Lesli

By lesli 99

Published on Feb 17, 2000

Transgender

Cissy's life took a fabulous turn in the next weeks. She, like most of the girls working at Chilli's prosituted in one way or the other after hours. Some were call girls, some were married, and some actually had spent time in movies, pornographic of course. Cissy had progressed from a transvestite, a transexual, and now a stunning post op 'girl'. She had hooked, both on the street and in high priced hotels downtown, both pre as well as post op. She worked for Rufus before and after her SRS, and met a man, fell in love, and now announced her engagement. I was so happy for her. When she told me, we sat up all night drinking and talking about the future. First her's, and then mine. She was a wonderful source of encouragement to me as I looked into it.

"The apartment is your's if you want it, it's affordable and this isn't so bad a neighborhood. I'll miss it, but we're going to live in his apartment. The lease is transferrable."

I decided to take advantage of the opportunity to live my own life for a change. Oh, living with Amanda and Cissy had been fun, but I had the need for a little privacy now. My affair with Hank had come to the point where I could see the advantages of having my own place. Because of his reluctance to let it be known that he was having an affair with a transexual, he avoided staying at the apartment when Cissy was there. We had sex in his car almost every night now, and I longed for the comfort and privacy of a bed. This would work out very fine for us.

As I took stock of my financial situation I realized that since I began working for Rufus I had become self sufficient to the point that not only could I afford to pay my way, but I could easily afford the cost of an apartment, my wardrobe, the hormone treatments once a month, and regularly put away money towards my ultimate goal of SRS. Yes, I had come a long way in a short time, from college dorm to my own apartment. Not bad for a 20 year old, I told myself.

Of course this required that I work 7 nights a week at Chilli's, which because of the working hours, left me little time for myself and little chance to spend a lot of money. I was still sucking more cock than any girl in the bar, spending countless hours at the glory holes where I pocketed $10 (and any tip) per blow job. I was giving an enormous amount of head, and loving it I might add, but I began to be concerned about STD, including AIDS. The girls asssured me that this was the safest way to make money, and the risks of AIDS was minimized sucking straight men, but still there was doubt in my mind.

I began a regular series of checkups to make sure I wasn't infected. This was expensive, but well worth it for my health and peace of mind.

The hormone treatments were working wonders. My breasts were growing nicely, my body - always feminine - now taking on the distinctive shape and stucture of the young woman I was becoming. My cock was gradually becoming less responsive, and it took quite a bit of manipulation to make it erect. Cissy told me this was a natural effect of the hormones, and I could expect it to become more and more lifeless over time.

Female hormones affect the male body organs differently than they do women. There are concerns over certain internal organs, and my doctor explained all of this to me and began to examine me closely before he administered each treatment. At my young age, my health was much more of a concern to him that me. I had that feeling of invincibility that is so common among youth.

Cissy's wedding day was a real trip. I was of course invited, but I declined her offer to be a brides maid, not sure if I was ready for that. I helped her dress and rode with her to the church. She was a beautiful bride and I felt a tinge of jealousy as she walked up the steps and into the church. I longed for a "normal" life myself, but then put it out of my mind and made my way inside.

The ceremony was beautiful as well, the church filled with flowers, friends and family, the music lulling me into sense of peace. But it was short, and after we gathered outside to wish them well, we moved into the social hall for the reception. I didn't know many of the people there, but as the champagne flowed, we all became friends of a sort. I had a great time. I would miss sharing her life, but during the reception we made a pack to remain life long friends, and to this day we have. I had such a great time that I was late for work. Rufus was waiting for me with a worried look on his face.

"Girl, you lucky you showed up, I bout to come lookin fo yo ass" he hissed as he pulled me into his office.

"Whoa, bro" I laughed at him "what's up yo assssss".

"Plenty girl, you got some customahs. Some rich customas wantin to party wich you."

"Oh?" I responded, quite surprised that Rufus would actually pimp me, his 'blo ho' as he jokingly referred to me. "Somebody want me at the glory hole?"

"Shit bitch, shut yo mouf. I done went a gots you a uptown gig. A gig dat makes some moneeeey. Some A rabs or sumpin, wants you fo a real party. Party uptown in one dem high rises."

