozen pairs of stockings. The pile of panties created its own little rainbow glow. 

Sue explained, "Feel free to try any or all of it on Jason but for the party I want to see you in this."

To one side on the bed was a French Maid's outfit that I would wear. Beside it was the bustier she had convinced me to try, its black silk and silver floral pattern catching the light made it gorgeous. The matching seamed stockings with a bow motif and the two inch heels were laid out for me. How did they know my shoe size? I suppose I had been busy with Andrea in the store and Sue had lots of time to check my shoes for the shoe fitting. 

"Would you like a hand to put it on? Andrea will be up in a minute while I make the final preparations downstairs," and she was gone.

A minute later Andrea came in and said, "What do you think of the clothes Jason?"

"They're beautiful," I murmured as I kept caressing the various materials on the bed. 

"Are you ready to give this evening a go then?" she smiled at me. 

The thought of turning down all this lingerie was too much to bear so I nodded my agreement. "Well let's get you ready then, yes?"

"Absolutely Andrea. I showered and shaved before coming here tonight. Make up first?"

She smiled and nodded toward the dressing table. Again it was like I was back with Sarah and Jody and in minutes I was made up and hair styled although the pageboy look was pretty much what I kept these days, and I was heading to the bed for the evening's outfit. Andrea helped me out of my clothes but remained rather distant except for helping me put on the bustier. My arousal was very obvious but she made no attempt to help me with it.

"Sorry Jason but house rules: no-one starts until we are all present. Don't worry I will certainly make it up to you later." 

Her cheeky smile suggested she had something special in mind. Without any more help I was dressed and ready in a few minutes. The maid's outfit was snug and short, barely covering my stocking tops. The bustier was glorious, forcing me to keep a straight back and giving me more accentuation in the B cup than I think I had ever had before. Every move grazed my nipples against the material and the swish of stockings made for a complete sensual experience. The shoes fitted perfectly and were easy to walk in. Andrea nodded her approval when I paraded for her.

"Let's get downstairs Jason; the guests will be here soon."

I followed Andrea down the main staircase and Sue was waiting at the bottom. My heels clicked across the tiled entry hall until I was in front of Sue. She gestured for me to turn as she perused her work. As I turned back her smile told me I looked wonderful - she was happy with her creation. She quickly gave me my instructions and showed me where things were before the first guest arrived.

"Remember Jason, it is anything goes until you say no. It is a house rule for the group. You may find some interesting experiences here tonight so try to enjoy yourself - I am sure we will!"

The small group started to arrive and stood chatting in the main hall while I commenced serving drinks. Sue had showed me where the drinks and a few platters of finger food were kept in the kitchen. They obviously weren't coming here for a meal. 

Gradually all the party guests arrived. They were all rather like Sue ranging in age from about 30 to mid 40s, elegant and obviously well off business women. Their conversation was all rather formal and business to start with and I was barely acknowledged except to top up glasses of wine. There were very few comments about me, although they were all polite, with an occasional, "Thank you dear" as I topped up glasses. It was as if I was the hired waitress for the evening. I couldn't believe that they didn't know I was a man. 

Gradually the four women, Sue and Andrea started to chat about other things and relax and then they moved from the formal entry hall to a rather expansive lounge room that was elegantly furnished and had an adjoining dining room with a long dinner table. As I moved around the plush armchairs and sofas that they had relaxed in, I received a few caresses, pinches and fondles, including one hand that slid up my stocking to my inside thigh as I bent to fill a glass of wine. My own anticipation was building as they started to grow more openly inquisitive as the evening progressed and the wines had started to relax the atmosphere. 

After I had served the food, and they'd had a few more drinks, things started to happen. One woman, a rather attractive redhead named Shirley patted the arm of her chair to encourage me to sit. I rather submissively perched on the arm of the chair and crossed my legs that caused the short skirt of my outfit to ride a little higher and show off my stockings. 

She stared into my eyes with her penetrating blue gaze and quite matter-of-factly asked me, "How long have you been cross-dressing?" 

While she asked this she began to run her hand up and down my thigh. I was rather startled by the openness of this approach and before I could answer she moved her hand to my torso and continued with, "Let me see these nice little tits that Sue has told me about." By now her hand was fondling them. 

Andrea smiled at me as she watched how I nervously just sat and let this woman have her way. Shirley reached behind me and undid the zip and soon my maid's outfit was around my waist as I sat there, leaving me in my bustier. Shirley caressed and fondled the outside of the material and it sent tingles through my nipples and flesh. She told me to get rid of the dress and parade for her. It was like no one else was there but all of the others were watching intently as I stood and let the dress slip to the floor, leaving me in my lace panties, bustier, stockings and frilly maid's cap and the medium heeled shoes. 

I stepped out of the dress, abandoning it so that I could do my best impression of a catwalk model. They all made their appreciative comments to Sue and Andrea about the quality and selection of the outfit. A couple paid me compliments on how good they thought I looked. 

A very attractive blonde named Jacqui caught my attention with the point of her red high heeled shoe and told me she had dropped an earring and to pick it up for her. It was clear that I didn't have an option to decline the offer based on her tone of voice. I knelt down in front of her and looked on the floor near her feet but couldn't see it. 

She said, "Oh, that's right, it's here -- get it with your teeth." 

And with that she threw her split skirt back and spread one leg over the arm of her chair to reveal a totally shaved pussy that was pierced with an earring in each distended flap of her outer lips. I was stunned, but the leer in her eyes suggested that action was the right move at this time. I shuffled forward on my knees and buried my face in her crotch and sucked and tickled her pussy. The other women howled their support for the innovative way of getting the sex going. While doing this I felt my panties being removed and hands stroking my stockings.

My legs were soon forced apart a little and the hands were on my cock and balls. I was rock hard and then there was breath on my backside and a tongue started licking down my crack and probing my puckered hole. This drove me harder into the cunt of the blonde; her wet folds gushed as I chewed on the outer lips and sucked the rings into my mouth. I probed her deeply with my tongue while grinding my face into her clitoris. I bobbed my head up and down while holding the rings in my teeth so they clawed at her pussy lips. 

She moaned loudly and reached down to loop a finger into each ring and dragged her engorged pussy lips apart to expose the depths of her soaking wet centre. I burrowed deeper and probed the open cavern with my tongue while grinding into her clit to maintain as much stimulation as I could. She started to pant and soon was screaming her release. Jacqui soaked my face as she came and, when she did, the probing tongue behind me stopped. 

Before I could move away five pairs of hands lifted me from the floor while the blonde lay in the chair, legs splayed, a dreamy look on her face, sated. They carried me to the dining table. I was placed on the table -- it was like I was the meal as each did as she desired with me. They had all quickly shed their inhibitions and most of their clothes. Very soon a finger replaced the tongue that had been at my butt. Then two. My butt was being reamed and I was loving this new sensation. 

My few forays into gay sex had never gone as far as showing I was a male so the opportunity had never arisen, and my sisters had never tried it either. I was rolled over on my back and a hairy set of spread cunt lips squatted on my face like a queen on her throne. She ground me hard into the table and I ate her as much as I could. The identity of my new partner was unclear as I didn't actually get to see her face. Finally a, "Ride her Shirley!" told me it was the woman who had taken off my maid's outfit.

My balls were being savagely squeezed and my butt jammed full of fingers while my face was still being ridden. I did my best to extend my tongue into the fiery depths of the pussy on my face. The fingers slipped out to be replaced by something. It was jammed in and boy was it big. Then a husky voice came next to my ear to say a banana was being worked in and out of my backdoor. If I could use my sphincter control to squeeze it hard enough to squirt out at least half of the banana and leave the skin inside me there would be a special bonus in it for me. 

I was busy munching the hairy cunt and couldn't see who was doing what but the feel of that banana was getting better and better. I worked on squeezing it and after a short while I could feel myself breaking the banana. The heat in my anal ring was amazing as I worked that object with my sphincter muscles. I must have looked like I was thrashing out of control trying to keep that fruit inside me. It felt like each time I squeezed it, the banana was dragged further into my butt. Using stomach and lower muscles was difficult with the cinched waist-line in the bustier but the building warmth in my bum was motivating me. 

The whistles and cheers indicated that the banana was leaving my arsehole but I could still feel the bulk of its skin up my rectum. Apparently I passed. The queen decided she had had enough after a few gallons of cunt juice drenched my face and she got off. 

Some of the ladies had paired off but two were still in line. Andrea was one and the other had been digging her nails into my cock and smearing banana on me. She was a stunningly good-looking woman whose tits were bare and the banana was being transferred from me to her tits. She then pulled the remaining banana from my butt with a sharp yank that almost tore me in half. I yelped at the pain. She then climbed onto the table and said, "I want you to fuck my tits until you come on them." 

She immediately lay down on the table and smeared the remaining banana into her cleavage. I straddled her chest and slipped my rock hard, though rather battle-scarred, cock between the beautiful melons of her tits. The smooth sensation of the cool banana on her hot flesh was amazing and my stroking rhythm was increasing steadily. The ladies took time out from their various activities to cheer on the show on the table as they watched me stroking between her tits while she burrowed her fingers into her cunt. I heard Andrea's voice exclaim, "Go for it Julia!"

I was soon splashing come all over this woman whose name I'd only just learnt. The steaming juice flew all over her tits and splashed on her neck and as I continued the stroking motion the banana and come split became a frothy mass on her breasts. Finally she leaned her head forward and took a small lick of the tip of my cock and then said, "Stop. I want you to move back and eat the banana." 

I was quick to move back down her body, leaving a trail of the mess down her stomach, so that I could start slurping her tits clean and I found that my cock was nicely nestled between her thighs. At first she kept them closed together but the more I licked and chewed on her tits the more she moaned and opened to me. The delicious dessert I had been told to eat was clearly earning me points with this woman. 

Despite having come only a minute before, my cock was throbbing hard again and sliding easily into the velvet tunnel of her cunt. I didn't slow down from chewing her nipple raw and she just continued to wail in enthusiasm. I started to pump hard into her and then I heard her say, "Oh my god I can feel him coming. Ahhh!" I again had that sensation of an orgasm despite having no come left to deposit into this woman; there may have been a few drops of seminal fluid but mostly it was the remnants of a banana and cum smoothy. 

I clearly twitched and shuddered as if I was coming and I felt her cunny spasm around me. I continued to explore her breasts but the final wrenches of my orgasm were exhausting and my flaccid cock slipped from her moist core. The cheers continued from the assembled audience who were watching at close range now, having abandoned their individual play to join us at the table. "Way to go Julia!" and "You sure love that fruit diet," were some of the comments. 

I fell onto Julia exhausted and she nuzzled into my neck and whispered, "Thanks!" before she shuffled across from under me and was helped off the table a little weak kneed. Andrea was naked and standing next to my head beside the table. Her beautiful breasts were swelling and falling with her breathing. As she started to climb onto the table my depleted cock twitched a little at the sight, more in hope than in any expectation of real reaction. 

My hands were pulled to each side of the table and clamped in some sort of soft handcuff that left them dangling over the edge of the table. My brief moment of apprehension disappeared as my hands were then moved to the warm moist pussies of Sue on one side and a slim red-head who I'd heard called Margaret on the other. The ladies directed my fingers to their open crotches and I quickly found a finger inside each of them. They both held my wrists and rocked back and forth like they were using my digits as a dildo, mashing themselves into my palms. 

I managed to move my thumbs to rotate around their clits only to find that Margaret's was an enormous nub and obviously very sensitive as she squeezed tighter on my wrist as soon as I made contact. Soon I had two fingers inside each of these ladies but my attention was distracted by Andrea.

