Tranny Stories

1,390 results
Orientation
Length
Source
Infinite Scroll

The Ballad of Jaimie and Vera Ch. 04

by AwkwardMD on Sep 14, 2017
Transsexuals & Crossdressers

Leah, the virgin whore. #12 "Is it on?" Leah was super cute. We'd picked her up at a bar in Norman, OK, and she'd been really excited to go back with us. When we told her we were gonna film it for something, she only hesitated for a second before asking if it would be ok if she wore a mask. I had no problem with that. "Yup!" Vera said from behind the camer...

The Tomboy And The Tranny Ch. 01

by Selbryth on Sep 12, 2017
Transsexuals & Crossdressers

So I was looking at this chick Tyan, from I don't know where, but she's at the same college I'm at now, and she's well, she's totally gorgeous, and so me, stupid, plain-jane me, was just looking and thinking all these incredible 'things' about this girl, and well, I just all of a sudden realized my pussy is totally wet and I have to sit and wait for my jeans...

Forward to the Stars Ch. 13

by Kansascript on Sep 19, 2017
Novels and Novellas

Any and all comments are welcome though constructive are more appreciated. ******** Laria lay panting struggling to get free as hands held her down. "You REALLY are terrified of Tasmanian Devils aren't you sweetheart?" She heard Brian laugh. "DAMN YOU!" She snarled as the hands finally released her. "I aught to beat the crap out of you for that." She s...

Backsliding: Tim's Story

by estories69 on Sep 14, 2017
Transsexuals & Crossdressers

Every man has a weakness, but not everyman knows what that weakness is until it is too late. The story I'm about to tell is something I'm not entirely proud of. My name is Tim. I'm a 22-year-old college student at California State University. I'm almost at the end of my senior year studying to be an engineer. I'm also a Christian. A very devout one too. We...

That Red Dress Started It...! Ch. 05

by BethanyJ on Sep 16, 2017
Transsexuals & Crossdressers

********** A series of stories with transgender themes which I hope will be of interest to those who like women, or would like to be a woman. Which includes me! ********** Part 5 ********** Helena saw the look on his face too, she grabbed me and turned me towards the car. I looked at her. "Yes" she said. 'Fuck' I thought. ************************...

Michele and Buster: A Tranny Tale

by MicheleNylons on Sep 14, 2017
Illustrated

This is the continuation of my True Stories series, where I tell my readers about my real life adventures as a part time transvestite. In this instalment I will tell you about Buster, an admirer with whom I have I met up with a number of occasions. I warn you now that the story contains graphic sex, use of alcohol, mild bondage, use of recreational drugs and...

Forever Alone's Guide

by OzzyDaBum on Sep 13, 2017
How To

After my exile from my home to study the dull career of computer programming, I've been overexposed to the internet trolling and the quite side of living the bachelor's life. For me it was weird to image that some people couldn't blossom as I did, but some people just won't shut up about how its SOOO hard to find anyone. This is list for that "Forever Alone"...

School Musical Ch. 01

by Borderlands on Sep 15, 2017
Transsexuals & Crossdressers

Authors Note: The characters portrayed in this story are 18 and completing their final year of high school. Enjoy! ***** It was the afternoon of the school play, and I found myself upstairs in my ensuite bathroom, getting dressed as a girl. Quite how I'd managed to end up in this situation, I wasn't sure. The general explanation was that the play had a fe...

Camp of Blessing Ch. 11

by KristannaGriefshire on Feb 26, 2019
Fetish

Kristanna opened her eyes, half-awake she could barely feel her body. She looked around and recognized the room, she was definitely in the dungeon at the mines. As her vision slowly cleared she also recognized the tall security guard standing a couple yards away. Kristanna realized she had no clothes on, and her arms were stretched above her head. She tried...

Cumming to Terms with Her Pt. 03

by contactsteph77 on Sep 24, 2019
Transgender & Crossdressers

Chapter 3 Decisions decisions Oddly the hangover the next morning wasn't too bad. But my little but hole stung a little, I would remember to carry a little tub of lube the next time Victoria went out or be a little less slutty! I entered the living room to find my lifelong friend Mel drinking a coffee and rubbing the balls of her feet. "Babes are your fee...