Slapped around by a Shemale Cock
Dirty, nasty, hardcore shemale sex. That’s what most guys want when they’re on the road for business and looking for a shemale to hook up with. Straight guys want to be a slut for a shemale’s rock hard cock. They want to have their mouths and throats fucked by a cock attached to a beautiful T-girl. They want the whole girlfriend experience with a shemale or a transexual.
The first time that I had cock in my mouth, it was attached to a shemale. I was nervous at first to put cock in my mouth, but once I tasted her cock, and it’s thickness filled my mouth, I discovered that I was a natural born cocksucker. I licked, kissed and sucked every inch of her thick cock. I sucked her thick streams of cum straight from the head of her cock, and swallowed every last drop.
When she stayed hard after the blowjob that I provided her, she fucked me for what seemed like an hour. Her cock stayed hard longer than my cock ever has. She had me on my back with my legs spread, and I was begging her not to stop. Her cock was tapping my prostrate and kept me on the verge of cumming while she plowed my ass deep and hard. The only think that I could think about was her cock in my ass, and she knew it. The feeling of being used like that would consume me for a long time.
I looked up at her as she kept fucking my stretched ass, and she smiled and laughed. She knew that I would be craving shemale cock for the rest of my life, and she was enjoying taking my cherry. While she kept her cock buried in my ass, she stuck her fingers in my mouth and told me to suck. If she had a friend in the house, I’m sure that I would have been taking shemale cock in both my ass and my mouth at the same time.
Since that day, I’ve had any number of shemale cocks in my mouth, and it never gets old. I still go home to my wife at night, but every chance I get, I arrange a date with one of my favorite T-girls and take whatever cum they’re willing to deposit in my mouth and ass.
Shemale Sex in Pittsburgh
When I first thought of arranging a meeting with a shemale from Pittsburgh, I had images of Jack Lambert in a skirt and heels, or the East German women’s weightlifting team from the 1976 Olympics in Montreal. Thankfully, these stereotypes of the average ethnic Pittsburgher did not apply to the transgendered population of the Steel City [although the shemale penises that I sucked on in Pittsburgh were hard as steel 
].
My last business trip to Pittsburgh was in the Fall of 2005. I had been corresponding with a beautiful lady via email for a few months before the trip, and I had arranged evening out with her during my stay. My first Pittsburgh date was with Natasha, a stunning statuesque blonde originally from Germany. Natasha’s pictures and webcam definitely didn’t do her justice. She met me at my hotel’s bar before we headed off to Mt. Washington for dinner. Besides her long legs looking incredible in the stockings that she was wearing, I immediately noticed how feminine her hands were. I didn’t want to stop holding hands with her once I felt how soft they were, and her perfume completely captivated me when I leaned in to kiss her on the cheek when we met.
If you remember Flashdance from the early 1980′s, you’ll remember the scene in the restaurant where Jennifer Beals was eating lobster and put her foot in her date’s crotch. Natasha caught me by surprise with that one. She had been playing footsie with me under the table at dinner during the appetizer and entree, but while we were waiting for desert, she started massaging my cock through my trousers and had me totally distracted, much to her enjoyment. She could have led me out of the restaurant by my erection at that point and had her way with me.
We had taken the Duquesne Incline to the top of Mt. Washington for dinner, but I had arranged for a black stretch limo to pick us up after dinner for a tour of the city and some intimate time behind the limo’s privacy screen. Natasha didn’t waste any time once the driver closed the door to the limo. She kicked off her heels and laid her stocking legs across my lap. She put her arm around me, and I soon found her tongue deep in my mouth with her long hair falling down around my face. I lifted up her skirt and could feel her growing lady cock against my leg. She was straddling me in the backseat now grinding against me. I was ready to explode in my pants.
I picked her up and moved her beside me on the seat and got down on my knees before her. I unbuttoned her blouse, and kissed and sucked on her perfect D-cup breasts. Her hands were on the back of my head as I kissed my way down her chest and stomach to her panties. I was licking her thick shemale cock through her panties before pulling them down and licking her from her cum filled balls to the tip of her lady cock. I was humping her stocking leg while I was sucking her off, and I heard the privacy screen being lowered by her as she giggled. I came on her stocking leg while her lode spurted into my mouth and down my throat over and over again.
Soft Transexuals and Hard Shemale Cocks
I know from my time living in Columbus, Ohio that there is nothing better than the opportunity to spend an evening with a soft, beautiful shemale with a thick, hard cock. And living in a city with a well-established gay and transexual community definitely helps.
My first date with a transexual lady was in the Short North section of Columbus. We had chatted online off and on for a couple of months before I got the courage to ask her out for a date. We went out to dinner at K2U, and then went bar hopping up and down the Short North section of High Street. At our last bar stop of the night, and after a number of martinis, we were both flirting pretty heavily with each other. It was getting difficult for me to keep from staring at her legs thanks to the slit in the pencil skirt that she was wearing.
Since we had chatted online several times before this evening, we both knew that each of us was pretty kinky. Before heading back to her place, we made one last stop on High Street at The Chamber, Columbus’ top BDSM and fetish shop. I had been there a few times, but the girls in the shop knew Jasmine by name. Jasmine knew exactly what she was there for, and I was only too happy to go along with whatever she wanted that night. We left The Chamber with a hefty bag full of toys – a thick collar and leash for me, cock ring for her, a couple of different butt plugs, and a heavy riding crop for her.
Jasmine put the collar on me before we left the store, but thankfully left the leash in the bag. I’m sure that we attracted enough attention to ourselves walking down the sidewalk without the need for bringing out the leash. We made it back to her place just off of High Street, and her tongue was in my mouth before the door to her apartment had even closed. It was the most memorable kiss that I have ever had. I kissed her neck and felt her long hair brush against my face as she had a firm grip on my growing erection through my pants. She dropped the bag on the floor, attached the leash to my collar, and led me to her couch. I don’t know how much time I spent down on the floor between her legs, but I know that I enjoyed every second of it.
We went out on a few more dates before Jasmine moved to the west coast. I’ve never found another woman like her, but I’m still searching.