She had straddled my stomach while I was being used to manipulate the pussies; she massaged my torso and tits through the bustier. The nipple attention was enough to make my limp cock slowly grow until, eventually, it nudged the crack of her backside. It gradually gained some firmness as she rotated her hips to encourage the growing stiffness, sliding her hot moist pussy along the growing length of my shaft, all the while reaching forward to squeeze my nipples hard enough to make me cry out. 

At last I was going to get to make love to Andrea. She then lifted her hips to position herself above my rampant cock and then lowered until she was just brushing her entrance with it. All the other women were still watching even while they stood around and fondled one another or continued to plunge themselves up and down on my fingers. She pulled the bustier down so that she could fondle my nipples more easily and she smiled while she slowly moved down. I was motionless beneath her as my cock head entered her steaming, wet passage. 

She smiled again and stopped with my cock inside her by about half its length. Then she began to release a stream of hot pee onto my cock. It was searing hot as it pushed out of her cunt past my manhood and over my balls to form a puddle beneath me. She continued to pee on me while she stood, releasing my rock hard penis from her pussy and walked up the table pissing over my bustier and onto my tits and then my face. 

I'd never experienced a golden shower but with pussies on my fingers and naked women all around me, any hesitation was lost. The splashing salty tang on my tongue joined all the other flavours of the evening. Watching her piss on me was combined with the shuddering and clenching grips on my hands as the two women came at the sight before them. Margaret whimpered at the rotating finger stroking around her huge clit. Andrea then turned and squatted in an incredibly erotic 69 where she pushed her piss soaked pussy into my mouth and sucked it off my cock, all the time rubbing her beautiful tits into my torso. This time I was amazed as I spasmed hard, a gut-wrenching spasm as I came but there was nothing left to deposit in her hot mouth and again the ladies cheered. This seemed to be an accepted finale to the show. I had had some sexual contact with everyone there that night and now it was reaching the end.

I was left spent on the table as the party broke up. I was a mess, banana smeared and piss soaked with the tastes of pussy and pee in my mouth and an aching emptiness in my arsehole but I felt incredible for the experience. I don't think l could ever confuse orgasm and cumming again. Each of the ladies came to me individually and said good night with a last fondle, caress or kiss and then placed a business card in a small dish that had somehow appeared on the end of the table. Later I realised that on the reverse side of each one was printed the phrase 'One Special'. 




Important Business Comes Up Ch. 03



After they had gone Sue came to me with a dressing gown, uncuffed me and helped me put it on. She suggested that I might like to bathe in the hot tub up stairs in the en suite and, taking my hand, she led me away. 

"The 'party' can be cleaned up later," she explained, although Andrea was wiping the table clean with a towel. 

The three of us then went up to the bathroom. I had another fleeting recollection of my sister and Jody. Sue busied herself with the hot tub while Andrea took her time to undress me and drop my underwear into the sink and run water over it. First a 30 second shower to wash off the aftermath of the evening and soon the three of us were relaxing in the tub and chatting about the evening. I'd never felt so drained in my life.

Sue explained how each guest had given a me their card as payment and that each has a company that will provide me with their individual special deal, such as the "Ear Rings" blonde runs an exclusive hair salon and rejuvenation centre simply called 'Jacqui's'. She promises individual treatment to every hair I own, while Julia runs a very chic shoe shop that specialises in designer and made to fit styles. Shirley is a leading dressmaker and Margaret runs a beauty salon with make-up, pedicure and manicure as her specialty. Each would provide me with a visit and merchandise based on how much they enjoyed the evening. 

"You should know, Jason, that they all said they'd had a wonderful time! You can expect that they will be generous."

After a long soak and wash in the tub, we moved to the luxurious king-sized bed in the adjoining master bedroom where we snuggled together and I was soon asleep. Not too surprisingly I ended up spending the weekend with Sue and Andrea and I finally did get to experience some one-to-one time with Sue in bed the next morning. It was a very gentle and almost romantic change to the lustful night before. The party left an impression on me that made me want to try my "Specials" with the various companies very soon. It also revitalised my desire to wear in public again or at least for an interested audience.

During the weekend Sue said we should chat about my company taking on her account and, if I played my cards right with the Specials, I may win over a few other clients. It seemed that I was on the verge of some serious success in both my private and working lives. Sue agreed that I should put together a proposal for her company, now that I knew what services they offered and I could attest to their utmost discretion being assured.

"Sounds like a fun party Jason," Dana declared, "I might have to see about meeting Sue and joining!" 

An intriguing thought but something told me I wasn't ready for that level of connection to Dana until I knew just what she wanted. 

"So what did you wear for me today Jason? Let me see!" Again the demand was in her tone yet I could also see she was squeezing her legs together rather tightly. 

"Go ahead, show me what you wore today," she demanded. 

I stood up in front of her and revealed the outfit from this morning - camisole, stockings and panties. 

She smiled and said, "So it doesn't sound like you need much help with that account after all and there may be a few others coming too. I might be tempted to let you come with me to one or two of my special haunts." 

With that unexplained comment she opened the loose blouse she was wearing and ordered me, "Suck my tits while I stroke you. Come on me and then lick me clean." 

She lay back on the couch and watched me move to her chest, suckling her taut nipples. It was an exhilarating experience being told what to do in that way. Stroking my hard cock, Dana's hands created a hot sheath for my cock; it was mind blowing. It didn't take long before I was splashing my come over her stomach having released her nipples as I came, stifling my guttural roar. And then I licked her clean of the strings of come across her muscular torso. 

"Now finish me off - suck my clit until I come."

She spread her legs wide and I crawled between them to nuzzle her soaking panties. I tugged them down her long legs to reveal her wet pussy flaps engorged in her arousal. She played it cool but her body showed the lie. I was hopeful of more action but any move forward was rejected quickly as she squeezed her thighs together, trapping me. 

"No you have to earn that Jason and a pale cammy top under a white shirt isn't really that brave is it? The risk is in possibly being caught." 

I focused on her clit and sucked hard and nibbled and soon she was pushing hard into my face and writhing on the couch. I could see her closed eyes and how she was biting her lip as she gushed a flow of juice into my mouth as she came. Soon she had returned to Earth and pushed me away. Her farewell words however were interesting. 

"Keep my knickers - find something to match them. I'll see you Monday. You have booked our session haven't you?" I nodded. "Don't forget our deal -- the more adventurous you get at work, the more adventurous I get! See you." 

And the door closed behind her.



Important Business Comes Up Ch. 04



I recommend that you read Chapters 1-3 before this entry so that the characters and background are established. Enjoy! Thanks to those who voted on earlier chapters and a special thanks to those who left comments or sent feedback. Much appreciated. Hopefully Chapter 5 won't be too far away.

Following on from their earlier adventures, Dana was now testing Jason to see how far she could goad him into cross-dressing at work. Was the promise of sex with this gorgeous man-eater too much?

__________________

It was Monday afternoon and Dana had arrived at the appointed time in my office. Alison, my personal assistant, showed her in and I told her not to disturb us. Again she gave me an unusual look as if she were suspicious of something. Dana locked the door and came across the room. 

"Show me!" she demanded, the fire in her eyes betrayed her arousal rather than establishing her control. 

Wow! I stood up and went around the desk. I undid my belt to show Dana her own red satin underwear that I was wearing together with matching stockings. I explained that I hadn't washed them so I could still smell her juices. 

She smiled a little smile and said, "Is this really all that adventurous? Where's the risk. You even wore socks over the stockings because of the colour. What about suspenders or a bra? You said you have them. I suppose it is good enough for you to be allowed to finger fuck me until I come." 

And that is what she let me do, leaving me feeling my cock under my desk when Alison came in with a message after Dana had gone. Alison was barely in the room before she stopped and sniffed the air. Dana's sexual scent was probably still quite noticeable but Alison didn't say anything. She went about her business while I did my best to hide my agonising discomfort.

The next day I was more daring - I had to move this along some how. I wore the suspenders. When I sat down the clips were clearly visible against the material of my pants. Dana was impressed, so much so that we sat together on the couch and just as I thought I would get lucky she leaned over and opened the office door to call in Alison. My mouth fell open. Alison came to the door and Dana asked for coffee for us both. Alison looked at me and I nodded and she went. I was about to get up when Dana held me back and said, "Don't you dare move. This is the risk. This is what makes it sexy – the chance to get caught!" 

Soon Alison was back and brought in the tray. She put it down on the coffee table in front of us and it was unmistakable. She saw the clips outlined in my trousers. She hesitated briefly and then stood up, looked me straight in the eyes and asked, "Is there anything else I can get you Mr Meadows? 

I mumbled an embarrassed no and she left, closing the door behind her. 

"Did she see do you think?" Dana asked excitedly, clearly aroused by the scene, her fingers already up her skirt. 

"I'm not sure. I don't think so," I lied, wondering what the hell was I doing. 

Then she said, "Get it out so I can suck you." 

And she did. 

That afternoon we had a brief meeting in the boardroom and Dana made a point of sitting next to me. Bob asked her what she thought of the prospects for this lingerie account. She said she thought it was very promising and that she would keep working closely with me on it to ensure that it went ahead. In fact I was almost ready to have the contracts written up for signing by Sue and Andrea. All through this meeting she kept stroking my leg being sure to brush the suspender clips and, on one occasion, she managed to lift and snap the suspender against my leg while covering the noise with a cough. I was a nervous wreck.

Over several days I declined to take any more risks and she would just brazenly lift her split skirt to show me her cunt and say, "You'll never get to where you want to be with that attitude!" and left. 

At last I built up enough courage, or was it horny stupidity, to take another step. I wore a dark lace trimmed camisole under my shirt, under my jacket. She was impressed but to show me she wanted more she called Alison in and, before she arrived, spilt coffee on my jacket. Alison fussed over me and insisted I take it off to have it cleaned immediately. She took it off me despite my protests that it didn't matter, stopped and looked closely at my shirt before saying, "I think you may have spilt some on your shirt too sir." Then she hurried from the office. Dana laughed while I panicked. It wasn't fair to bring Alison into this, this way. Dana then caressed my chest and the camisole satin felt wonderful. She said I deserved a treat and that I was to come to her house that night at six.

The afternoon flew by and I wisely removed the cami top to avoid any more obvious distractions if anyone came in. I got to Dana's and she was in a very good mood. "Come in, have a seat. Wine?" 

We did and it was lovely. We sat a chatted for a while as she dug information out of me about where I was up to with the Close to You account. I guess she was covering her tracks in case she got asked anything as we hadn't really spoken about the account at all in our meetings. They'd had a rather different agenda. Then she changed the topic as she said how she enjoyed hearing my exploits with Sarah and Jody. 

"Would you like to do something like that with me?" she queried enticingly.

I agreed without hesitation. 

"Good. That's what tonight will be for you - a night without any hesitation. Take off your clothes and meet me upstairs." 

I did as she demanded, leaving my clothes in a pile on the lounge as I went in search of the pussy I wanted so badly. I went up the wide staircase. I could hear the sounds of movement in one of the rooms and so I entered a vast bedroom that was centred by a huge antique metal framed bed. There was Dana standing facing me as I entered, wearing a skimpy almost transparent teddy. She was stunning, her formidable frame encased in the gossamer material. 

"First a bath to sooth you." 

We went into the huge en suite and the spa tub was filled already and it produced a most aromatic alure. The soft lighting and incredible opulence of the luxury was overwhelming. 

"Stop. First I must shampoo your hair." 

She'd brought a chair to the sink and I sat back to have my hair washed and scalp massaged. She was very attentive. 

"Feel free to fondle and caress if you wish. You were daring today so you earned it." 

Shortly after she said that I had two fingers probing her pussy and her moaning as she did my hair. I was able, at my leisure, to explore her heated core and stroke her downy pussy hair. She finished the shampooing and then she said, "I want this to be a very sensual experience so you must wear a blindfold." 