"Get serious" I exclaimed, still not believing that Rufus would pimp a transexual - in his 'straight' club.

"I am serious bitch" he explained "some A rabs been axin fo ta party wic you. Dey prolly queer like mufukkas, but dey got da cash. And you and me goin get it. Get it?"

He went on to explain that several 'A rabs' had come into the club and asked Rufus to arrange for me to be made available for the evening. They were paying 'lotsa money', according to Rufus, and were arranging for a car to pick me up at 10:00pm. They would have me for the evening. He was obviously excited at the prospect of making money for my work, and promised to split it with me 60/40. Since he wouldn't tell me how much they were paying, I had no idea if he was ripping me off or not. Knowing Rufus, I suspected he was. It was his nature - I couldn't blame him for his nature.

I was still dressed from the wedding, a short black sleeve less evening dress, with matching black satin heels. Rufus decided this was appropriate for 'uptown', and let me forego the evenings waitressing. I hung out at the bar, flirting with several customers who bought me drinks. Hank's disapproval was written all over his face. He barely said three words to me the entire evening.

Shortly before 10, Rufus shepared me into his office, sitting me down and pouring me another drink. To be honest, I was just about at the point of having too much to drink, and his little 'pick me up' shot didn't help. At 10 on the nose I heard a knock at the back door and Rufus answered. He exchanged a few words with the man there, a large dark skin man in a black suit, received an envelope, and ushered me out into the parking lot.

"OK Lesli, be a good girl now" and with that he patted me on the ass and went back inside. My new companion, whom I took to be a body guard of some kind, opened the back door of the largest white limo I had ever seen and motioned inside. I took my seat in the back seat and he closed the door, getting into the front next to the driver, and we pulled out of the parking lot heading uptown.

I couldn't see much of the interior, except to feel the leather seats cold on my bare legs, but I had the impression that it was very luxurious, with what appeared to be a TV and fridge built in to the back of the front seat. The body guard starred straight ahead, but I noticed the driver, a small dark man with long hair, as he kept glancing at me in the rear view mirror. Feeling just a bit naughty, and to get myself up a bit, I crossed my legs, letting my skirt ride up dangerously close to exposing myself. The driver caught everybit of that, and I noticed him starring at me more and more as he drove on.

We pulled into an underground parking garage and the body guard opened my door and helped me out of the car. As we walked across to the elevator, I noticed the driver following me with his eyes. I exaggerated my sway as I walked, giving him a good show. I wondered what he would think if he knew that the sexy girl he was ogling had a cock and balls between her legs!

We took the elevator to the penthouse, some 36 floors up, the guard standing silently beside me, his eyes straight ahead. He either wasn't into this scene, or he had seen too much to be interested. His silence and the alcohol in my bloodstream combined to turn me on. By the time we left the elevator I was really looking forward to this. Whatever 'this' was going to be.

He produced a key and let us into the apartment. Apartment wasn't the right word. I lived in an apartment. Normal people lived in an apartment. This was a palace! The foyer alone was the size of my apartment, and stairs led from a marble foyer to an upstairs level. Underneath was the largest living room I had ever seen, wonderfully laid out in a Chinese motif. Vases, tables, couches, chairs, everything expensive beyond my wildest imagination.

And in this impressive room stood my hosts, three of them. They were dark skinned, middle eastern I guessed, and as different as Mutt and Jeff. One was massive, probably three hundred pounds of him. One was short, maybe 5'5" and weighing all of, I guessed, one hundred pounds. And the third, bless him, was of average build. They all had short cropped black hair. And they were all dressed in lounging pajamas. It was quite a sight, and I had to stiffle a laugh as I was brought in before them.

It soon became apparent that they spoke no English, as they chatted away in their native tongue. The body guard motioned me to sit, and I took my place on the sofa. Without asking, he poured me a whiskey and offered it to me. I took it, partly to quell the nervousness, and partly to have something to hold onto. As I sipped it the large one sat down beside me, his eyes scanning me from head to toe. We clinked our glasses together in a toast, and seeing that, the other two did the same. So far, so good.

We sat drinking for the longest time, the three of them gibbering away as I sat, smiling at them occassionally, still not sure of what was going to happen. They had obviously been drinking alot, they appeared drunk, and they got drunker in short order. I had two more drinks myself, trying to keep up.

