Transexual Stories

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Transexual MILF Landlady

by mcspunky2006 on Sep 13, 2017
Transsexuals & Crossdressers

This is a fictional story exploring my life long fetish for cross dressing and how I imagine being caught by a woman who surprisingly understands this desire and need. The story contains adult material of a sexual nature. If you do not like this topic then thanks for reading thus far, otherwise, hope you enjoy. I would love to hear your feedback. The first...

Transexual Brothel

by little sebastian on Sep 19, 2017
Transsexuals & Crossdressers

While I was on vacation, I went to a famous brothel. It was a large place with several different bars, a room with stripers, a video bar. etc. I wondered around for a while taking it all in. I settled down in a little quiet bar with a classic old black-and-white porno movie playing on the TV. I was propositioned by several women, but they didn't really turn...

Transexual Encounter Ch. 01

by SluttyValerie on Sep 13, 2017
Transsexuals & Crossdressers

I few years ago I had been downsized out of a lucrative executive position with a company I had worked for years, worked my way up through a few promotions until I was too expensive to keep around when things turned sour in the economy. I really liked my work and it afforded me the opportunity to live comfortably, travel and indulge my secret kinky side. On...

Transexual Encounter Ch. 02

by SluttyValerie on Sep 16, 2017
Transsexuals & Crossdressers

It had been a while since I had first seen this slim sexy TS, she was so sexy I thought about her quite a bit. My company had laid me off a few months after my encounter with her. I was still comfortable since I saved and had a decent severance package, but I was antsy about getting back to work. I looked around for things that I normally wouldn't have cons...

Transexual Whore

by little sebastian on Sep 19, 2017
Transsexuals & Crossdressers

I 've never had the guts to do it, but this is what I jerk of to, dreaming of becoming a little whore. I was sitting in the living room, watching movies with hookers that were fucked in all imaginable ways, and I was slowly playing with my dick! My excitement was so big that I decided to make one of my wildest fantasies to come true: to spend a night as a h...

Transexual Treat

by danielblue on Apr 3, 2019
Transgender & Crossdressers

Kate came home from work one day to tell me about this new guy she had met. She sounded really enthused, but also a little perplexed by him. When I asked why, she said something about him just didn't add up. He was too good to be true. She felt that when she talked to him it was like talking to a girl. Anyway, she said I would get to meet him in due course....

Stepdaughters Transexual Surprise Ch. 2

by juge1 on Sep 19, 2017
Fetish

As I ended the first chapter of my love story, my Stepdaughter Dawn and I were returning from loading a Ryder truck with her possessions. We were to spend the night at home, then continue on to her new place in the morning. We had stopped on the way and enjoyed committing acts of sin by Dawn seducing her willing Daddy. No regrets. We were 20 minutes from h...

Stepdaughter's Transexual Surprise Ch. 1

by juge1 on Sep 19, 2017
Fetish

I've been through two marriages in the past. My first wife died at an early age of 29 from a massive heart attack and my second marriage was a nightmare from hell, that I'm now free of. When I met Jeanie, I knew I had to take it slow and easy. Jeanie was a very nice lady in her early 40's. I myself was a few years older. Jeanie had two lovely girls. I had...

The Varieties of Transexual Experience Ch. 02

by SciGuy on Sep 16, 2017
Transsexuals & Crossdressers

My exciting new perversion Hello again, baby. I hope everything is well with you. I'm fine. If you remember from the last time I wrote, I'm about 30 months into transition at this point, male-to-female. I can easily pass in public now, as I have years of practice as a bisexual man to draw from. And I've discovered a new sexual fetish, one that I'm very exci...

The Varieties of Transexual Experience Ch. 01

by SciGuy on Sep 16, 2017
Transsexuals & Crossdressers

The Interview "Please come in and have a seat. Thank you for participating in the project...Elsebeth, is it? "Yes, Elsebeth. You're welcome, Doctor, it's a pleasure." "You do understand that this interview will be recorded?" "Yes." "And that the university must keep your identity anonymous?" "I understand." "Alright. Try to relax and be completely hon...