Tranny Stories

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Tranny Gangbang

by StephanieSeymour on Sep 12, 2017
Transsexuals & Crossdressers

Angie had me on my back on the hotel bed with my legs spread and my ass propped up on a pillow. She was between my thighs and nudging the head of her cock against my bunghole. I reflexively puckered up. Angie smiled and pulled back. I still couldn't believe what I was doing. This wasn't supposed to be happening. I was a red-blooded, straight, all-American m...

Tranny Encounters - Spit-roasted

by hfernandez1983 on Sep 19, 2017
Illustrated

This is a new story series which I am thinking of writing. I will think of writing more of these that are more fantasy oriented. This is one of my fantasies which has yet to come to fruition. I thought I should put this out there. It was just another boring day at work. David sat at his desk, staring at his computer. It was a slow day at work. It was only 1...

Tranny Chasers: Bernie and Ron

by 1946EW on Sep 12, 2017
Transsexuals & Crossdressers

Bernie looked around as he entered the Cavalier d'Eon, checking out the patrons. Spying his friend Ron, he worked his way over to him. Ron was sitting at the bar, back to it, also checking out the patrons. "How's it hanging, Ron boy," Bernie asked, easing between Ron and the guy sitting next to him. "Low as usual, Bern," Ron replied, turning to his beer on...

Tranny Slasher Camp

by YKN4949 on Sep 13, 2017
Transsexuals & Crossdressers

WARNING: This story is story involving transgendered teens and twenty-something's having sex. But it is also a take on the Slasher film. As a result, there is some violence in the story as well. I do not condone violence against anyone and certainly not against transgendered women, but you can't have a slasher movie without breaking a few artieries. Note tha...

Tranny Tales Ch. 07: The Penthouse

by erectus123 on Sep 13, 2017
Transsexuals & Crossdressers

I enjoy people. I enjoy company. My wife isn't very social. In the seven years we've been together we've only had one person invited into our home and that was for only a few hours. It was her Uncle Ted, who was up from Texas for a Shriner convention. He came to dinner wearing one of those stupid little red hats with a tassel, which he never took off, even w...

Tranny Tales Ch. 09: My Dreams

by erectus123 on Sep 15, 2017
Transsexuals & Crossdressers

Wherein Lie My Dreams When I was a student at the Belle Arte Academy in Florence Italy, I first encountered what the locals call Tranvestiti or Madonna della Strada; what today we refer to as Transsexual Prostitutes, sometimes including the rarer Sex-changes. Some of the Transsexuals I'd encounter were obviously men masquerading as women, sometimes sportin...

Tranny Tales Ch. 08: Driving Miss Daisy

by erectus123 on Sep 15, 2017
Transsexuals & Crossdressers

Please note-- this story contains graphic sex descriptions between participants who are over the age of 18. All sex scenes described are consensual. ***** Tranny Tales #8--PreOp Tranny Sub Gets Gang Banged I wasn't always gay, or a Tranny for that matter, although it's turned out that way for the moment. I dated in college, even pinned a girl named Rober...

Tranny Tales Ch. 05

by erectus123 on Sep 15, 2017
Transsexuals & Crossdressers

A Porto Rican Blow Job at the Zoo, Hogarth the Disco Star in Tel Aviv, Goldie, the Israeli Tranny and a brief mention of My 2nd Wife. "They" say there is no pussy like Jewish pussy. That always seemed like a stupid thing to say, "They" must be idiots My second wife was a Jew and her pussy wasn't any different than any other woman's; there were better, there...

Tranny Tales Ch. 06: Cumming in Sophia

by erectus123 on Sep 15, 2017
Transsexuals & Crossdressers

Sophia of the Bourbon Wagon – a sex change? I remember years back when coffee flavored liquor made its debut. Was it Kahlua? Maybe not. Anyway, they set up a stand inside a tent in Times Square and if you stopped and stuck your head inside, they shot an atomized spray, right through a hole in the bottom of a small paper cup; zap! –Right into your mouth. And...

Tranny Tales Ch. 04: Franca - La Bolognese

by erectus123 on Sep 15, 2017
Transsexuals & Crossdressers

Note - The term "Tranny" is used with the utmost respect, at the time of this story it was commonly used and not considered politically incorrect. Also, the conversations in Italian have been translated to make the dialogue easier to understand except where the expressions are obvious. These stories are based on true events. *** I met Franca a long long ti...