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By Anonymous c 1996

She was beautiful. She was tall, lean, blond, and very pretty. I was sitting on a stool four places down from her and we were the only customers in the place. She noticed my glances and smiled when we made eye contact. I lifted my glass slightly as a friendly gesture. When my cocktail was empty I ordered a round for both of us. She not only accepted, but rose and moved to the stool next to mine.
She extended her hand and said, "Hi my name is Shelly."
Mine is Jack," I replied, shaking her hand.
She was wearing a shear red blouse that allowed me to see the lace red bra underneath. Further down she had on a tight, black, leather mini skirt. Her legs were covered with dark nylon stockings, and I could see the outlines of garter straps on the leather skirt. She was very tall although her heels were only medium height. And she had devastating legs, they seemed to go on forever.
We talked as we sipped our drinks. As she talked, she touched my arm and hand. I liked that. After a while I rested my hand on her thigh. She smiled and covered my hand with her own. 'I'm going to get lucky,' I thought. We drank a few drinks together while we talked and near closing time she invited me to her place. I accepted readily of course.
She lived only a short distance from the bar and we walked there, hand in hand. When we entered her home we stopped just inside the door and kissed. I sensed the passion she felt as our lips met and we held each other close.
She led me to the kitchen where she proceeded to fix us each another cocktail. I stood behind her as she worked and caressed her sides and back. Shelly leaned back against me and turned her head to kiss me again. My hand reached for her breast and I gently rubbed and squeezed it through her blouse. Our tongues met and our breathing rate increased. I felt my cock stir and begin to stiffen. Then she broke away and handed me the drinks and told me to follow her.
She led me into the living room and reclined on the large couch. She patted the couch next to her and after I had set the cocktails on the coffee table, I sat next to her. She lightly brushed the outline of my erection with her fingertips and asked if she had been the cause it. I replied that yes she had and that I was enjoying it. She giggled and said she was enjoying it too. She then pulled me down to her lips and stuck her hot tongue far into my mouth. After a lingering and exciting kiss she pushed back and sat up.
She placed my hands on her blouse buttons and reached for my shirt buttons. We finished together and helped each other shed our shirts. Then she leaned forward and asked me to undo her bra strap. I did so and helped her slip it off. When she sat back up straight I was treated to a perfect set of breasts. They were not overly large but they pointed outward in perfect cones. Her nipples were small and light colored. As she laid back I followed and took her nipple into my mouth. She moaned as I sucked on her and pinched her nipple between my lips. As I moved to her other breast, I trailed my hand up her leg from her knee on up her inner thigh to just under her mini skirt.
She reached down and stopped my hand and said, "Not yet lover." I continued to enjoy her breasts and lips as she pinched my nipples between her fingers. Once again she sat up and asked me to stand. I did as she asked and she opened my belt and zipper. Then she pulled my pants and briefs down to my knees. My knees almost gave out when she took my stiff cock into her mouth.
She sucked and licked and drove me crazy with lust as I stood there caressing her hair and cheeks. I saw her hand disappear under her skirt and watched as she rubbed her crotch. She stood and pressed herself against me. She placed my hand behind her on the zipper of her skirt. I lowered it and she stepped out of it as I stepped out of my pants and shorts. She was now wearing only a red lace garter, silky red panties, and black nylon stockings.
As we lay back down on the couch she whispered to me that things were not always as they seemed. I was a little puzzled but to caught up with lust to really concentrate. I caressed her breasts as she played with my cock, but when I reached for her crotch she once again stopped me. As she stroked my rod she asked if I was ready for a big surprise. I was ready for anything by then. "Eat me," she hissed.
I moved down to straddle her legs and as she lifted her butt of the couch I yanked down the garter and panties with one smooth motion. I stopped dead in my tracks. A very large and very hard cock sprang upward from where I expected to find a very wet pussy. I was dumbfounded.
She whispered again, "Eat me lover, eat me." I was so far gone with lust and so surprised that I slowly lowered my mouth to her waiting pole. After all "she" was beautiful, one of the most beautiful people I'd ever seen. I opened my mouth as it pressed against my lips and it slid easily inside. As though in a trance I sucked it deep into my mouth. I let my tongue slip around the head as I slid my lips up and down the length of it.
The more I did it, the more I enjoyed doing it. I was surprised by my lack of inhibitions about what I was doing. Somehow it seemed natural and exciting. It was very exciting and I was plainly enjoying what I was doing. Shelly then asked me to turn around so she could suck me. I did so and we settled into a comfortable yet very erotic sixtynine.
I sucked "her" cock with total abandon, swirling my tongue around the sensitive head and licking the underside. As her cock became wet with saliva she started jerking her hips upward, obviously becoming very aroused. She was not the only one becoming very aroused; she was sucking me with great enthusiasm.
Then she reached up and inserted a finger into my asshole. No one had ever done that before and the effect was amazing. I began to cum. As I spurted into her mouth I clamped my lips down on the big cock in my mouth and sucked hard. With that, and my shooting in her she let go.
Her cock swelled in my mouth and her come juice poured out. It didn't seem to jet out as I had expected but rather just sort of gushed out of her cock to cover my tongue. It wasn't at all unpleasant so I just continued to suck and swallow. We kept up our oral actions until we were both well satisfied.
We then sat up and sipped our drinks while foundling each other and talking. She was concerned with my reactions but I told her I was very turned on and not at all apprehensive about what was happening. She then explained all about herself.
She told me how she came to decision to dress and act like a woman and about her breast implants. As we talked we played with each other and kissed. We both became aroused and erect again. After one particularly sensual kiss she reached into the table drawer and took out a condom. She rolled it down to sheath my cock. She then handed me a tube of k-y jelly.
She turned and knelt on the couch, her hands on the arm and her ass touching my arm. I squirted a glob of k-y into her ass crack and began to rub it up and down and over her hole. With my free hand I caressed her cock and balls. I slipped first on and then two fingers up her. She was obviously enjoying my touch and I was enjoying doing it. She looked back at me and begged me to fuck her.
I mounted her from behind and slid my cock slowly into her. She responded by pushing back against me. When I had inserted myself all the way in I began a slow stroking motion. I reached beneath her and fondled her tits, her cock, and her balls as I pumped her. Soon she was moaning and I was pumping faster and harder. The thought of what was happening along with the sensations of her tightness gripping me caused me to blast into the condom.
After I pulled out and we had again sat next to each other she began stoking her own and my cock. She asked me to make her cum again. She told me she really needed it. I asked her if she had any condoms left. She asked if I really wanted that and I answered, more than anything in the world. She giggled and hotly said, well I'll give it to you then. She took out another condom. I applied it to her cock and took the position she taken earlier.She applied the k-y as I had and began to get me ready for my first anal experience.
I was a little afraid when I felt her move her hips up behind me and I felt the head of her cock probing between my cheeks. Her cock was large and I was a cherry back there. I needn't have worried though, her patience and gentleness made the experience very enjoyable. And now I'm a TV queer. And I love it.