I agreed and she put it on me and then she steered me to the side of the hot tub and helped me get in. After a while she turned on the spa jets and the warm water bubbled and frothed. She had her hands roaming all over my body massaging and stroking every single nook and cranny, steering me at her will so that she could caress and massage every inch of my body, although she avoided any contact with my head. My foreskin was peeled back and forth and my balls vigorously rubbed. My arse crack was explored and a finger dipped in. My nipples were pulled and stroked and finally my face was massaged. My cock was fully erect and waiting impatiently for what was to follow. 

After an intense fifteen minutes of this close attention, I couldn't wait to jump her and I was sure that's what she wanted. The blindfold did increase the sensuality of not knowing what was coming next. Then she ordered me from the spa and into the shower. She climbed in with me and the hot water tingled on my skin under the harsh spray of the hand held shower head that she expertly directed across my body to tingle and keep me aroused while she was rubbing her body on mine. The tantalising sting of the water jets caressed my body and, as she drew the water up my legs, the spray engulfed my scrotum like a hot mouth. I gasped at the sensation - every nerve ending of my skin seemed super-sensitive.

After I was completely washed and my hair was rinsed of the suds, she got me out of the shower and patted me dry with a towel before she took off the blindfold. There in the still water of the spa floated a mat of dark hair. I looked at my body – even in this dim light I could see that I was bald everywhere except my head; even the early days of a moustache had gone. 

"There, isn't that better? I put a hair removal cream in the spa. The blindfold saved your eyebrows and the shampoo saved your head. You don't need any other hair and now you will really feel the satin or silk. Now come to bed and let's fuck." 

I was stunned but also rather intrigued and titillated. Again she turned and walked away and I saw that wonderful set of hips that I was about to get into sway as she went back into teh bedroom. I followed eagerly, feeling the gentle caress of air movement across my whole body. With raging hard on in hand I chased her and caught up just as she reached the bed. She side-stepped me and pushed me onto the bed. I fell and was surprised by her speed and agility. Then she leaned over me and grabbed my hand and thrust it to her breast and I stopped moving to concentrate on fondling her tit. Then she pulled it again and I felt the sharp knock on my right wrist as the handcuff went on and was squeezed tightly closed. 

"Don't even think of struggling and it will go much easier for you. Now shift your arse over here. Banana? Ha! I'll give you something better than that." 

I watched while Dana slipped out of the teddy and walked naked across the room to her dresser. She opened a drawer and withdrew something about the size of a shoebox only flatter. 

"Now this will be fun," she said as she dropped it on the bed and took off the lid. The dildo was about ten inches long with imitation veins - a very angry looking hard on for anyone although not particularly thick, in fact not as thick as my own still rampant cock. Then out came the harness and I knew for sure what she meant when she said, 'Let's fuck'; I knew who was going to give the fucking and who was going to receive it. I lay back on the bed to await the inevitable.

She left me with just one hand cuffed so that I could move to meet her demands. She told me to turn around, roll over and move my face to the edge of the bed. She then went to the dresser and brought the chair to the edge of the bed in front of my face. Oh well at least I'd get some of her juice first I figured. Then she strode to the wardrobe, there was real purpose in her every movement, and she returned with a black three-foot long riding crop. The real thing, just like jockeys use. She sat on the chair, allowing the crop to dangle from its wrist loop so that it swayed menacingly in my vision with its silver cap and black binding. She spread her legs wide and swung one over my head and onto the bed beside me. Her pussy was a matter of inches from my chin. 

"Now listen my little slut, first you are going to eat me until I come. Any time I feel your heart isn't in it you'll get this," and with that she swung the crop hard onto my buttocks. I felt it imprint its shape into my buttock and it stung like Hell. 

"Then, when I decide I'm ready, I am going to fuck you. Got it?" her intimidatory tone would brook no argument. If I had even a hint of what was good for me, I would obey. I nodded. 

"Good. Let's eat," she said with a wicked smile and shoved her cunt forward and into my face. 

She lay back a little and spread her lips for me as I only had one hand free. She was really juiced up. This power trip was really getting her off. I was practically in mid air too with the hard on that I had. The cracks on the backside were actually fairly rare – I must have been eating well. When they came they stung but invigorated and they made me lunge forward to escape them, shoving me deeper into her pussy folds. The pressure that kept building in my raging hard on needed to be got rid of somehow.

Dana's moans and groans were increasing and the crushing pressure of her thighs on either side of my head made breathing difficult. The musty aroma of her pussy seemed everywhere. She started to thrust her hips into my face in a rhythmic pattern, bumping her pubic bone against my nose. 

It took a while but she finally let out a low growl that increased in volume and intensity until she was grunting as I burrowed my tongue deep inside the wet flesh, trying to spear her as far onto my tongue as I could. Forceful thrusts into my face were accompanied by guttural roars as, like a Derby runner, she lashed my backside to get us both to the winner's post. She sprayed my face as her orgasm enveloped her being. After she had come long and loud, she said I had done a good job and, seeing I was obviously enjoying the whip, judging by my cock, she would reward me. 

She made me lay flat and started belting the daylights out of my bum with the whip. She was a remarkably good shot and by whipping the soft flesh of my inner thigh she made me reflexively spread my legs wide to avoid another contact only to give her a great angle on my balls, cock and arsehole. They were red raw by the time she let up but the heat in them only made me ache to come even more. It was amazingly stimulating! I'd never experienced this type of pleasurable pain. Then she put on the harness and held the strap on cock forebodingly in her hand. It looked scary. 

Dana walked back to the chair and sat as she had before. She sat inches from my face and then put her feet up on either side of my head so that I had an exquisite close up of her open wet folds. Again she spread her legs and then smiled at me as she slowly slipped the huge dildo into her cunt. Gasping in the pleasurable feel, she stroked it several times before slowly extracting it. I had a great view of how it pulled at the flesh of her womanhood and was smeared with her juices. Finally the tip slipped out and she arranged the harness and snapped the cock into place. 

"Now worship the cock you are about to feel," she demanded. 

Automatically obeying her, I opened my mouth and took as much in as I could. I was pleased to feel that it was quite soft in my mouth and pliable but it was still so long. She shifted back and forth, fucking my face quite gently and I tried to get it all in. I was leaking all over the bed. She decided I was ready so she climbed on the bed behind me and told me to roll on my back and lift my butt in the air. Then she shoved pillows under me. She was going to do me while facing me. I'd never even thought of this position before. I'd always thought of anal sex as in the doggy position. Momentarily thinking about it, there were some clear advantages to this arrangement.

"I want you to see it as well as feel it. You'll know who is boss then, won't you?"

"Yes ma'am," I replied.

"It's MADAM or Mistress Dana to you, slut; got it?" And again the riding crop swished through the air.

"Yes Mistress Dana. My apologies." 

My cock was going to detonate; I was so turned on. Dana grabbed my ankles and lifted them high above her head to expose my backdoor fully and then she held them wide apart and told me to keep them there. With only one hand free I had to just use my stomach muscles for the task but I knew that the first intrusion of my bum would make that difficult to maintain. 

She spread some sort of lubricant on her shaft and proceeded to penetrate me. Having not had more than a finger or two ever pass through those muscles until the banana incident I'd told her about, there was a lot of resistance to something going in the out door. Dana pushed firmly once she had aligned her cock with my dark entrance and slowly my sphincter spread to allow access. It stretched and burned until the lube kicked in and then it was quite smooth. 

She started into a steady rhythm that took about 6 or 7 inches of the cock out of me and then slid it back in. She gave me exquisite relief by grabbing my ankles for her leverage and allowing me to release the tension in my lower muscles so that she could slip deeper inside me. She leaned forward to penetrate me and my legs were pinioned by her breasts and over her shoulders as she reached for my nipple and tweaked it. 

She snaked her other hand down between us and was soon painfully squeezing my balls to hold off my orgasm as long as possible. My cock stretched to its full length up between us. She had neatly managed to encircle the top of my scrotum with a thumb and forefinger so that she could squeeze the full, tight and sensitive testicles with her other fingers. Her thighs were neatly nestled below mine so that her loins crushed against mine on her inward stroke. If she could penetrate me with all of this ten-inch cock, her pubic bone would bang against my balls. I was practically praying for a deep shafting as I became delightfully accustomed to the feel of the intrusion, an inner warmth building as my prostate was being thoroughly stimulated. While all of this was going on, she spoke to me. 

"Tomorrow you will wear a bra as well as your panties, suspenders and stockings. You will make sure that your mousy little secretary gets a look – a cleavage view would be good. You will be bending over the desk when you call her in while I am there. She is going to know your secret tomorrow. Do you understand? You will have to figure out what you will do about it. If this works out well and you do as you are told, you can fuck me in the cunt right there in your office." 

That was the last straw as I visualised the scene – squeezing my balls wasn't going to stop me coming now. She had released them and was now pumping into my backdoor and the first time her pubes belted against my balls, I erupted with long strings of cum spraying my torso and up near my aching tits. Dana thrust the cock in and out at a more rapid pace hammering my arsehole as she pulled on my nipples; she came also I think from the pressure on her clit but possibly also from the power of the situation. She wanted me to know who was in control.

To make sure she was right she left me locked to the bed. The sexual tension and completely exhausting orgasm allowed me to nod off to sleep soon after she had slipped her cock from me and left the room. I slept. It seemed like minutes later that I felt the all consuming warmth in my groin and woke to find Dana had engulfed my cock in her red lips as she seductively mouthed me to an orgasm. The best wake up call in the universe! 

She undid the manacle and gently led me to the bathroom. It all seemed so civilised after the wonderful torture of the night before. She enjoyed running her hands over my now hairless body, then she led me to the shower where she directed as I pampered her. She kept me naked while I assisted in dressing her. The other bedroom, where she had obviously spent the night, had her beautiful lingerie waiting laid out on the bed. I was aroused again as I slipped her suspender belt around her trim waist, my cheek against her full breast while I connected the three hooks and eyes, feeling the swell of her breast with each breath. Then she sat on the edge of the bed to allow me to draw her seamed stockings up her legs and attach the three clasps to each stocking. The sensual hiss of the material as it moved over her skin only served to remind me of what it would feel like the next time I had the chance to wear my own stockings only now on my over-sensitised hairless skin - it just wasn't the same as shaving. Once both were on she splayed her legs wide to expose her open and wet inner sanctum and then languidly stretched each leg in a high arc until it was vertical above her head. 

"Are my seams straight?"

I fussed to make them so while luxuriating in her aroma and the sensation of the silken material as I stroked her calves into perfect alignment. My cock was fit to burst as it pointed to her clearly wet opening only inches from where I stood but it got no attention. She lowered her legs and sat up, nodding to the bra. I moved to her, holding the arm straps agape for her to slip into and then I scooped her glorious breasts into her satin blue bra and reached around her firm bosom and attached the hooks behind her. She remained seated and I could feel my cock grazing against her stocking-clad leg and I was certain I was smearing my pre-cum juices along her thigh. Not a word was spoken as I stood up to see the clear fluid sticking in strings to her stocking tops.




Important Business Comes Up Ch. 04



She glanced down, "Hmm, another souvenir! I might have to return the favour!"

She lay back on the bed and began idly stroking a finger between her lower lips as she instructed, "Choose me a dress for today Jason," and she casually directed me to the walk in robe,

I returned soon with a pale blue dress I'd seen her wear to work some while ago. It buttoned its full three-quarter length up the front. She nodded approval and casually raised a leg and wiggled her foot, indicating shoes. I went back into the perfumed closet amongst the gorgeous clothes and found a cupboard door. Opening it revealed shelves of shoes of every colour and style I think I had ever seen although they were predominantly four inch take-me-home-and-fuck-me pumps. I selected a matching colour for the dress and returned.

