Transsexuals & Crossdressers Stories

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Infinite Scroll

T Is for Teresa

by BethanyJ on Sep 16, 2017
Transsexuals & Crossdressers

*** Transgender-themed stories which I hope will be of interest to those who like women, or would like to be a woman. Which includes me! *** It was when I was still living at home, or at least staying there in the college holidays, that Mum came home and found me and Jack Horton lying on the living room floor, naked, and giving each other sixty-nine. She k...

Sienna's Suprise

by thestorynovice on Sep 19, 2017
Transsexuals & Crossdressers

SIENNA'S SURPRISE - CHAPTER 01 Prologue: My band was touring the U.S. when I met Sienna. Not a big fancy stadium tour. We were a punk band traveling from one town to the next on a shoestring budget. 5 guys crammed into a Ford Econo van. It was hot, sweaty, and often miserable. We wouldn't have it any other way. In spite of the summer heat, dreary miles...

The Perfect Secretary

by AngelCherysse on Sep 13, 2017
Transsexuals & Crossdressers

"Cissy, would you bring in the projected revenues on the Enchante line, please?" "In a minute, Ms. Fontaine. They're coming off the LaserJet right now." I reached over and withdrew the reports from the output stacker. The stark, white paper was a contrast to my long, slender fingers with their ultra-long, crimson nails. I patted an errant lock of my full,...

An Unexpected Encounter

by fexcellent452 on Sep 16, 2017
Transsexuals & Crossdressers

Be gentle, this is my first attempt at writing anything remotely sexual. Comments, critiques, all are welcome ^_^ * * * * * * * * * * * * * * * * * * * * * * * Alexander entered the bar with trepidation. He really, really hated going out to new places to get fucked up, but dealing with his friends at the bar just down the street from his place wasn't an o...

Mr. Wallace and Me Pt. 06

by oberon_52 on Sep 14, 2017
Transsexuals & Crossdressers

Mr. Drummond must have heard me. He was wearing what looked like an expensive suit, and his eyes got very wide when he saw Mr. Wallace's huge body covering me, my slender arms suspended by my wrists tied to the headboard. Whether it was the ordeal I had been through or the relief that I would be rescued or the shame I was feeling for Mr. Drummond seeing me l...

The Perfect Anniversary Gift Ch. 05

by Shaved_wench on Sep 13, 2017
Transsexuals & Crossdressers

Each chapter holds a different experience for Caroline and Dave, and each one is a continuation of the previous chapter. I suggest if you have not read Chapters 1-4 that you do so. And for those who particularly like Chapter 2...more like that is coming in chapter 6. I woke up, alone on the bed, still wearing my strap-on. Smiling I remembered what had happ...

Walk of Shame

by lululuvsblack on Sep 16, 2017
Transsexuals & Crossdressers

She should have been mad. She should have thrown me out there and then. Instead my wife was disturbingly calm and reasoned. She was going to be worse than angry, she was going to get even. She was going to make sure I got what was coming to me for sleeping with that cute piece of ebony ass and that I would truly regret it. Although we were white, we lived r...

You Can Always Say No Ch. 03

by AngelCherysse on Sep 25, 2017
Transsexuals & Crossdressers

It was my distinct pleasure to take my lunch Tuesday at Dante's, an elegant little trattoria in the mall. Faye was right on time. I saw her approaching across the courtyard and marveled at the fluid motion of those fantastic hips and tush. I wasn't the only one admiring her strut. Every male eye in the place was fixed raptly on that poetry in motion, clad wi...

My New Life with Her

by humbleslave on Sep 16, 2017
Transsexuals & Crossdressers

(This is a continuation of "My First Session with Her" and incorporates Staci from "Domination Road Trip." I have attempted to make this story stand alone, but it may make more sense if you read the other two stories first to get a background on the characters.) My owner, Ms. Andrea, was finally satisfied with the blow job I'd given her strapon, and relea...

Justin's Secret Ch. 06

by ameliawrites1 on Sep 19, 2017
Transsexuals & Crossdressers

The following Monday after he went out with Jason, Justin tried to make himself as presentable as possible for obvious reasons. He'd even gone as far as getting up forty minutes earlier without an alarm -- his excitement that he was going to see Jason woke him up as if he was a child on Christmas morning. The pair had been texting almost nonstop the whole w...