Transsexuals+&+crossdressers Stories

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Transsexual Treasures

by dirtyjoe69 on Sep 14, 2017
Transsexuals & Crossdressers

My name is Steve and I am a thirty seven year old divorced male. I am considered good looking. I am very tall standing six foot seven and have a good build for my size. My marriage didn't work for many reasons money, being too young were a couple of them but the biggest reason was sex. I wanted it and she didn't. It always seemed to be a chore for her and wh...

Transsexual Sisters Ch. 01

by SplitLicker69 on Sep 14, 2017
Transsexuals & Crossdressers

Part l: Michelle and Nicole are raised in Paris Arthur's note: This is number 1 in series about transsexual sisters Michele and Nicole. They had a minor role in LONG LIVE THE KINKY. * Pierre, a French diplomat and his wife Kathleen, a former Miss Ireland were expecting their first child any day. Kate's Doctor. Francois de la Trios told them she was carryi...

The Masseuse

by tomjohnson on Sep 16, 2017
Transsexuals & Crossdressers

Roseli is a great masseuse. She is tall and strong. Not really beautiful but she does have a fit body, muscular. She has been providing me massages for years, on and off, but it has become more of a weekly event since I moved to Rio. She knows what I need and enjoy. Our two-hour sessions are pleasant and, at the same time, painful. She twists my body and s...

Black Love: Transsexual Edition

by Samuelx on Sep 14, 2017
Transsexuals & Crossdressers

My name is Steve Vincent. A big and tall young Black man living in the city of Brockton, Massachusetts. Currently, I'm a graduate student at the University of Massachusetts in downtown Boston. When I'm not in class, I work for the Department of Corrections. I'm openly bisexual, and love to have fun. Whether I hook up with a male or female, it doesn't matter....

The Mistake

by teasingtee on Sep 16, 2017
Transsexuals & Crossdressers

First let me tell you that the following is true, it happened to a friend of mine who was 18 at the time. This is his story told in his words. I grew up in a small western town in Montana. Some say it was and is a vacation destination. I lived for two things as a teenager, playing football and sex, at that stage in my life, both held equal importance, as f...

Casey's Submissive Journey Pt. 06

by corduroysissy on Feb 7, 2018
Transsexuals & Crossdressers

Homo Hubby Night – Part Two Note: In this continuing saga, Casey (Debbie) & Jamie (Angie) are closet crossdressers who are submissive to their wives Karen & Audrey (respectively), however in this section of the story there is no cross-dressing. Their wives are humiliating them by making the boys put on a homosexual sex show for their amusement. *...

A Secret Fetish Ch. 01

by margekershaw on Sep 13, 2017
Transsexuals & Crossdressers

When teaching a section of my favorite class, "Modern Erotic Literature", I noticed a guy in the back of the room acting strangely. He was in obvious discomfort, and I wondered why. It was during the lecture where I discuss fetish stories. Students find it a revelation. The first thing I usually do is define "shemale" tales: " 'Shemale' is a hardcore adu...

Craigslist CD Hookup

by Lovinhose on Sep 16, 2017
Transsexuals & Crossdressers

I have been crossdressing since I was a kid. I started out with a pair of my mother's pantyhose, as most other crossdressers start out the same way. Once you get bit by the bug, you're hooked. This is my first story, but I have so much to tell that this certainly won't be my last. All of what I tell you here will be 100% true. I will not dramatize or sensati...

A Great Day Off Work

by Lovinhose on Sep 16, 2017
Transsexuals & Crossdressers

Days off are great. Any day off is a great day. You can catch up on things, relax, take care of business, chill out, and just have a good time. Days off also open the door to many opportunities and possibilities. This day would prove to be a very good day. My wife was working this day, and I had taken the day of from work, just because. I stayed home and d...

Mistress Chantel, Tranny Dominatrix Ch. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Prefix: Welcome to my next erotic story. This story will be written from the point of view of a Transvestite Dominatrix. It is a new twist in my mindset as I normally identify as submissive and as a sissy maid and slut to a dominant Master. It's my 'kink' but I have danced around in my mind a story from a position of Chantel being a true Transvestite Dominat...