Tag Archive: tranny sex stories

Tranny Phone Sex Panty Boy Days

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I was not always such a tranny phone sex hottie. In fact, before I was such a shemale chat slut I used to be a teen boy who was nothing but confused in the world. When my mom and dad were together I used to wait until they were at work and then sneak into her room. I would try on her silk panties and bras and look at how pretty I was in the mirror. I got in trouble one time when she caught me after I took a pair.

shemales chat They were lacy, I loved the feel of my balls through the fabric. How they would push through and I could run my fingers over my teen ball hairs. I took a second silk pair and started to stroke my cock with it. I could just picture mommy wearing then. Stuck a third used pair over my face and sniffed up the smell of her cunt juices. I could smell daddy’s seamen in them from when they had sex. She was pissed when she caught me. Told Dad he needed to punish me. I do not think she had his cock in my ass in mind.

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Tranny Phone Sex with the Lovely Carla

tranny phone sex CarlaThere is nothing I love more than cock, and nice big cocks at that. But I love tits as well, and what better way to get the best of both worlds than with a beautiful shemale? So when Carla, who works for our tranny phone sex site, gave me a call to come over to play, I said “Yes yes yes!” and hurried right over.

Carla is one of the most beautiful women I have ever had the fortune to lay my eyes on. But when she pulled out her huge 10 inch cock, I immediately fell to my knees to begin sucking on it. It was perfect! She held the back of my head, and I stroked the length of her cock with my tongue, taking her as far down my throat as I could.

shemale chat DebbieAnd then she fucked me. I climbed on the bed, and Carla lifted my legs up over her shoulders and slid her huge cock into my wet pussy. She began to fuck me gently, gradually building up speed, as I reached up to stroke her gorgeous tits. Soon, though, she began to pick up speed, and before long she was bouncing on top of me, thrusting harder and harder, our tits rubbing against each other’s as we came together in an ocean of cum and squirt. Definitely hotter than any shemale chat I’ve ever had!

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Who Is Training Who?

shemale chat ericaAs soon as I met Erica I could feel the attraction between us. She was one hot bitch. All though there are times when I enjoy a good roleplay that calls for me to be a dominant tranny, most of the time I am submissive. When Erica walked in the room her dominance seeped from her pours and you could almost smell it in the air. My body responded instantly to it and I had to meet her. I continued to mingle until I saw her talking to a casual acquaintance across the room. A sissy that I had known for a long time that hadn’t decided if she wanted to actually have transgender surgery or just live as a sissy. Saul was in her Sally persona and seemed to be coyly flirting with this stunning beauty. I felt a pang of jealousy as I made my way across the room towards them.  Sally embraced me and introduced us right off. I felt a shiver run up my spine when Erica looked me up and down. As the night wore on and the drink flowed more freely, the flirting became more intense and eventually I invited Erica back to my place. It didn’t take me long to discover that she was a sissy trainer and that she figured since I had a dick and lived as a woman that I must be a sissy and she was going to train me. There is a big difference between a tranny, even a submissive one and a sissy. I don’t know if it was the alcohol or if I was actually offended, but I felt challenged in a way. When I excused myself to “get more comfortable” for the evening, I decided to slip into my dominant roll. Needless to say it was a very interesting evening….sexy tranny cock zetta

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