Dana was still relaxing on the bed and stroking her nether lips. She paused and raised the fingers to her mouth and sucked one in. I twitched at the sight. She beckoned me over with the other and offered it to me. I gently took it into my mouth and sucked her familiar juices from it. I was in a dream. She shuffled forward on the bed and spread her wet loins wide to expose her inner lips that glistened in the light. Momentarily I began to believe she had changed her mind and I would be allowed to fuck her here and now but that hope didn't last.

"We can't get you home and changed like this, can we?" she laughed and then engulfed my hard length that stood in front of her. She pumped my shaft as she sucked and I was so aroused that I blew my load into her mouth in only a few strokes. Dana drew the last secretions from my softening cock and let it drop from her lips. She looked up at me and blew bubbles with the cum in her mouth before making a deliberate show of swallowing it all and licking her lips.

"We don't want to have another shower do we? We might be late for work! Dress me."

I took her dress and undid the buttons and held it so she could slip it on. She simply turned to me so that I could do up the buttons. Only the slightest nod or shake of her head told me where to start and finish. The dress was quite figure hugging and her firm breasts were obstacles to be overcome as I buttoned and they pushed back to strain against being captured in the material. Her warm body enthralled me. As I knelt to button the lower half I realised the strong personal aroma emanated from her loins and that she wasn't wearing panties. I paused and looked up to query this.

"Oh I won't need them today if you do the right thing. They'll just get in the way surely!"

Next she sat on the bed edge as I helped her into her shoes. The sensual smell of leather and feel of her stockinged foot was stimulating to say the least. Once on she pushed a foot to my titty, grazing my hardened nipple. 

"My my, Jason! You just can't control yourself can you?" she mocked me. "Now go find your clothes and meet me at your car."

Within minutes we were leaving her home and heading to mine. She sat in silence the whole way but judiciously showing the stocking top of one thigh as her dress had fallen open. We drove in to the small complex where I lived and pulled into my driveway.

"My what a nice little place you have here," she commented as we entered. I wasn't sure if she meant it. "Now, show me your clothes."

We went into the bedroom and to my closet. I pointed it out to her explaining, "It's work on the left and ... erm ... leisure on the right.

She opened the doors wide to reveal my combined collections of suits, a few dresses and a set of shelves that arranged my lingerie. Dana took her time and selected my outfit for the day. She dropped her choices on the bed and said, "Hurry and get dressed. I will wait in the car."

The white silk shirt was purely to ensure that the black bra stood out but would also have the added bonus of wonderful sensations against my newly sensitised skin. The rest was a typical lingerie day of late with black lace panties, suspenders and lace topped stockings, all covered under my usual suit and a silk tie. I was back in the car in a matter of minutes and feeling very nervous about what today would hold. Again we drove in silence except that Dana now casually caressed my thigh to emphasize the clasp to my stockings. 

We got to work and joined the crowd at the elevator. In the crowd as we flew up to the top floor where our own offices were she took the opportunity to feel my backside and push her tits into my back. The crowd thinned after a couple of stops and she stopped but the damage was done as I had to hold my briefcase in front of me to hide the semi-erect outline of my cock. As we and a couple of others left the elevator on the top floor, she said, "I'll see you at one in your office for our appointment." And she was gone.

I greeted Alison as I passed by her desk. She smiled openly and glanced down at the pretty unnatural way I held my case, "Coffee Mr Meadows?"

"Yes please Alison. Thanks." And then I was safe in my office.

Half an hour later Dana phoned me on my private line and asked, "Have you got anyone with you?" I told her I hadn't. 

"Good, let me hear a bra strap snapped against your shoulder so that I know you still have it on." Reluctantly I obeyed, holding the phone to my neck as I reached inside my shirt to lift and snap the strap against my skin, again stirring my loins. 

"Good little slut. See you later. Make sure when I get there you are only in shirt sleeves - no jacket or tie. Got it?"

"Yes Dana."

"What?" came back at me sharply.

"Yes Madam."

"That's better!" she chortled as she hung up. 

The day dragged by as the anticipation of our one-o'clock meeting grew. Some minor matters and a few phone calls were the only distractions. At about 12:30 I'd told Alison I didn't wish to be disturbed for a while; that way I could prepare for Dana as instructed. At one o'clock she arrived and as required I was in my office with my jacket off. She came in, stopped by the open door and smiled. 

"I can see it from here. Are you ready?" 

I didn't think I ever would be, so I rather meekly nodded a yes. She sat on the couch and spread her legs to remind me and then crossed them. I hit the intercom switch and called Alison. She came in and I was bent looking at a file as she came to the front of my desk. My jacket and tie were off and the sleeves rolled up – I'd tried to mask the informality of the clothes by looking like I was working, hoping she might not look too closely. 

Sadly me for me, she was too efficient, she couldn't just stop at the door, and she came into the office and straight to the desk before asking, "Yes Mr Meadows?" 

She looked straight down my shirt and into my paltry cleavage that the bra encouraged; she couldn't possibly miss the bra. She glanced a little higher to my eyes and I could see the little twinkle in them but also a little sadness. What was I doing to this woman ... and why? Just for a bit of pussy? Crazy! 

Alison automatically started to re-arrange things on my desk as she asked, "How can I help you Sir?" which brought me back to the moment.

I asked her for coffees and the file on the 'Close To You' account. She finished fiddling and then responded with, "Certainly Sir," and then she was gone. Dana was exasperated. "Can't that stupid woman see anything before her eyes? Either way, it was hot watching you. Your bra is making me hot - when she is gone you can fuck me!" 

Minutes later Alison returned with the file and a tray of coffee. She came to my desk and handed me the file. I noticed that her face was a little red and she seemed unusually flustered. I think I had done some serious damage to our relationship because of my weakness for Dana. Alison paused and I think saw the thoughts going on in my head; she just smiled at me and then took a cup of coffee to Dana. The following little tableau should have been caught on film - it was a delight to witness. As she got to where Dana sat on the couch, she spilled the cup in Dana's lap. Dana yowled in pain and leapt to her feet in shock and was about to let loose with a tirade when Alison stepped forward to her and went into action. 

"Oh dear quick get it off," in clearly mock concern and she grabbed the bottom of the dress and yanked it up over Dana's head, leaving her trapped inside the tightly buttoned sheath of material but with her lower half completely exposed. Then it was, "Quick let me check for burns," and she shoved Dana so that she toppled over onto the couch and fell legs splayed and then Alison stepped in close and jammed her hand into Dana's cunt. I couldn't believe the scene that was before my eyes. The dress had dropped sufficiently that Dana's agonised face was showing. Alison was twisting a fistful of fingers into Dana and making her wince. She got her face very close to Dana's and in a low growl stated, "Leave your nasty little habits of destroying good people's lives at home! If you want power earn it. There are lots of ways to get rid of somebody you don't like working with! Now get out!"

Dana was dumb struck but did just that. She gathered her dress about her trying to pull it back to respectability as she tried to find a path out of the room and away from the onslaught that took her completely off guard as she rushed out the door.

Then Alison turned to me and approached my desk. She spoke calmly and quietly as she said, "Now Mr Meadows, you need to use your discretion more than that cock of yours. The bra is nice but it probably belongs at home." 

She strolled around my desk and gently put her hand on my shoulder in a consoling manner. My jaw was almost on the ground as she continued, "Incidentally, I could tell you were a cross dresser from the first day you wore the red panties. Do you remember me suggesting you should check your tie in the en suite mirror; that was because your fly zip was half down and your red lace was showing. I think I can help and would be very pleased to help you with any of the problems that being a cross dresser causes but I don't believe the office is quite the right place for such obvious attire. At the very least let me help with that stiff cock you were going to spend inside Ms Jones after I left. The intercom is such a useful gadget at times." 

Mesmerised I glanced down to reveal my cock was clearly tenting the front of my pants but also that one little light glowed on the intercom that I now had no doubt was what Alison was doing when she fussed around my desk earlier. And so Alison closed the door and picked up where Dana had left off. She walked towards me and gently took my hand and placed it on her firm full breast. She then started to caress mine. Her confident hands went straight to my bra and the feeling of the warmth of her touch on the thin lacy material was more than enough to keep me aroused despite the sudden changes in just about every aspect of my life that had occurred in the last few minutes. Alison's caresses kept my nipples standing up fully. She led me to the couch and we sat side-by-side fondling. Abruptly she stood up and dropped her skirt and panties to reveal a rather lovely pair of thighs and a beautiful pussy then she moved in front of me and leaned over to undo my pants and revealed my swollen cock. It sprang up into the open air from the top of my lace panties and she cooed, "Um, nice ... and not a hair in sight!" 

She then straddled me and slipped my cock straight between her soaking wet pussy lips as her openness found me a place inside her. "There really are women out there who don't bargain with their attributes you know Jason!" 

The heat and moisture were blistering and the intensity of her rhythm made me explode in a very short time. The tremors of my orgasm subsided after a while and she dismounted and excused herself, gathering her clothes and going to the en suite. A minute later she strode out confidently, fully attired, as if nothing had happened. Of course I was still sitting half naked with a flaccid, juice coated cock. 

"I suggest you tidy yourself up too," she smiled as she left.

I was stunned but eventually recovered enough sense to go to the bathroom and remove the obvious attire and dress myself. I got back into the office to find the folder for Close to You on my desk with the completed contracts ready for me to take to Sue and Andrea. A little post it note on the cover said, "It is all here Mr Meadows. Shall I cancel the other meetings with Ms Jones?" signed Alison.

It was only a matter of days later that I heard that Dana had left the company. It seemed that the secretaries had decided they had had enough and put the pressure on the various bosses she had been through. Not too surprisingly they didn't have any trouble making Dana an offer of a position in one of the company's overseas affiliates. Life settled into a pleasant routine. Alison had become my confidante and the new accounts were looking very promising as the "Close to You" account had brought me some kudos. Now it was time to start looking at those other contacts I'd made to see where they may lead.



Important Business Comes Up Ch. 05



It has been a while since I last wrote and thanks for those who have sent comments. If you haven't read chapters 1-4 yet - or it has been a while! - it might be worth it before proceeding. Now that Dana has left the company and Jason has found a soul mate for his fetish in Alison, his secretary, life seems to be going very nicely. 

__________

After the stunning events of Alison throwing coffee in Dana's lap, and the secretaries getting rid of her, office life had gone from strength to strength. My private life became private again and was now shared regularly with the delightful Alison as our friendship developed. I had dinner with Alison about once a week and we discussed the stresses of the office, and found ways to alleviate them. She was a most interesting and understanding partner in my secret. She was also refreshingly honest, "I don't want a deep and meaningful relationship Jason, but I am more than happy to help you out with your fetish for as long as you want. I actually find it quite a turn on," she explained one evening over a drink at her apartment. 

We were snuggled together on her couch and she was casually stroking my silk teddy covered chest. My nipples were a target for her attention and she was enjoying tweaking the firm titties that pushed against the fabric while we talked. Eventually she reached across and took my hand and placed it on her spread inner thigh so that it could wander to her aromatic pussy that sat above her stocking tops. I trailed my fingers along her thigh and felt the sensuous material of the lace tops and then the warm flesh of her thigh. Higher I went to the hot, moist flesh and slowly I dragged my fingers across her cunt lips. They were searing hot and slick and I easily slipped my middle two fingers into her open hole. We continued talking while Alison continued to pay attention to my chest and I lazily stroked two fingers deeply in and out of her. 

