Shemale
2006-03-03
The first time I met Sally I was amazed. She was a gorgeous brunette, about five feet six inches tall, shoulder length hair, nice firm, round tits, and an ass to die for.
It was late in the evening when I got off work and uncharacteristically, I decided to stop in at Varsity's for a drink. Ordering a beer I sat down at a corner booth and took in the people in the room. It was the usual evening crowd, the few guys just getting off work and came in to have a beer and unwind. There were two women wearing business suits sitting at a corner table discussing some work related things. The only other woman in the place was a stunning brunette sitting at the bar.
Glancing up from my beer I caught the brunette staring at me. I smiled at her and she quickly looked away, blushing a little. After a moment she looked up again and I motioned her over to my table. She got up and walked over to where I sat. She was wearing a very short black skirt that ended just below the curve of her ass, showing off her perfect legs. She wore a white blouse, open at the neck and tied off at the bottom exposing her pierced belly button. She was also wearing a pair of black stiletto heels that added about three inche to her height.
As she neared my table I stood up and drew back a chair for her. "Thanks," she said and sat down.
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Catching the waitress' eye I ordered a couple more beers. Sitting down opposite her I introduced my self. She said her name was Sally. The waitress brought our beers and we began making small talk, just passing the evening.
She had a beautiful smile and green eyes that twinkled when she laughed. I don't know how long we sat there, just talking, laughing, and drinking more beer. We were both pretty wasted when the waitress tapped me on the shoulder and said it was closing time. She called us a cab and we went back to my apartment.
Once inside my apartment I got a bottle of Jack Daniels out of the cupboard and poured us another drink. Sally sat on the couch and I sat next to her and sipped my drink. She was looking so beautiful that I couldn't help but lean in and kiss her. She returned my kiss passionately, wrapping her arms around my neck and holding me close.
Cupping her breast with one hand, I gently squeezed her ass with the other. She sat back and undid her blouse, sliding it off her shoulders as she did so. I pulled off my t-shirt as she took off her bra, revealing the most perfect tits I'd ever seen.
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Bending over I sucked first one nipple then the other. Sally moaned with pleasure and pulled my head into her chest.
Suddenly she pushed me onto my back. She unfastened my pants and pulled them off, tossing them across the room. She then removed my boxers and freed my six-inch hardon. Gently she took my cock in her hand and sucked the head into her mouth. Slowly she worked back and forth until she had my whole cock in her mouth. She sucked on my cock, bobbing her head with a steady rythem.
She gently squeezed my balls with one hand and with the other she began probing my ass. Normally I would have stopped her from doing that, but I was in such exstacythat I let her continue. She continued to suck my cock as she probed my ass with first one and then two fingers.
Slowly she fucked my ass with her fingers, keeping rythem with her head while she gave me a blow job. She started to increase the tempo and I felt the pressure build inside my balls. Finally I couldn't hold it any longer and I came with a rush, filling her mouth with my cum. She continued to suck until all of my cum was gone and then she sat up licking her lips.
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Leaning over she circled first one and then the other of my nipples with her tounge. Then she moved up and kissed me again.
Pushing her up I led the way into the bedroom. We embraced again and she had me lay on my back. Using a couple of t-shirts, she tied my wrists to the bed, then she tied down my ankles as well. She then sucked me until I was hard again.
Reaching up under her skirt she removed her panties. She next crawled up on the bed and straddled my chest. "I've got a suprise for you," she said. Slowly she lifted her skirt to reveal what her suprise was. There, just inches from my face was a cock!
Even as I watched it began to rise from her hairless loins. Fully erect it was a good eight inches long and was nearly touching my face. I stared in disbelief, completely fascinated. She flexed it up and down a couple of times which broke my trance.
"Do you like it?" she asked.
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When I made no reply she said, "Kiss it for me, take it in your mouth. "
Slowly I extended from between my lips and gingerly touched it to the tip of her cock. There was a drop of pre-cum and I could taste its salty sweetness, not at all what I had imagined, yet not unpleasant. Slowly I circled her cock head with my tounge, feeling its velvety softness. Parting my lips I brought the head into my mouth. Holding it there for an instant I couldn't believe that I actually had a cock in my mouth.
I began to suck, slowly taking more of it into my mouth. When I had about six inches in I felt it touch the back of my throat and had to supress the gag reflex. "Just relax," Sally said, placing a hand on top of my head.
Slowly she began to move her hips back and forth, fucking my mouth as if it were a pussy. She continued to fuck my face while I sucked with a passion I didn't know I posessed. She began to increase tempo, thrusting a little deeper with each stroke. Finally I was taking all eight inches of her down my throat, arching my neck to allow it to slide down the back of my throat.
"You're a good cock sucker," she said. "I'm going to cum soon.
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" My response was to suck harder and with more vigor than before.
Suddenly she almost completely pulled out and then she came. The first jet landed on my tounge, then she pulled out and pumped her cock with her hand, shooting her cum all over my face.
Sitting back on my chest she gigled. "I've always wanted to cum on a guy's face. You're the first man I've ever been with. So," she asked, "did you like it?"
All I could do was nod my head. Using her finger she wiped up some of her cum and licked it off of her finger. "Mmm. . . I love the way I taste. Don't you?"
"Yes," I replied. She then moved down and sucked my cock again. She untied my legs and pushed my knees forward to my chest.
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Then she started licking my balls and worked her way down to my ass hole. She continued licking my ass and I couldn't help but moan with pleasure.
When I was well lubed with her saliva she moved up and pressed the head of her cock against my hole. "Have you ever been fucked?" I shook my head no. "So I'm in virgin territory here?" I nodded. "Well just try to relax. "
She pushed forward and I felt my ass stretch as her head penetrated me and I cried out in pain. "Just relax," she said. "It'll start to feel better. " She waited for a minute while my ass spasmed around her cock. Then she began to slowly thrust back and forth, penetrating a little deeper with each forward stroke.
At first the pain was almost unbearable, but as she got deeper and deeper the pain was replaced by a feeling of pure pleasure. I'd never had my ass fucked before and I was amazed at how good it felt. Finally she had all eight inches of that beautiful cock in my ass and she began to move in and out with a steady rythem, almost completly withdrawing and then sliding all the way back in.
The intense feeling of pleasure was incredible.
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I just lay there, moaning like a cheap whore as she fucked my ass with an increasing tempo. Reaching down she grabbed my rock hard cock and began to jack me off, keeping time with her own thrusts. I lost all track of time, intent only on the pleasure I was being given by this gorgeous shemale. Finally her breathing became heavy and she increased her pace. With a final thrust she plunged in all the way and I could feel her cock begin to spasm as she came inside of me. I could contain myself no longer and I came with her, shooting my cum onto my chest.
We both sat still for a moment while our breathing returned to normal. Then she leaned over and licked my cum off my chest. Then she kissed me, letting my cum run into my mouth, sharing it with me. Un tying my hands she collapsed on my chest, her now limp cock sliding out of my ass. I didn't know how this relationship was going to turn out, but so far it looked like a lot of fun.
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