Dominant Tranny Stories

20,525 results
Orientation
Length
Source
Infinite Scroll

Bibbit Smithers's Ordeals

by justincbenedict on Jul 11, 2018
BDSM

The Colonel's Chastity Tales June 2018 Stories BIBBS JUST CAN'T GET A BREAK Bibbit Smithers, Senior wondered why he was spending an expensive week at the Thumbscrew Lodge. Bibbs had had his ass kicked by his older brother, "Smitty" which you would think would have been bullying enough, right? And, Bibbs, no jock, had been charged with handing out towels t...

The Tranny Lover - Judy, Judy, Judy

by erectus123 on Jan 20, 2020
Transgender & Crossdressers

-------INTRODUCTION-------- All the characters in this story are over the age of 18. It is a true story that took place in the 1980s and 1990s. Most of the people in this story are still alive, but sadly, not all. The word "tranny" was not derogatory back then. If you find it offensive, please realize that it reflects love, admiration, and concern. These...

Twenty Questions

by DrLuverotica on Sep 19, 2017
Transsexuals & Crossdressers

THURSDAY I was just settling down to watch a movie when my wife arrived home after a night out with her girlfriend's. "You're home early," I said. "Lucia had to be back by ten. She's on the early shift." "Meet anyone else?" "Just a couple of hunks - they're coming over for supper later." "Very funny." "Actually I wanted to come home because I was feel...

Chianti Cares...

by justincbenedict on Apr 9, 2019
BDSM

"I'm not even sure why I'm here." Reba said, trying to smile. In her early forties, Reba had curly dark hair and was somewhat curvaceous, but the sort that dressed sensibly to avoid the censure of her peers. Chianti had met Reba when they'd been taking an Italian cooking course together at Mallard Creek Community College, just across Buttermilk Bridge. It...

Caught In the Tranny Master's Web

by CarrieQ on Sep 16, 2017
Transsexuals & Crossdressers

One of the nicest things about living in London's West End is how you can look out of your window at all the glitz and glamour, and feel like you're right in the middle of something big. And if something as big as Kurt's 14-inch cock happens to be pounding in and out of you while you look, then doesn't that just take the biscuit? An over-endowed black Germa...

Samantha Meets a Dom Master

by SamanthaSatine on Sep 16, 2017
Transsexuals & Crossdressers

A true story - I am the main character and all the various activities described were undertaken with my consent...no harm came to me in any way... ***** The date was fixed. The room was booked – neither of the willing parties could accommodate, a not unusual event in the world these two inhabited from time to time. The morning of their meet had now arriv...

Wandering Gem

by dkleiman87 on Sep 15, 2017
Sci-Fi & Fantasy

The ruby glowed in the stores fluorescent lights of the old thrift shop, shooting beams of red against the countertop as James walked by. The glint of light catching his eye as he passed, drawn into its radiance he reached out and gasped at it. "Excuse me?" he asked the woman texting behind the counter, "How much is this?" The girl unenthused by her annoyi...

Black Women Love Transsexuals Too

by Samuelx on Sep 16, 2017
Transsexuals & Crossdressers

A lot of girls out there are turned on by transsexuals, and I'm one of them. My name is Raquel Dawson, and I'm a young Jamaican woman living in the City of Ottawa, Ontario. I study psychology at Carleton University, and I'm a gal with a pretty ordinary life. My family moved to the region of Ontario, Canada, from Kingston City, Jamaica, in the summer of 2007....

My First Time with a Tranny

by daddydick89 on Jun 4, 2019
Transgender & Crossdressers

This is a true story. It happened on a Monday morning, after waking up with a throbbing hard-on. I called up my regular booty call. But she couldn't make it, because her husband stayed home from work that day. So I decided to browse Craigslist, looking for someone local. After posting my ad, looking for NSA sex, I sat back and waited. Within minutes, I re...

ESTIM Experiences Ch. 02

by jy55 on Sep 12, 2017
Toys & Masturbation

Since my first story, I have developed into a real estim freak. My daily pleasures are such that my body almost 'knows' that it is time. I generally masturbate every morning anyway, but estim is almost always the usual method. I have taken to looking at online porn the whole time as I stimulate myself for at least an hour daily. The sensations are so exqui...