Not long went by before she was panting in short gasps and her hand had wandered down my torso to the tent in my French knickers. She slipped her hand up the leg of my knickers and grasped my hard cock and began stroking him. We were enjoying a mutual masturbation session that didn't take long for us both to explode in orgasm. My knickers were soaked with my cum and her pussy grabbed at the fingers that were now plunging into her pubic bone. Eventually we subsided and Alison, always the attentive friend hooked her fingers into the waist and slipped my knickers from my slightly raised hips, taking them off me. She took them into the laundry and returned with another pair of my panties that I had previously allowed her to wash after a similar evening. She soon had me dressed again and there we were, two girlfriends sitting and chatting on her lounge. I had spent quite some time with her by now and had given her pretty well all of the background story I had told Dana so she was aware and more than a little intrigued. I had already agreed that she should come with me next time I needed to visit Sue and Andrea at the store. I was certain that they would be happy to help Alison out too.

I had been in my VP job for about six months now and had been looking for a new place to live now that I could afford something more than my apartment. I had found the best little complex of units that catered to young professionals. They had a couple of bedrooms and very nice living quarters with your own laundry and a small private courtyard garden and parking. I was happily ensconced in my new place and finding life pretty comfortable. My neighbours were friendly; a married couple on one side and a couple of girls who shared the next-door unit on the other. We saw each other occasionally as the girls and I shared a carport. I was enjoying the relaxed freedom of my place during one beautiful sunny Saturday afternoon, just house cleaning and washing. Generally just bumming around the house in a pair of shorts, and my usual underwear. I had a small wash line on the patio so I was able to hang my freshly washed lingerie there where it wouldn't be bleached in the sun, and perhaps be seen by nosey neighbours as had been the problem in the flats I had lived in when I first moved out of home. As I was hanging the undies a voice called out from a small gap in the hedge that peaked over the top of the fence to the girls' place.

"Hi Jason, is your girlfriend home?" It was Lisa, the taller of the two girls. She was a 20 something brunette, slim and attractive with a dancer's figure. Her friend, Penny, was a bit older and blonde, shorter and a bit fuller figured but also attractive. 

As I was pleasantly contemplating what I was doing, I didn't catch the intent of the question and so responded, "No, I don't have a girlfriend."

"Oh I was just assuming, what with the wash you're hanging ... but no matter."

"Oh, this!" I stammered, before covering, probably unsuccessfully, with, "No, I'm just doing a favour for a friend."

"Well that's perfect. I was going to ask you to do me a favour. I was going to sunbake and need some sunscreen on my back and Penny has gone out. Would you mind, please?" 

The lovely face above the fence that was framed by her beautiful long hair had my complete attention. So here she was, needing someone to put their hands on her lovely body. Gosh, how could I refuse!! "Sure, no problem, I'll be right over."

"Oh great, just come through the side gate to the back lawn."

I finished the last couple of items of hanging up and then went into the carport through my side gate and straight in the gate to next door. I wandered down the short path and came to the corner and spotted the most delightful scene. A large beach blanket was spread on the small patch of lawn that was surrounded by a slightly higher than fence-high hedge and the wine bottle was in a cooler next to the half empty glass. A cordless phone and a book lay casually tossed to one side and in the middle of the blanket was the back view of Lisa. She was lying with her long shapely legs toward me, face down and absolutely naked. 

I stopped in my tracks. She was gorgeous and immediately I felt a stirring in my shorts that I was sure was going to be a problem. She partially lifted her head and looked around at me, giving a vague glimpse at the side of her pert breast. 

"Hi. Thanks heaps. I hope you don't mind. I always tan this way because I hate the tan lines. They show when I dance." So I was right on that assumption anyway. 

"Sure, no problem," I responded as I tried to casually walk over to her. I knelt down on the edge of the blanket beside her and she leaned over to get the lotion. Again the glimpse of small firm breast! I allowed my gaze to stroll over her perfect shape. Beautiful shoulders, long arms, a narrowing waist to a set of trim hips and a pert bottom perched on top of the beautifully long slender legs; gorgeous! As she handed me the sunscreen I asked, "Where should I start?"

"At the top and work down, I haven't got any cream on my back." I wondered about the possible double meaning but said nothing. I decided I might as well enjoy the exercise and see what was going to develop here. At worst I could end up with a slapped face ... but I didn't think so somehow. She had laid back down with her head on her hands, her gorgeous profile in view. I spread the sunscreen onto my hand and rubbed them together and started to massage the cool lotion into the warm flesh of Lisa's neck and shoulders. At my first touch she 'oohed' a little and murmured, "That's nice." 

I continued, adding more lotion as needed, and stroking my hands across the sinews of her delicately muscular body. I moved gradually down her spine and across her ribs and slowly down her sides under her arms to spread the lotion and give her the briefest of brushes on the side of her breasts. She giggled a little, saying, "That tickles, naughty." But she did not shy away. 

I reached her lower back and asked her, "Is that all?" 

Without moving she quickly replied, "Uh Uh. No I said before I hadn't put any on. You'd better just do it all." That was a pretty open invitation and I wasn't going to ignore it!

I continued to spread the lotion and went down the outside of her legs until I reached her ankles and then moved up the inside of her legs to the bubble of her butt. I then spread the cream across the top of her backside. I continued to massage the cream into the cheeks of her bum and she slowly moaned her enjoyment of the massage. Very slowly I progressed, and with equal speed she started to move her legs apart. 

I had now reached the crack in her bum and her lower torso was moving rhythmically to my pressure. My thumbs moved evenly down into the crack and grazed the delightful brown dot that was now peeking at me from her spread thighs. The dark minimal fluff of her pussy was also barely visible below. Holding her butt cheeks in my hands, my thumbs stroked down her crack to her backdoor; she very deliberately lifted her hips from the blanket to increase the pressure on her hole and she openly stated, "That feels great! Ummm." 

Spreading her cheeks more, I pushed and circled more conscientiously and her moans became more audible. It would not be much of a surprise to say that the tent in my shorts was enormous and the leakage was going to take another load of washing to remove! Finally Lisa said what she had wanted all along; "I guess you have put the cream everywhere where the sun does shine, what about where it doesn't?" She raised her hips even higher giving me a clear view of the extremely wet cunt lips and almost absent pussy hairs. As she lifted I increased the pressure of my right thumb and it popped into her anus with little resistance. "Oh Yes!" was all she gasped.

She started to push against the reaming digit and then she asked for more cream and more fingers; "Stick them in me, quickly!" I jammed my fingers into her butt and poured on more lubricant. I had two fingers fully pushing and stroking into her but she still muttered, "No, it's not deep enough. I need something longer! Fuck me!" I didn't need telling twice. 

I quickly moved behind her, her thighs making a triangle to her raised bum, and dropped my shorts and panties on the blanket. She had risen to her knees as I knelt behind her and aimed my swollen cock at her anus. A quick rub of its length with my lotion soaked hands guaranteed an easy entry and I slipped the bulb of my head straight into her arse hole; it popped past any resistance easily. Slowly I eased my thickness into her depths, rocking in and out in a slow pushing pace finding it being easily accepted to the hilt - clearly she was not an anal virgin. Lisa cooed her pleasure and squeezed me tight with her inner muscles as she begged me to ram her hard and fast now that I was in her. "God you stretch me so beautifully! Fill me with your come fast!"

I was powering into her from behind as hard as I could, well aware that I was not going to last very long. She thrust back with every forward motion and my balls were slapping against her soaking cunt. I grasped her hips to help create a pumping leverage as I withdrew to the edge of my cockhead before invading her again quickly and soon we were both grunting as our orgasms overtook us. She really loved it up the butt.

Finally we fell forward onto the blanket with my quickly deflating cock still inside her where our fluids blended together. We lay motionless for what seemed a long time before either of us stirred. We cuddled in that spoon position for a while and then, with a wet plop, my wilted penis popped out of her butt and she giggled that irresistible giggle of hers again. "Oh I'm leaking! You know I set you up, don't you," she stated as we gathered the bits and pieces on the lawn and moved inside to have a shower. 

"I sort of guessed when you were naked on the lawn that you wanted more than a bit of sunscreen." She chuckled and took me into the bathroom where we got into the shower together. "You are a really good anal lover. You certainly didn't mind taking your time over getting me warmed up."

"All part of my good neighbour policy. Always do what you can to help a naked gorgeous brunette."

"I thought gentlemen prefer blondes?" she quipped.

"Perhaps, but putting my cock in your butt after knowing you only a few weeks hardly qualifies me for being a gentleman."

"So where does it need to go to qualify?" she asked with a naughty grin as she started stroking him back to life under the cascading warm water. This was the stuff dreams are made of - a gorgeous dancer enticing me to make love to her. Within the next few minutes my cock was hard and deeply seated inside her cunt as she straddled me standing in the shower, her long legs encircling me. The warm water flowed over our rhythmically moving bodies as Lisa lifted herself up and pumped herself back down onto my deeply embedded cock, her vaginal muscles playing the piccolo along my shaft. This position didn't take long to become tiring and we were soon rutting on the bathmat on the floor of the bathroom. 

That, of course, was where Penny, Lisa's housemate, found us as she walked in. We didn't hear her come in but she was standing, leaning against the doorway, when she said, "Having a nice time you two?" 

The surprise was enough to make us both jump and for me to slip out of Lisa. "Well girl, you certainly seem to have found something to do while I was out," Penny continued; she was smiling as she stared at my throbbing cock and suggested, "You'd better do something to finish him off before he explodes!" With that she turned and wandered back into the unit. 

Lisa looked up at me from where she lay, giggled again and said, "Oops! I guess we've been caught." I of course was rapidly wilting with the embarrassment of being found like that and I suggested that it would be best if I left. Lisa nodded and reached for the pile of clothes on the floor to pass me my shorts.

As she grasped them from the pile she stopped to notice the fine lace and silky material of my undies -- I was caught. "Well," she smiled, "so that is who your 'friend' is that you were just helping out with the washing. I think I'd like to meet her one evening for a drink. Perhaps Pen would like to join us." 

I wasn't quite sure what to make of this last remark but the twinkle in Lisa's eye and the deep sigh she let out certainly were encouraging signs for a future meeting with this gorgeous woman. I quickly got to my feet, slipped into my shorts and shoved the undies into my pocket and helped Lisa to her feet to leave. She made no attempt to cover up as we walked through the lounge and passed where Penny was relaxing on the couch. 

"Hope you had a good time," Penny called as I left through the kitchen door. 

Lisa pushed her soft warm body into mine as she gave me a hug and a deep kiss. The push of her hips into my groin was enough to start something stirring again but then she pulled away and said, "Thanks for the massage and the company. I look forward to it again ... soon!" Her tone told me that she meant it, and then she pecked me on the cheek and pushed me toward the door. I walked back through the garden gate and into my yard, all the while pondering exactly what the conversation was that would be happening next door -- and how much Lisa would share about what she had just learned.

It wasn't long before I found out the answer to my question. A couple of days later I met Penny in the carport as we both were leaving for work. "Hi Jason. How are you going?" I smiled but didn't get a chance to respond as she continued, "Lisa tells me that she was going to invite a friend of yours to join us for a drink. I believe she said Friday night would be good, about 7:30?" 

It seems that Lisa had wasted no time in talking about the afternoon delight and I was a little taken aback but managed to stammer a response along the lines of, "Yes, that sounds great." 

Penny was almost into her car when she paused and added, "Please tell her we like to dress up for the evening, something a bit formal. Dressing up is often so much fun when you just do it for the fun, don't you think?" With that she was in the car and gone while I was still racing through my thoughts.

At work there were several messages about accounts that I had picked up. Work generally was fantastic since Dana had gone. Some of the new accounts had come my way via Andrea and Sue and the party at their place. I decided that, after the invitation for Friday, I should use my freebie at Jacqui's. To be all spruced up and pampered seemed just the right thing to do. From the office I phoned the number on the business card that I had in my wallet. The call was quickly answered with, "Welcome to Jacqui's; this is Laura speaking, how may I be of assistance?" 