The social adjustment came to an end as the medium sized one stood in front of me, his crotch at eye level. Slightly to ease the boredoom, and slightly because I was just inches away from drunkeness myself, I reached out and touched him thru his pajamas. He was rock hard. And big.

No, as I felt further, he was massive! I let me fingers play along the length of his silk encased dong, from the base to the very tip, applying more and more pressure as I found him responding. I reached up and pulled his pajamas down to his knees, exposing one of the largest pieces of man meat I had ever seen. He was at least 12 inches, bottom to tip, broad and uncircumsized. His cock curved back against his stomach, and he was rock hard as I wrapped my hand around his circumference and began to lightly jack him.

He moaned with pleasure and pulled my head towards him, crushing my face against this monster prick. I moaned too, and let me mouth open to allow my tongue to play against his meat. As he shoved my head down further, I opened my mouth wider and took as much of his ball sack in my it as I could. Believe me, it wasn't much, his balls were as large as any I'd ever seen, but I licked and sucked them as best I could. He pulled my head up til my mouth was at the tip of his massive organ. I pulled down on his foreskin with my hand, exposing the light pink head. It was shaped like the head of a spear, appropriately enough, and decidedly smaller than the shaft. The whole thing looked a bit like a missle. A grisle missle!

I licked lightly at the exposed underside of it, and was rewarded by the first drops of pre cum moistening the tip. I quickly licked them off, and savored the strong taste of his essense on my tongue. I licked somemore, replacing the precum with saliva, and began slowly inching his prick into my mouth. Slowly because I had a difficult time stretching my mouth and jaw muscles wide enough to take much more than his head inside. But with effort, and a lot of saliva - it was running down my chin now - I was able to fit at least the first 3 inches in me. I was stretched to the bursting as I began to slowly pull the 3 inches in and out, bobbing my head back and forth as I slid my ass to the edge of the couch to be as close as possible to him.

Wrapping both hands around the circumference of this massive play thing, I began to jack him, and combined with the progressive loosening of my jaw muscles, I had managed to accomodate approximately six inches of him in me before he grabbed my head tightly and I felt the first spurts of his orgasm filling my mouth. He was so far in my mouth that the spurts shot down my throat, gagging me, and I had to fight the reactive gagging as I tried to pull back. He held my head firmly in his hands and kept trying to push forward. Luckily my hands around his shaft as I tried to time my swallowing in order to take all his load. I almost made it, but some of his cum forced its way out between my lips and his shaft and I felt it dribble down my chin. He held me there until the spurts trailed off and I swallowed the rest, fighting to get enough air thru my nose to keep from sufficating. He quickly softened, and I resumed jacking and sucking and stretching until I was able to get most of him in me, sucking slowly and softly coaxing the last of his cum from him.

I was breathing again, but the temporary lack of oxygen and the liqour had my head spinning to the point of passing out. Passion and suffocation, suffocation and passion. Both built til I was really going out of my head, and I fought to keep his soft cock in my mouth as he stepped back, pulling from me with a wet plop. The cum and saliva on my chin had stretched off in a thick string which, reaching its its critical mass, broke and tumbled down the front of my dress.

As he backed off to look at his handy work, I looked up at him to find him smiling contently. He seemed amused by my ravaged mouth and cum spattered dress.

"Ummmmm" I cooed, using my fingers to clean up the excess cum from my chin and shovel it into my mouth.

"Ummmmm" he responded, looking down at me as he lightly stroked my hair with one hand and my cheek with the other. A satisfied customer? Or a domineering monarch who had his way with one of his subjects? I suspected the latter.

