“…when I want a stiff cock up my ass I go out with a guy…”
Harris from San Francisco
I’d like to thank Phone Sex Chatline for helping me bring one of my longest running fantasies to fruition. I can’t pinpoint the exact time in my life when I became infatuated with transvestites but it happened one night when I found myself turned on by one while viewing porn on the net.
I’ve spent the majority of my adult life bouncing back and forth between pussy and cock. When I’m in the mood to fuck the shit out of someone I’ll go hunting for woman and when I want a stiff cock up my ass I go out with a guy. So on this night I was on Phone Sex Chatline looking to talk to a horny guy and stumbled across a tranny named Jennifer.
By the way she described herself she was the exact type of tranny that I was looking for. She had a soft voice, nice set of implants and an 8” penis. Jennifer told me that she enjoyed being fucked a well as dishing it out. Now finding a t-girl like this without having to pay for it is pretty rare so I couldn’t believe my fortune when Jennifer agreed to meet for a drink one night.
We met at a small bar close to my house and when she walked in and I spotted her she looked amazing. She was dressed in a discreet way that garnered no attention and even the waiter who served us thought she was a woman. We talked for a couple hours and after getting comfortable she unzipped her hoody and gave me a glance of her spectacular cleavage.
When she agreed to come back to my place for a nightcap I think my dick grew harder than it ever had before. After a bit more small talk at my place Jennifer removed her hoody altogether and that’s when I got a full glimpse at her tight body, including the nice bulge in her pants.
I’ve see many shemales on the net before and she definitely ranked up there with some of the hottest, she was totally passable. Jennifer was very eager to show off her hot body and I cheered her on as she stripped down to just her bra and panties. That’s when I got down on my knees and crawled towards her.
I pulled her big thick dick out the side of her panties and began to suck away. Something about the half man and half girlish moans she let out really got me going. I eventually bent her over the sofa and after administering a little hand cream to her asshole began to fuck away.
As I fucked her I reached around and jerked her off at the same time. It was probably the most turned on I’d ever been in my life. I didn’t want it to ever end but I quickly shot my load after fucking her traditional style on the floor a couple minutes later. Having her big hard penis rub up against my stomach while fucking her really got me. We have plans to meet again and to tell you the truth this shemale is so passable I’m thinking of bringing her out with my group of friends and introducing Jennifer as my new girlfriend. Thanks Phone Sex Chatline.