I asked to speak to Jacqui. She wasn't available but the warm voice on the other end of the line asked could she be of assistance. "Well, as a matter of fact, you probably can help me," I began. "Jacqui gave me her business card that offers a "Special". I'd like to book in for it please." 

I guess I assumed that the term special was just another one of those business phrases in the advertising of their services but that impression changed immediately when Laura spoke. Her voice changed to a much more sultry tone and her comment, "It would be my pleasure," certainly emphasized the 'my' in the sentence. "When would you like to come in?" 

Again the tone and emphasis was on the last couple of words only. "Wednesday afternoon would be great. Is that possible?"

"Certainly sir, may I have your name for the booking?"

"It's Jason, Jason ..."

"Your first name will do fine thank you Jason. At what time will you be here?"

"When is free?" I queried figuring I had to find a spot on the time sheet.

"Oh no, on the contrary," Laura explained. "You are on the Special, that means you get everything that suits you. What time would you like?"

"How about four?"

"Absolutely, not a problem. I look forward to seeing then. Bye." 

Again the tone told me I was in for an interesting afternoon. I cleared that afternoon with Alison and told her she could have the afternoon off too as I wouldn't be back. I explained that I had decided to treat myself to the rejuvenation session. She smiled and whispered, "If half of what I have heard about Jacqui's is true then you certainly are in for an experience. It is supposed to be the most exclusive and chic relaxation clinic that pampers to the rich and famous. You will have to tell me all about it afterward!" She was obviously a bit envious and yet she also knew I would tell her everything when we next spent the evening together. We were due to catch up on the following Monday -- just us two girls getting together.

The next afternoon I left the office at about 3:30 and drove to Jacqui's. It was a little bit secluded on the outskirts of town and the entrance was shrouded by an ivy-covered set of wrought iron gates. They led down a long driveway to what looked to be an old English mansion. There were no cars to be seen, only a driveway that looped past the front steps. As I stopped my car a lovely slim girl of about twenty walked down the steps. She wore a rather elegant maroon low-cut dress that was split at the thigh to reveal a pair of rather delightfully long legs in heels as she strode toward my car and opened my door for me. "Jason?" she asked and, in response to my nod, she continued, "I am your valet parking attendant. Please leave the keys and go in; you will be met by Laura in the foyer." 

I got out of the car and she took my place in the driver's seat, again showing a great deal of long slim leg. She flashed me a smile and then started the car and drove it around the driveway to the rear of the building. I watched her go and then turned to the front doors and climbed the steps. Once at the open front door I stepped into a wide, open foyer with a gleaming parquetry floor and artwork around the walls. A wide sweeping staircase rose on my left to the upper storey and directly in front of me was a hotel style desk.




Important Business Comes Up Ch. 05



Behind the desk stood an elegant woman of about my age. She too was wearing the uniform dress and smile that I had seen on the valet attendant. As I approached she spoke and moved around the desk to meet me, "Hello Jason. I am Laura and I will conduct you through your visit with us this afternoon. Would you care for a drink ... some wine perhaps?"

I nodded and replied, "Champagne would be lovely please."

A few seconds later, as if from nowhere, another young girl arrived with a tray carrying a champagne flute filled with crispy cold bubbly. Again the uniform, legs and heels; Jacqui obviously didn't employ unattractive staff! I took the glass and thanked her and then Laura said, "Please come this way and we will get you started on your visit." As we walked down the foyer to a hallway she continued, "We have a full range of facilities here and all are at your disposal. There is a steam room and sauna, a masseuse, a manicurist/pedicurist, facial and skin therapist. We recommend that you start with a relaxing hot tub bath first. Does that sound okay?" The last was offered with a slight tilt of the head and a smile that certainly encouraged a positive response and so, naturally I agreed.

I continued sipping my champers as we arrived at a door about half way down the hall. Laura opened the door and ushered me in. Inside was basically a huge bathroom and the centrepiece was a semi-sunken hot tub of about ten feet diameter, a gentle layer of steam swirling across the surface. The sun spread a warm glow through the diffused glass of the window and the sparse furnishings whispered luxury to me. Laura turned to me and said, "Please allow me to help you with your bath," and she reached out to take my half empty glass and placed it beside the lightly steaming tub. She immediately returned and commenced taking off my jacket, which she placed on a hanger and turned to put it in a closet to one side. This beautiful lady was undressing me and I was going to be given a bath. The thought was most appealing and the wine was already making the lightness of the atmosphere very relaxing. 

Laura's slim and dextrous fingers coated in red nail polish, a match for her lipstick, efficiently plucked at buttons and zips. Again, strangely, there seemed to be little that was overtly sexual about this lovely lady or what she was doing in eventually making me naked and showing me to the bath steps. She didn't seem to even raise an eyebrow as she removed my French knickers and I wondered how much Jacqui had told her staff. 

Once I was in the water and sipping the last of my wine, I was able to watch as she slipped her dress off her shoulders and allowed it to drop to the floor with her heels. She was naked and as she walked to the bath I could see the firm but gentle bounce of her full breasts and the ripple of trim stomach muscles as she moved. Her hips swayed gently and her thighs met at a tiny neat triangle of fluffy hair that rose above her vagina. She stepped down into the water and a quick glimpse of her pink puffy pussy lips was all I could see before they disappeared into the water that I was sitting in. She moved across the bath to join me and without a word commenced to bathe me with a soft cloth she retrieved from the bath edge.

The long sensuous strokes over my neck and shoulders gradually moved lower to my chest where she took her time and then she shifted to sit beside me so that she could wash my back. There was not a word exchanged, just the gentle push or pull of my body to allow her access to the next area she was to wash. Eventually she asked me to stand in the water as she reached my lower torso and the cloth drifted to my crotch and up my thighs. My semi-erect penis twitched lightly as she brushed the cloth along my legs, the back of her hand brushing lightly against my shaft and balls but this was not a sexual activity despite my desire for her beautiful nakedness, her breasts seemingly floating as she knelt, her nipples standing firm. It seemed like something from a Japanese geisha story. She was simply taking care of my needs and naked was the convenient way to do this. 

Once she had washed me all over she dropped the cloth onto the side of the bath and gently reached across me and took my hand. Standing with me in the bath she led me to the steps and I climbed out and stood on the mat while she ever so gently dried me with a soft towel. Her movements were the picture of elegance and her breasts swayed with her, and her nipples stood proudly in the cooler air of the room showing her arousal despite her silence. At last she spoke as she was drying my lower half and gently draping the towel across my groin to caress and stroke my swelling manhood. "Jacqui is quite insistent that we give every service available to the guests who receive her special offers." Her hand continued to stroke my now rapidly swelling cock. "Is there anything I can do for you before you continue with your visit?" And as she said it her hand grasped me through the towel.

My facial expression was enough of an answer and Laura obviously had a preference anyway as she dropped the towel and continued to stroke me long and slowly. Her other hand drifted to my balls where they received a firm squeeze as she slowly sank to her knees on the mat in the humid atmosphere of the hot tub room. Nothing in the room was as hot as the mouth that engulfed the head of my penis and sank down the shaft to push back the foreskin. The fondling of my balls became more intense and three things became obvious to me: Laura really loved her work; she was extremely good at her job and I was going to last about ten seconds of this. 

It was perhaps a little more but, as my seed rocketed from my now firmly crushed balls and into her bobbing mouth, my knees went weak from the experience. Gradually the pressure on my balls eased and the rhythm of her mouth moving up and down my shaft slowed to a crawl. Her eyes sparkled as she smiled up at me and licked the last drops from the head of my now wilting cock, gave him a little nibble on the exposed pink tip and then licked her lips as she stood up. She brought the wet cloth and towel up with her and gave 'him' a gentle wash and dry before ushering me to the closet where she found a long white dressing gown for me to wear. "What would you care for next Jason? How about the manicure and pedicure, followed by a massage, so that you can lie back and relax for a while?"

This seemed a great idea as my wobbly knees were still struggling to cope with me standing up. She slipped back into her dress and then linked arms with me and led me to the door. Back in the cool air of the corridor, the sudden change of temperature made me feel quite light headed. We strolled along for a few doors and then came to a room. Laura pushed open the door and we entered. It was similarly styled to the bathroom but wood panelled and softly lit and in the centre was a very comfy looking chair, a bit like a dentist's chair but without the scary overtones of pain. To one side there was a desk and behind it sat two young women -- twins. Not too surprisingly they were gorgeous with flaming red hair and what seemed to be magnificent figures. This was proven as they stood and came to where we were standing. Laura introduced me to Tiffany and Emma. They both smiled and took me from Laura who, after finding me another glass of champagne, left us without a word. A few sips was all I could take before these lovely ladies guided me to the chair and then one of them, Tiffany or Emma -- I'm not sure which, asked me to take a seat and make myself comfortable. I reclined in the chair and in a matter of moments the girls had wheeled over a small table each and seated themselves on stools, one at my hip and the other at my feet. The chair was then adjusted under me so that I was lying almost flat, my head slightly raised on the headrest, and at about knee height that seemed to be convenient for their work.

The gentle caresses then started. Simultaneously one hand and the opposite foot were gently massaged and examined, while soothing lotion was rubbed in. Each finger and toe gently pushed, pulled and stroked. I had never had an experience quite like it. It was incredibly relaxing and yet stimulating at the same time. As I watched through half-closed eyes the two girls worked intently at their tasks on opposite sides of my body. My right hand was then gently laid in the lap of the lovely Tiffany on my right while my left foot was lightly dragged off the edge of the chair and onto the knee of her twin, Emma. At last I had noticed the monogrammed initial on each of their dresses, high above their firm breasts. Steadily they worked away caressing and massaging some type of cream into my skin and attending to my nails. It took me some while to realise that, lying as I was, my crotch was quite exposed to the view Emma had from my feet. I became both aroused and a little embarrassed at the thought and so I started to reach with my free hand to cover myself with the dressing gown I was wearing.

As I moved Emma noticed and leaned forward a little, brushing the ball of my foot against her breasts and at the same time asked, "Are you a little warm in that gown? We do want you to relax. Would you be more comfortable without it?" 

Before I could respond either way Tiffany reached across and untied the towelling belt that held it together across my abdomen and gently pulled the gown apart to expose my naked body to these two flaming redheads, though the flame was in their eyes now as well. The gentle caress of my foot on Emma's breasts hadn't stopped and the slowly growing erection in my lap was the result. Having just recently enjoyed Laura's attention, I doubted anything could possibly come of this despite how wonderful the sensations were. As Tiffany went back to work on my hand she dragged it closer to her crotch and seemed to lean back in such a way that I could feel the heat of her body. I was enjoying the attention but that is where it seemed to stop. They both continued their work as if nothing had changed and I think that was the most titillating aspect of the whole scenario. 

After some while they both seemed to finish the job and moved in synchronous to the other side. The occasional glances at my semi-erect cock were enough to keep it there but now things did change a little. As Emma rolled her chair across to my right side I was treated to the view of her. She straddled her stool in a way that managed to seem elegant yet exposed her glorious red thatch of pussy hair to my open gaze. Her dress had gathered much higher on her thigh to provide this view and there was no attempt to change the situation. She gently guided my other foot to her breasts and rested it there as she started work. Tiffany rolled around the chair to my left and took my hand and placed it on her thigh. 

This time, however, I felt no material between my skin and hers and, tearing my eyes from the glorious pussy of Emma, I looked straight into the pussy lips of Tiffany's shaven crotch. My erection grew significantly in a split second, flexing with the coursing blood but still not hard. They continued to practically ignore it except for occasional glances but the movement of their bodies against mine became subtly increased. My thumb was being attended to but my other fingers were resting against very hot flesh. My foot was being worked on while the hard nipple was rubbing its sole.