The ice now broken, the large on pulled me back on the couch, kissing me deeply as he moved over me. The small one ran his hand up my bare leg, pushing my dress up til it was around my waist as the large one forced my mouth open and his tongue inside, lapping up any cum that remained. I kissed back, opening my mouth wide and sucking his tongue as far inside as I could. He began thrusting it in and out, mixing with my saliva and the remnants of the blow job as his friend began pulling my panties down. I lifted my ass slightly and allowed him to pull them past my ass, down my legs to the floor. As I continued to suck in tongue, I felt the warmth of a mouth on my semi erect penis. I swooned at the feeling, pushing my ass farther toward the edge of the couch to accomodate his sucking mouth. He was good, I must say, but he had his work cut out for him if he wanted to get me hard. The hormones were working against the odds, but he never gave up, and the efforts were worth it as I began to feel my dick firming up for him. My mouth was again stretched to it's limits as I kissed back for all I was worth. I wrapped my arms around his neck, and he pulled me down on the couch as his fingers searched, and then found, my hole. He slipped one finger inside, and my muscles instinctively loosened to let him in. He then withdrew, and the small one sucked and lapped at them until they were wet. I felt his lips come in conact with my hole as he lubed me up with his saliva. I was really responding now, the alcoholic and passion fog completely taking over, and I moaned softly at the attention he was giving me.

I felt two wet fingers probing me now, and the saliva did the trick as he slipped them effortlessly inside me. Then three. Then a slight tinge of pain as he forced four in me. He hesitated for a second, then began finger fucking me, and I relaxed and let the sensation take over.

The small one returned his attention to my dick, and surprise surprise, I felt myself becoming hard. Like I said, he was good.

The large one had four fingers inside me, up to the knuckles, and I could feel myself loose all muscle control down there as I was stretched to accomodate him. In my fog I was vaguely aware of the cool sensation that KY produces as it was smeared in my crack. Then, and I couldn't believe this, I could feel not only the four fingers, but the unmistakable feeling of his thumb joining in. With a little work, and a lot of relaxation on my part, he was soon thrusting the tips of all five of his fingers in my well lubed opening. I strained, and this may sound funny, to relax even more as his fingers slid deeper inside me.

The sensation of his knuckles sliding past the last bit of resistance was overpowering, and then his whole fist was inside! I had heard about "fisting" before, but I didn't know any girl who admitted to it. And this wasn't some stretchy pussy here, this was a male ass hole that surely wasn't designed for such a thing. But it was obviously happening! I had accepted a man's hand inside my otherwise tight hole. It was just the slightest bit uncomfortable but within no time the discomfort was replaced by a feeling I had never known. I went wild with passion, bucking and pushing on his hand to get more and more inside. He responded by pushing in to his wrist, and I felt his fingers beginning to spread inside the tight cavity of my rectum. I was on fire with lust now, evident by the constant moans I heard coming from me. Still inside me, he positioned me on my back with my legs spread and lifted them til my calves were resting on his shoulders. The small one lay across my chest and engulfed my dick again, sucking the whole thing in his mouth. With this constant attention, I felt the first tell tale signs of an orgasm as my balls tightened and then I shot spurt after spurt into his sucking mouth. The waves of pleasure built and then subsided as he sucked all the cum from me.

Swooning, I felt the hand being withdrawn slowly and tried to push on it to keep it inside. As it came out, a rush of cold air invaded my rectal cavity and the sensation was one I had never known before. It reminded me of the rush of air that preceeds an oncoming subway train, and the effect sent chills thru me.

I wasn't left empty long, as the large one replaced his hand with his condom encased cock, which slipped inside with absolutely no resistance. The thought ran thru my fog shrouded mind that the fist fuck had me so loose I could probably take a horse's cock up me now. For some strange reason, I had that picture in my mind, and for an even stranger reason I found myself turned on by it.

My legs were spread back nearly to my chest as my lover buried himself in my sloppy hole and then withdrew til the head was just poised at the crack. He then rammed down again, burying his cock to his balls in me. I screamed with passion and the sound drove him on as he literally fucked the shit out of me. I strained to spread even wider and give him complete access to my sex, and he responded by riding me hard, his balls slapping and bouncing on my bottom.

All too soon he came, moaning at first and then screaming as he filled the condom with his love juice. I bucked and thrust to keep him inside, but soon his softened dick pulled out.

Not for long though, as the small one took his place and filled me with his ample cock. He supported himself in the fucking position by pushing my legs back til they touched my chest, which naturally exposed my hole to him even more. He rode me hard too, and within a few minutes he climaxed, out of his head with passion, screaming as he released into the condom.

