Category Archive: Tranny chat

The Biggest Shemale Surprise

shemale surprise CarlaI will never forgot the time I gave this man the biggest shemale surprise of his life. It was my father! I always knew I was gender confused when I was younger, but my father just thought I was a stupid little faggot and kicked me out of the house. Well, I got my revenge years later. Right after school, I went to Canada on the dime of a wealthy fan and started my gender reassignment process. I always knew I was a girl trapped in a man’s body. But the doctor I consulted thought I had a beautiful cock and it would be a shame to nip and tuck it! I decided he was right. I opted for being the best of both worlds.

I was in a club in NYC one night a few years ago with some girlfriends. We did a girls weekend. Imagine my surprise when I saw my father at that club. It was clear he had no idea who I was when I approached him, so I took advantage of that luck. I hit on him. Despite wearing a wedding ring, and likely still married to my mother, he flirted like a horny school boy with me. After a few drinks, I suggested we go to his hotel room. He sucked on my titties in the elevator.

When in his room, I suggested we play a little game. I tied him to the bed with my bra, made him close his eyes. I turned the lights down low, straddled his chest, pulled out my cock, had him open his eyes and threw the lights back on. Shoved my dick down his throat and skull fucked him. Surprise Daddy. “Who’s the faggot now daddy,” I quipped at him. The look on his face was priceless. After I rattled off a bunch of info I couldn’t possibly know if I was not his long lost son, he realized he just got picked up in a bar by his tranny son. “Feel lucky I didn’t fuck your ass,” I told him. I left him in that room, tied to the bed with a look of horror and shame on his face. Revenge is a bitch daddy.

Tranny Carla

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Date a Tranny

date a tranny hot shemaleDo you want to date a tranny? Actually lots of guys do, so I have been dabbling in tranny escorting. There is actually a huge market for shemale dates. Most of my clients are married, wealthy men on the down low. They know they want and need cock, but they are too afraid to live a fag life, so they hire a tranny escort for the night to rock their world. Friday night, I had a very wealthy, very older man hire me for the night. Think Hugh Heffner. This gentleman was older than my grandpa! I honestly didn’t think there would be any fucking. I could not have been more wrong. Grandpa had the stamina of a college boy and the cock of a black man. I mean seriously the biggest cock I have ever seen on a white guy.

I was born with dick in my mouth and I couldn’t get all of him down my throat. I mean he could be taking Viagra for the stamina, but that cock was all his. He should have been a porn star not a hotel owner. I thought he hired me to fuck him, but he wanted to fuck me. We had to use a whole bottle of lube to get him up my ass. I even screamed a bit. Wow. We fucked all night long. He wore my mouth and ass out. In fact the next day, I was sitting on a bag of frozen peas from the ass pounding an 80 year old man with a porn star cock gave me. He wants to have a regular date night. He said no one has ever come as close as I did to taking every inch of him. I’m going to have to stock up of frozen vegetables.

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Tranny Carla

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