I don't believe quite the same amount of time was spent on this part of the treatment but perhaps that was just how time passes when you're having fun. Again, with amazing timing, the two girls stopped the massaging and trimming of my nails and commenced to apply a clear nail varnish to my hand and toe nails. This was remarkably quick and quite a distraction after the caressing and fondling I had been receiving. Once all ten of each set of digits had been coated Tiffany explained, "You will have to remain very still for about ten minutes to allow the hardener to dry properly. Is there anything that you would like while you are waiting?" 

My cock was still gently waving in the breeze and her tone made little attempt to suggest that anything else was worth asking for. The two girls stood up and allowed their dresses to fall to the floor. They stood there for a few seconds to allow me to fully appreciate the beauty of their bodies and then they approached, caressing my body gently. Emma reminded me, "Don't move. You don't want to spoil the nail polish. We will see what we can do for you. Jacqui does have a rule about us getting intimate with her special clients." 

Tiffany climbed onto the chair and straddled my stomach and I could see the wetness of her pussy. She rubbed herself against my stomach and eased back a little to allow my cock to brush her backside. She brushed her hands over my nipples and immediately they were hard. Emma was caressing my legs and getting ever closer to my balls that were tightening in anticipation. Tiffany gradually crept forward until she was across my chest and she was rubbing my nipple into her pussy. 

"You have lovely boobies," she murmured down at me. "Is that what Jacqui liked about you?" The surprise was in my eyes at the mention of Jacqui who it seemed had not told them all everything about me. "Yes, we do know about her little adventures and so we tend to enjoy the 'Specials' she gives out. We aren't really meant to know but so far no one has complained." 

While washing my upper body with her juices, it was Tiffany who asked, "So what was it that you did for Jacqui?" 

I could tell that they were both intrigued and so I decided to share the story of our evening. I explained how Jacqui 'asked' me to find her lost earring and what had ensued. Emma was quick to comment, "So you were there as the maid to serve these women? I guess you must have had to dress for the part!" 

Tiffany was again paying a lot of attention to my nipples and it was then that I confessed, "Well as a matter of fact, yes I was. I have enjoyed the luxury of fine clothes and underwear for many years. It was the reason I was invited by the hostess who supplied my outfit." 

A rather dreamy look came over their faces and Emma murmured, "We'd love to see that some time but outside contacts with customers are forbidden by Jacqui."

It was with that comment that I could see why. She stood up on the reclined seat, her feet either side of my chest, and then she casually stepped down off the seat, stepping over my arms and down either side of my head. She was straddling my chest and neck and I was now peering into the eye of her pussy lips only inches from my face. She shuffled forward and planted the puffy and juicy cunt lips I'd had oozing on my nipple right over my mouth. 

As this happened an incredibly hot wetness oozed across my sole as my foot was grasped by Emma and pressed into her pussy. The two girls then went into a rhythmic rocking that allowed them to time their gyrations so that Emma, holding my ankle firmly, plunged her crotch up and down against my foot while Tiffany's clit slipped in and out of my mouth and grazed against my nose. Tiffany's juice soaked cunt was grinding itself further onto my tongue. Not surprisingly I was fully aroused and my cock begged for attention. As Emma came against my foot, Tiffany lifted up from my mouth and squirted her simultaneous orgasm over my face. These twins were truly in synch! As they subsided, they both stood up and moved to my side. I had the glorious view of Emma and Tiffany red-faced from their exertion.

Apologetically they looked from my face to my now rampant cock before Emma said, "We are sorry to not be able to help you with that but it is Jacqui's rule." 

Quickly they gathered a couple of cloths to clean up their juices from my face and foot before slipping on their dresses and covering my manhood with my gown. This lasted a couple of minutes by which time I had wilted a little. Tiffany took some delight in licking her lips while watching the tent my cock made as I stood up; it flexed briefly before settling down again. "Thank you for letting us be of service. We'd love to do this again for you sometime."

"Well perhaps we can arrange for you to do some freelance manicure work for a friend of mine?" 

I hoped my tone indicated that I would be booking their time under a female name -- I was sure that my alter-ego Jessie would make the booking for me. I was curious to wonder if their female customers were as well treated by Tiffany and Emma as I had been. They got the hint and as they finished drying me off Emma said, "We look forward to meeting your friend!" 

As we got to the door to leave they both pecked me on the cheek. "Where to next? A sauna perhaps?" Tiffany queried. 

It seemed a good idea and so I nodded and she looped her arm into mine and escorted me to the door. Emma smiled and said, "See you later we hope." There was almost a challenge in her voice but it was certainly a friendly challenge. Tiffany took me into the hall and we walked a couple of doors down until we reached a sign stating 'Steam Room and Sauna'. Here she left me saying she was sure I'd be fine to spend some time in here and that the masseuse was just next-door. She gave a last dazzling smile and turned and left me.

I entered the room and it was as luxurious as everything else had been so far. The room was huge with several cubicle style rooms inside. There was soft music playing from some hidden speakers and the aroma of flowers softened the feel of the room. The steam room and sauna had doors leading into each. They were both about the same size; a few yards square and there was an en suite in another corner. I sipped my wine and then went to the bench near the door to put it down and leave my gown on the hook. I grabbed a towel from the pile on the end of the bench and wandered into the sauna. 

I sat and tried to acclimatise to the stifling dry heat and soon I was comfortably relaxed on the bench. The heat eased its way into my body and I could almost feel my pores opening to allow the sweat to drip from me. The heat delved into my muscles and I could feel them releasing their tension and the relaxation was a delight. My reverie was broken as I heard the door to the main room close and a voice call, "Jason, where are you?" 

I hadn't heard the voice in a long while but I recognised Jacqui's tone immediately. I got up and wrapped the towel around my waist and went out into the main room. "Hi Jacqui, I'm here."

"Well hello! How have you been enjoying our hospitality? I hope the girls have all looked after you well."

"Absolutely; it has been wonderful and they have all been so friendly, thank you."

She sauntered across to where I was standing, carrying my drink. "Here," she offered, and as I took the drink she added, "I thought I'd join you for a steam bath. Do you mind?" 

I was not sure that my objection would have made much difference as she was already heading toward the steam room door and her dress was slipping from her shoulders. She stopped at the door and turned, naked, toward me and said, "Well are you coming?" The double entendre was clearly emphasized and I walked across to join her. She took my glass and sipped the last drop of wine and said, "You won't need anything else to drink, or this." And she tugged at the edge of my towel and it spilled to the floor. 

We went into the steam room and the cloud of steam masked my vision momentarily, then I could see she had sat herself in the middle of the wooden slatted bench and beckoned me nearer. I stopped in front of her and she said, "I think we should pick up where we left off," and then she splayed her legs to reveal the delightful view of her earring pierced cunt lips. 

I was an automaton as I went down on bended knees to suckle and play with her jewellery. She sighed and then pushed me back slightly so that she could grasp the rings in either hand and pull her distended labia apart to allow me further access. "Drill me with your tongue and, if it is good enough, there will be a rather special treat for you. My girls know I have a 'hands off' policy with the customers but I also know they have trouble following that rule. I am forgiving as long as you can still come when you get to me. My masseuse does not have the same restriction and she will offer you some rather unusual pleasure." 




Important Business Comes Up Ch. 05



I didn't need the encouragement but it was very intriguing. Jacqui obviously was aware that her girls weren't abiding by the letter of that policy as I had now had sexual contact with everyone I'd met since the visit started but I still had a very sizeable desire after the blue-ball creating twins had finished with me. I burrowed further into the juicy folds of her cunt and she clamped my head in between her thighs as she reached her first climax. The struggle to breathe was heightened by the steam filled room and the pain of having to breathe through the nose while eating Jacqui was titillating by itself. She gradually released the pressure on my head to allow me to move and I looked up into her glazed eyes, noting for the first time the pierced nipples. 

"Mmmm ... that was nice! Do you like what you see? I can arrange it for you if you like. I know how sensitive yours are." With that she reached out and started stroking my already hard nipples. "See how they feel first," and she pulled on my nipples until I was standing in front of her and then she tugged me down to her ample breasts. I reached out and tugged on the rings in her nipples, a matching set to the ones below, and as I did this she reached out with one hand to stroke the length of my solid cock. She squeezed it hard as I pulled harder on the rings and we moaned our agonising pleasure in unison. The sweat was pouring from my body and the grip on my cock was lubricated with sweat.

"I want you to fuck me between the tits and yank on my rings!" She slid to one side and lay on the bench, pulling me toward and over her body. She nestled my cock between her mounds and squeezed them up to envelop my cock. I started to stroke back and forth and I gripped the rings in her nipples firmly between my fingers and tugged on them to lift her tits higher and create a deeper cleavage to fuck. Her joyous moans told me she loved the pleasure of this pain. After pulling on them several times I was able to see the engorged nipples straining against the gold rings. Jacqui groaned loudly as I thrust in and out. I looped my index finger through the right ring and then dragged the left over to loop it onto the same finger. I had created a closed valley to stroke my cock into and the nipples were stretched to only half an inch apart. This set off a screaming tirade from Jacqui. "Oh my God that feels wonderful! Fuck me harder; tear my nipples off. I want that pain." 

I was slamming into the bottom of her tits that quivered jelly-like and shoving my cock into her chin as she watched it enter and exit her cleavage. She somehow managed to sneak her hand around under me and grasped my balls that were already about to explode. She gave them the most incredible squeeze I have ever felt. I went cold and almost passed out from the pain but at the same time I exploded come all over her tits and face as I continued to thrust in and out. I was still pulling on her nipples without even realising it and she was screaming in orgasm at the same time. I fell against the wall in utter exhaustion and somewhere along the line I let loose the rings on my finger. Jacqui was not quite done yet. 

Breathing in heavy gasps she said, "Now clean up the mess you left!" The demand was clear and the intent was too. She wanted me to know who was boss, even after giving her an orgasm like that one. She sat up as soon as I got off her torso and through the mist of the steam she gestured to her tits, neck, chin and mouth and said, "Well? Clean it off!" 

I hardly hesitated as I leaned forward to lick the come from her sweat soaked cleavage. I made a point of sucking the rings in her nipples into my mouth and exploring their texture as they joined the nipple. It was an amazing sensation and I was tempted momentarily to think about getting this done to myself. It obviously heightened Jacqui's pleasure. I was thorough and as I grew closer to her mouth, collecting strings of come, she started to murmur the sweet sounds of pleasure - she was enjoying this. My salty come and her sweat made an interesting cocktail and as I reached her lips she opened her mouth into a passionate, tongue-sucking kiss. 

It stirred my cock to think that this was actually the first time I had kissed her. I hard sucked on her pussy twice and fucked her tits and now I had kissed that demanding mouth. When she had finished, for it was she who pulled away, she stroked my cheek and said, "That was almost worth another "Special" but I am sure that you enjoyed it too." The casual stroke of my semi-hard cock emphasized the point. "I am sure that you will enjoy your massage; Amber has a rather unique way with men. Enjoy yourself." She stood up and left me in the steam room and, by the time I was out of the room, she was gone. I stood naked for a moment before deciding a shower was a good idea.

I went into the en suite and ran a cool, refreshing shower. I stepped inside and relaxed under the pressure of the water. It had been an amazing day so far and Jacqui's parting comment suggested it was not yet over. I enjoyed the warmth of the water and soaked up the luxury of the surroundings. The tapping on the door broke my reverie. It slowly opened and standing in the doorway was a very tall and athletically built woman with a deep suntan and dark hair. She wore the same uniform as all the others but there was something more defined about her features that yelled strength. She walked in and took a towel from the rail and gestured for me to step out of the shower. In her heels, she towered over me. I was no longer surprised that there was no feeling of guilt in my mind as I stepped naked from the recess and stood in front of another total stranger. She hadn't said a word but there was a definite understanding about what was happening.

