Transsexuals & Crossdressers Stories

15,868 results
Orientation
Length
Source
Infinite Scroll

Who's The Sissy Now?

by britneyfan on Sep 13, 2017
Transsexuals & Crossdressers

Like many people, I was bullied in school. I was small, slender and effeminate and, as a result, was often called gay, queer, fag and sissy by school bullies. The fact that what they said was sort of true just made it closer to the bone and more painful to hear. Like many teenage boys, I was going through something of an identity crisis surrounding my body a...

Our Steven, Our Stephanie Ch. 07

by Johnboy9 on Sep 15, 2017
Transsexuals & Crossdressers

Below is Ch.7 of the story "Our Steven, Our Stephanie". This is a little absent of naughty scenes, more of a build up of things to come. Again, I wish to thank all those who have supported me in this effort, both with their kind words and votes. I hope you will enjoy this writing as well. * Steven awoke late the next morning, around 11:00, hearing commoti...

What We Really Want Ch. 03

by ZincStandard on Sep 14, 2017
Transsexuals & Crossdressers

"Okay, hold on," I said, trying not to sound too annoyed. "I'm sorry, but I don't speak medical talk. Can you just give it to me in...like, layman's terms, I guess?" It had been a week since I'd woken up and discovered my little (or not so little) side effect. To their credit, when I'd called the people at the lab about it, they'd been very understanding an...

Becoming Victoria

by Writer345 on Sep 18, 2017
Transsexuals & Crossdressers

Prelude. I was happily married and still am, but things have changed; or should I say that things have been changed - I have been changed. I was or rather am still wed to Anika, a rather dominating Polish lesbian, who married me for reasons of her own that are still a mystery to me. I'm not the man that I was...Oh, this is so confusing I'd better start at...

Hardworking Girl with Male Hardware

by SugarandSalt on Sep 14, 2017
Transsexuals & Crossdressers

The kitchen opened for dinner service downstairs. Max could hear patrons entering from his room. With an extra spring in his step, he pulled out his makeup. Max applied a little base first. The smells from the kitchen started to flood through his room while he opened the cap on a vibrant red lipstick. Max pulled a pair of fresh pantyhose up his freshly-shav...

The Awakening Ch. 02

by MicheleNylons on Sep 13, 2017
Transsexuals & Crossdressers

Part Two -- Resurrection Up in the attic I turn on the standard lamp, unlock the Chubb lock and open the trunk. Nadine is out for a few hours so I can take my time and fully investigate the contents of the trunk. There are layers of skirts; blouses and lingerie all neatly folded. I take one of blouses out of the trunk and try it on. I'm not really surprise...

Giant-Size New Half Ch. 02

by Armphid on Sep 19, 2017
Transsexuals & Crossdressers

"Ugh! Nothing's happening." Wanderlust threw her hands up and walked away from the waist high lip that edged the roof of the brownstone that was serving as she and her partner's perch. The lush-figured teen shook her head, blond ponytail whipping from side to side. "Let's just go down there and-" "Completely tip off Armsman that we're onto him and cause him...

The Transformation of Paul Ch. 04

by TheGentleman on Sep 26, 2017
Transsexuals & Crossdressers

After dinner I went back upstairs to get myself ready to meet Charles. I slipped off my silk robe and stood in front of the full-length mirror. First I adjusted the seams on my black stockings and then I straightened the suspenders and tightened them so that the tops of each stocking came exactly to the same height on my slim thighs. My cock seemed to have...

The Tranformation of Paul

by TheGentleman on Sep 26, 2017
Transsexuals & Crossdressers

Number 26 South Downs Road turned out to be a large Victorian house in a tree-lined row of similar properties near the seafront. Surrounded by mature trees and bushes that screened prying eyes from both sides and the back, the front of the house was mostly hidden behind a brick wall. Only a pair of wrought iron gates afforded a limited view of the gardens an...

Abducted and Turned Out Ch. 07

by dawnib66 on Sep 19, 2017
Transsexuals & Crossdressers

.... Jeremy fucked my face for a few minutes, and then he spun me around to the gloryhole, where I saw a nice 8-inch cut cock in front of me. As I wrapped my lips around it and started to suck, I felt my skirt being hiked up and my panties unceremoniously yanked down around my thighs. "Suck that cock, slut. You look so slutty in your little business suit s...