But they weren't thru yet, and still in a fog, I let them pull me into a standing position - somewhat unsteady on my feet - and turn me to face the couch. Then gently they guided me until my knees were resting on the edge of the couch and pushed my head over the back. Exposed, doggy style, my ass thrust out behind me, I felt a pair of hands on my cheeks and the unmistakable touch of a cock on my crack. Mr Big Dick forced himself in me with one quick thrust, and even though I was stretched to fist size, I felt as if the wind had been knocked out of me as his massive organ invaded my rectal cavity. It would do no good for my muscles to protest though and within seconds I was again thrusting back to meet his hardened manhood. As he buried himself in me time and time again, I realized that I had never, ever, been touched in places he was touching me. The sensation was so overpowering I had no control over anything and just continued to thrust back as he thrust forward, hoping he would never stop fucking me. But even Mr Big had his limits, and within minutes he thrust himself alway inside, grabbing my waist and holding inside me. Even through the condom I could feel the pressure of his pulses as he drained into the protective confines of it. His dick took longer to soften than the other two, but he eventually pulled out, leaving nothing but cool air, KY, and my sex juices there. I was spent. Completely and utterly spent, my tiny cock swinging between my legs, and my ass so stretched that it would take days before it would completely return to normal.

They were spent too, and we sat silently on the couch as the body guard poured another round of drinks. I didn't need it, to be sure, but took it, with the thought that it may bring me down some from the sexual high I was on. It helped somewhat, but I could feel myself slipping into an alcohol and sex induced stupor, with my gaping hole reminding me that I had taken on all three of these studs in the space of no more than an hour. This must be a record.

But the evening wasn't over yet, and pulling me to my feet, they guided me to a large oval shaped rug in the center of the room. Well, they more carried me than guided me, the alcohol having worked it's medicinal wonders. They placed me on my back in the center of the rug, between them, and began rubbing my body, head to toe as I lay there trying not to pass out. I was in a fogged shrouded bliss, not aware of much.

I saw the dog thru alcohol shaded eyes, the body guard leading him in our direction. It seemed to be a massive German shepard, brown coat and just a tinge of white splashed across it's face. It didn't seem out of place at all in this exquisitly done apartment, but I found myself wondering why it was there. I couldn't remember seeing it before.

The body guard brought it closer, positioning it near my head, then turning it around to face the other direction, away from me. As my three lovers continued to stroke and massage me lightly, the dog backed up even closer to my head, and I could see it above me, obviously a male dog from the tell tale pink tip protruding from his furry sack. Mesmerized by passion, and curiousity, I raised my hand to touch the tip, now only inches from my head. What happened next I can only describe as depraved lust, out of control and caught up in the passion of the night, and I found my fingers gently stroking and pulling on the dogs organ. He responded by trying to move away, but the body guard firmly held him in place as I continued my exploration, and soon I noticed the tip growing larger and protruding even farther.

My emotions took complete control. My mind didn't even question what I was doing, and I stroked him to complete erection, some 6 inches of bright pink member staring me in the face. He had stopped trying to move now, and I could hear him panting with excitement.

What happened next, I must admit, is as strange as it sounds. Completely relaxed to the situation, I lifted my head from the carpet and extended my tongue to lightly lick the tip of his organ. It tasted bitter as I recall, but not at all unpleasant, and I lifted my head higher and took the tip into my mouth. He shuttered with excitement as my lips slid up the length of the shaft and I buried my nose in the soft fur of his underbelly. I had the entire lenght in my mouth, and his furry ball sack rested on my chin. Sucking gently, I was able to coax it to another inch in length, and he began humping my mouth in excited anticipation. I could feel a swelling midway between the tip and the base, something I would later learn was called knotting, and I ran my tongue round it lost in the sensation. He continued to hump my mouth as I continued to suck, and before I knew it he filled my mouth with his bitter ejaculation. I had never tasted anything like it before, and it turned me on as I realized I was swallowing dog cum. I sucked until he was dry and the body guard led him away as my three lovers collapsed on the floor beside me, there arms draped over my twitching body.

I would come to question my actions and emotions later, but now I was blissfully at peace with myself and my situation. The sex had been incredible, my partners - all of them - were satisfied, and I myself was absolutley sexed out for the evening. My three lovers and I retired to the master bedroom where we all literally passed out. From alcohol, sex, emotions, and satisfaction.

To be continued

lesli99@hotmail.com

Next: Chapter 9


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