She stepped closer and I noticed the poise of her movement and I glanced at her firm full breasts where the name badge read "Amber". She started to dry me, commencing with my chest and shoulders, then down my body. It was an asexual encounter but there was a distinct control about her motions and the pressure of her hands rubbing me dry showed the strength I had assumed from her stature. Once she had bent down and dried my groin and legs she walked around me to dry my back. Still not a word had been spoken. Finally she finished and she reached for my gown and assisted me with putting it on. She linked arms with me and we moved, at her insistence, toward the door.

She finally broke the silence with, "Have you enjoyed your visit so far Jason?"

"It has been wonderful," I exclaimed.

"I am not surprised, what with all fun you have had with the girls today!" 

I was rather stunned by the comment. "Oh relax, it's alright. Jacqui and I have an understanding and she tells me about her 'Specials' in exchange for a little 'special' I do for her. I find out about the new visitors and sometimes I like to share with the other girls. Jacqui knows, and she doesn't mind as long as her own needs are met and, from what I heard coming from the steam room, she should sleep well tonight! I occasionally make sure I keep on the other girls' good side by giving them a hint about our customers' special needs or desires."

My mouth must have fallen open in the shock of this revelation that they all knew about me before I had even arrived. "Relax Jason, your secret is safe. In fact I suspect you will gain a few long-term benefits based on how, shall we say 'responsive' you have been today. I know the twins were impressed!" she said with a twinkle in her eye. 

All this time we had been strolling from the steam room to another room next door. She opened it and led me in to another beautifully spacious area with a massage table as its central feature. At a quick glance I could see the orderly arrangement of the room, an open cabinet with an array of unusually shaped and coloured bottles. The aromatic candles gave off a soothing scent. The dim light of the evening made little impression through the stained glass window that featured some unusual patterns. She closed the door and turned to face me again. 

"Here we reach the end of today's visit with a relaxing massage." The emphasis was more on the word massage than relaxing. Again, as if I was almost not there, Amber reached forward and took the sash from the gown allowing it to fall open and expose my nakedness to her view. This time she did take a long look up and down my body and it was such an incredibly sensual moment even without any sexual contact. 

She eased the gown off my shoulders and to the floor and then gently steered me toward the table. It was covered in a soft towelling sheet. I eased my backside onto the table and she began. "Lay on your back with your feet straight and arms at your sides. This is where you let me do all the work. Just follow my instructions as we go and you will have a wonderful experience." 

I did as I had been told and lay back. I was naked and totally in the hands of this strong willed and bodied woman. The strength was noticeable immediately that she started to caress my temples. She had moved to the head of the table and leaned over me to commence the massage with my scalp and temples. Her fingers were strong but gentle as they stroked and dragged across my skin and eased what little tension there was in my body away. Time passed as I lay there with my eyes closed; I was in a little world of my own.

As she stroked she started to talk in a soft and sultry voice. "So I believe you enjoy the sensations of softness against your skin Jason?" 

It took a second for me to realise she wasn't referring to her fingers but my first encounter with Jacqui. I murmured an agreement, not knowing where this was leading exactly but fairly confident that it would be sexual. Her hands continued to drag the sinews of muscle from across my cheeks and under the eyes. "Have you been interested in dressing that way for very long?" 

It was a much more direct question but with her fingers stroking around my mouth and chin I wasn't sure that I was supposed to say much, so another murmur of agreement left my lips. The caressing fingers reached and tugged on my earlobes in an incredibly sensual manner. "It must be wonderful to be confident and relaxed like that as well as an amazing turn on!" 

The voice was becoming husky and I looked up into her upside-down face as she leaned forward over me. Her breasts swayed gently inches above my head as she continued her massage of my chin and neck. She moved around to stand by my shoulder and from a blue flask she poured some oil into her hand and then rubbed the two together before reaching across me to stroke my neck and shoulders. The aroma was devastating! It could easily have been from any exotic port in the world and it was an attack of the nicest kind on the senses. Amber slowly moved her slickened hands across my shoulders to my chest, caressing my small breasts, and then she allowed her palms to brush across my nipples. They sprang to attention and the areolae leapt from my chest at her touch. I could feel every sensation of her movement. The dark surrounds of my nipples were protruding more than I had ever seen or felt before and they were sending a message in Braille that approved of the contact; Amber continued her caressing; "Jacqui said you had cute tits and boy are they sensitive!" The comment, added to the oils, made my cock spring to attention and I gasped at the suddenness of my arousal. 

"My God what is that stuff?" I gasped.

"This? Oh this is my secret recipe that I only use when I really want to get a cock hard and keep it that way for a long time! It is made from a mixture of some herbs from Africa and my own cunt juice. You can taste me later." 

As she said the words the nipples were pinched in a vice grip and pulled and I gasped in pain and arousal. Her tone was casual but sexy and my cock was a steel post jumping away from my body and flexing with my pulse, upright against my stomach. I had never been so turned on in my life but there was obviously not going to be any early release. "Jacqui said you eat pussy very well but I prefer to be my own judge. So what is your favourite outfit when you cross-dress? Give me the details."

I would not be escaping from the control of this woman for some time and, quite frankly, I didn't want to. I tried to think over my wardrobe while her hands continued down my torso after torturing my nipples and caressing my breasts. The image came to mind of what I intended to wear to Penny and Lisa's on Friday night. It was something I had thought through quite carefully not long after receiving Penny's invitation. In a rather wispy voice, the best I could muster under the circumstances of Amber's lowering caresses and nearing my erection, I began.

"I have a couple of friends, Lisa and Penny, who live next door to me and they have invited me to their place on Friday..."

"Oh they know about your preference do they?" I nodded. "Interesting! Go on."

"Well I have already decided the outfit for the evening. I shall wear a sky-blue silk basque with matching lace panties. The stockings are very sheer black with seams and a butterfly motif embroidered into them on the calf. I have a cream silk blouse and a mid length skirt split to the thigh. I have to wear the two-inch black high heels as they are all I have apart from casual shoes at the moment."

Amber's hands had moved to my groin and were tugging on my trimmed pubic hair. "I must see you in that some time although I think the ladies would be more impressed with a dress ... something that would expose a little cleavage. What's the point of a basque if it doesn't show off your tits and figure?" It was at that moment that one hand captured my scrotum and the other claimed a grip on my cock and stroked more of the oil into me. She didn't even hesitate in her commentary, "Besides I doubt two horny women will want you dressed in anything other than the underthings you wear for the evening. They are going to play with you for sure!" 

The image she had painted for me of Penny and Lisa and me in my finery was enough to send me over the edge. I came. The first blast flew into the air as Amber wanked my rock hard cock in her tight grip and it was followed by several others. The oils had created a gentle burning sensation in my balls and it seemed to intensify as I blew my load. I had cramps in my stomach from the intensity. She stroked me a few more times and my eyes came back into focus in time to see her release my cock and lift her hand to her mouth to lick the cum from where it had dribbled. 

She lapped at the sperm while she gazed straight into my eyes. "Your turn soon!" she murmured. It was incredible to watch and then I noticed that, despite an explosive orgasm, I hadn't wilted. In fact it was as hard as before. Amber saw my expression, "Ah yes, the oil does that rather well. You'll be hard for a while yet don't worry. Now turn over so I can do your back."

I obeyed and rolled over. It was very uncomfortable at first trying to find a place for my rigid cock to sit without impaling myself. Quickly Amber's hands were back on my neck and more oil was poured onto my shoulders and spread immediately. It was a warm sensation that filled the room again with her aroma. 

"Rest your head on your hands and relax," she told me. She slipped her hands around my shoulders and under my arms where she gently caressed the side of my breasts. I felt my cock flex at the touch and I tried to ease the pressure of my body weight pushing it into the massage table. I raised my hips slightly and instantly felt a stinging smack on my arse cheek, "Don't move until you are told!" 

The ache soon disappeared and became a tingling throbbing in my groin. She went back to playing under my raised arms and soon her oil slick hands easily slid under my body to caress my nipples again only this time her breasts were now firmly pushed into my back. The warmth of her body oozed through me. "They feel very aroused," she whispered in my ear as she tugged firmly on both of my tits, clamping the whole nipple and surrounding flesh in a strong grip. As she did this she straddled my back and the warmth of her cunt centred itself on my spine. The juice and soft fuzz of hair told me she was naked though when she achieved this feat I had no idea.

Her hands stayed clamped to my tits and she ground her cunt into me as she moved back and forth riding my back. Soon she was nibbling and biting my ear and neck and she was laying full length on top of me, grinding me into the bench. My cock was drilling a hole in the bench beneath us both and I strained again to release the pressure by lifting my hips. A sharp nip on the neck told me not to move and she continued to slither down my body, still not releasing the now tender flesh of my breasts. She used her feet to push mine apart and she eased back to kneel between my legs. My nipples were released and the hands slid around my side to the small of my back. Her firm hands stripped the muscles of my back and pulled along the spine until they reached the top of my bum cheeks. There was a brief moment of stillness, as if she had disappeared, then the hands were back with a fresh supply of oil on them.

They commenced to massage my cheeks, starting at the top and firmly stripping through the muscle to my thighs and then returning to the top. I recognised this as what I had done to Lisa only days before. It was about now that I noticed the stained glass windows that I had seen when I came into the room. I remember that they seemed to be strange images. From my current position I could see why. The window was fitted sideways so that it could only be seen properly from a lying down angle. There before my eyes was a series of images of cocks in various stages of entry to a trim arse. Amber's firm hands eased their way across my cheeks with her thumbs tracing my spine. Her palms pushed aside the cheeks and the thumbs grazed their way across my puckered back door just as I had to Lisa - I knew what was coming and I was excited at the thought. 

The oil had that instant tingling feeling and I gave an involuntary jump. She pushed me down and returned her hands to the top of my bum for the motion to recommence. This time the thumbs slowed down at my anal ring and stroked around it while my cheeks were pulled apart in Amber's hands. On the third occasion one thumb stroked the sphincter while the other nudged against it and pushed its way inside me. It probably only went in to fingernail depth but the sensation was delightful. The oil heightened every sensation in every nerve ending. I felt my puckered ring nibbling at the invading digit and found myself raising my hips and instinctively pushing back to take more. "So we enjoy this do we?" was Amber's chuckling comment as she went through the exercise a fourth and final time.

"How does this feel then?" and as her thumb arrived at my chute she slowly slipped her thumb straight in to the hilt. I let out a grunt of amazed pleasure as my sphincter muscle briefly held against the invasion before accepting its destiny. My body was in the air now and I was head down on the bench. I arched my back and pushed against the thumb. Her fingers still maintained the steady pressure on spreading my cheeks. The thumb was rotating inside me as Amber withdrew it slowly and thrust it back in. Very soon we had a rhythm going of her plunging into me while I shoved back just like Dana's strap-on dildo had penetrated me deeply months before. The sensation was extraordinary and stinging, tingling warmth had replaced the initial surprise. "My! My! You are a bum boy after all! Seems you are enjoying this a great deal. Ready for something a little larger?" 

My groan of pleasure was enough for her to act and the thumb that was buried slipped out of my very well oiled anus to make way for something else. I had no idea what to expect. For a few moments there seemed to be no movement and then the trickle of oil down my crack lit up my senses. As it ran down into my open cavity the warmth grew. It ran passed my hole onto that tender skin between the anus and the balls. As it flowed onto my balls they sprang to life and I gasped at the pleasure of this amazing fluid. A solitary fingernail started to gently graze that sensitive perineum and Amber said, "Hold yourself open for me. I need both hands because you are going to explode in come very soon."