Transvestite Stories

1,024 results
Orientation
Length
Source
Infinite Scroll

A Person in Every Way

by crogersaz on Sep 14, 2017
Sci-Fi & Fantasy

The Salesman recognized Paul wandering the home theater section below. Looking down on Paul from the elevated, high-end electronics section, there was nothing special about Paul's appearance to make the Salesman take note. Paul was in his mid- 50's, and he was altogether an unremarkable physical specimen. Average height, average build, graying a little, thin...

My Initiation

by cdandy on Sep 18, 2017
Transsexuals & Crossdressers

Chapter 1 She was ambling slowly through the mall gazing in shop windows. A stunningly beautiful brunette wearing dark stockings over long shapely legs, a white cotton blouse decorated with delicate embroidery and a beige skirt that seemed to hug the hips then flair out at the knees. Unable to help myself, I stared openly at her legs beneath the skirt, the...

First Sexual Crossdress Experience

by marshall11111 on Sep 13, 2017
Transsexuals & Crossdressers

How my secretary found out I'm a bi TV and how me and my TV friend educate her into some of the more zany aspects of TV sex. *** As I laid back against the wall of the toilet with my nylon-clad thighs spread wide and my erect cock jutting up lewdly from between them, the wooden door in front of me slowly opened to admit the guy from the stall next to mine...

Ingrams & Assoc 5: Personality Flaws Ch. 01

by jezzaz on Sep 15, 2017
Loving Wives

So here we go, Ingrams & Associates 5. I tried to go a little more adventure with this one. It's also a bit darker than the other stories have been. Strictly speaking, this should probably go into a different area on Lit, but since all the other Ingrams stories are in Loving Wives, and there IS a loving wife in this (actually very loving, which is unus...

Afro Stress Relief Ch. 08

by llts1970 on Nov 11, 2019
Transgender & Crossdressers

It was Monday evening, again, and I hurried home from work to get ready for my shift at 'Babes With Asstitude' (BWA). My new Afro-boyfriend, Drake, rang to chat about our new venture as soon-to-be Brothel-keepers and tell me not to work 'too hard' on my shift as a whore at Drake's uncle, Leroy's, place, BWAs! Drake wanted to come over but I said I wouldn't b...

Resolution

by PattyMarie on Sep 16, 2017
Transsexuals & Crossdressers

This is the third part of a trilogy by three different authors. If you haven't read Torn by patricia51 and A Typical Day by Chagrined this won't mean much to you. They are both worth the read. Consider these two stories as the prolog. * While we attend church regularly, I'll admit to not being a praying man, but I prayed laying in bed that night. "God, he...

Eat Your Fuckin Cake!

by Saxon_Hart on Apr 3, 2019
Loving Wives

A word from Saxon Hart: Just a quick note for those who have read this one before. First; I have included the original ending after the story, no need to e-mail me for it. Second; While it was originally edited, I have gone through it and tightened it up. I saw many things that were missed in the original edit and I cleaned those up, as well as doing a few c...

My Autumn and My Winter

by hunsenabadeer on Nov 26, 2017
BDSM

A novel by Christopher Scott Wagoner - "Damn you," Steve said, squinting his eyes to slits "you don't belong here. I'm going to to get rid of you, no matter how much it hurts." His fingers closed on the strand of wet, slippery gray hair. He yanked his arm downward but the pale invader's coat of moisture proved too much for his grip. Cursing, he tried seve...

Three Stoner Chix - Blue Dream

by CHICA_and_the_MAN on Sep 12, 2017
First Time

This is the FIRST PART of a three part series. If this story seems familiar to you, then you may have already read our novel-length submission on Laurie's page, which was entitled IT WAS THE BEGINNING OF SUMMER. Laurie and I decided to break that novel into three easier to digest chunks, while rewriting parts, adding scenes, and in some cases, entire sequen...

Quiet Servitude Pt. 03

by AmandaMI on Sep 14, 2017
Transsexuals & Crossdressers

Author’s Notes Before reading this story please be aware that that some people would label this work as obscene and pornographic in nature. It contains several themes including transgendered, homosexual and lesbian issues in addition to graphic sexual descriptions. To make the action flow more freely and the stories light-hearted, I have taken a socially n...