Transsexuals+&ampamp;+crossdressers Stories

12,315 results
Orientation
Length
Source
Infinite Scroll

Double Take

by thrillerauthor on Sep 14, 2017
Transsexuals & Crossdressers

© 2003 by Thrillerauthor Sandy Lane glanced at his Rip Curl watch as he paddled back towards the lineup. Less then twenty seconds remaining in his heat. Sandy had one good wave under his belt, but unless he nailed another one, there was no way he was going to make it into the finals. He glanced over his right shoulder, and at first he couldn't believe wha...

Know Thyself Ch. 08

by Bethesda on Sep 25, 2017
Transsexuals & Crossdressers

Thank you everyone for your continued support of this series. We're nearing the end of Ashley's story. Chapter nine will be the final chapter of the series. Thank you for helping Ashley through her journey and I hope you continue to read it through the very end. ************************************* The sun is shining in but the room still feels dim. It's...

Prison Ch. 01

by LaurenWestley on Sep 11, 2017
Transsexuals & Crossdressers

(Authoress Note: All disclaimers regarding characters, age appropriateness etc are in effect. I really advise anyone under 21 not to read my stories. It takes a certain degree of maturity to enjoy my writings without recriminations. And remember, if you are reading stories at this or any other similar site there are many different sensual pressure points. So...

Hung Trans Lesbians Fuck Two Ladyboys

by mrstanley on Jul 15, 2020
Transgender & Crossdressers

I haven't written a Trans story this year. In this story I try to describe more intimate intense scenarios with a wider variety of details. If you enjoy the story please vote and comment. Feel free to read my Fetish and Mature stories as well. Note 1: If you like Transsexuals, Trans Lesbians, Asian Ladyboys, Big Cocks, Extreme Cock Sucking, Anal Fucking, A...

Neighbors Delight Ch. 02

by gummidurango60 on Dec 25, 2018
Transgender & Crossdressers

My emotions were full throttle after my session with Aaron; after a few beers he broke me down, fucked me, and now wants to take me out on a date. My problem is I've never been out in public let alone on a date with a man... nor do I have the wardrobe to support it. I entered the code and opened the secret compartment inside of my closet. Looking through...

The Slave Traders Pt. 03

by jamtby on Jan 23, 2019
Transgender & Crossdressers

Exhausted both physically and mentally I got into bed. It was then that I noticed my breasts were tingling. A strange sensation. I felt totally humiliated especially having the woman I love forced to watch me being masturbated by a man. She must have lost all respect for me. I also wondered what hell Carla was going through. The constant threat of having her...

The Deal Ch. 04

by KaseyLegs on Jan 23, 2019
Transgender & Crossdressers

I'd become a bundle of nerves 24/7. Mike was relentless in pushing me beyond my perceived limits and out of my comfort zone. He knew how embarrassed and humiliated I felt after he paraded me around in tight shorts and pink sneakers. He saw how red my face turned when he told someone that I "sucked a good cock." Mike got off on it. When Mike told me to handl...

Trapped! Ch. 01

by EffieMeow on Jun 4, 2019
Transgender & Crossdressers

Note to the dear reader: Written over a lazy Sunday afternoon. I've found that my favorite stories here are the ones that delve deeply into the various sensations of crossdressing. So here's one to us girls who enjoy every step of the transformation. *** My heart felt like it would burst out of my chest as I stepped out the front door. Halfway through, I...

A Weekend Visit to the Office

by Marty Fisher on Jun 4, 2019
Transgender & Crossdressers

I usually work from home as I have a very private place with a wonderful view and Lord knows I've put in more than my fair share of office hours over the years. But I do occasionally elect to make visits to the office both during normal office hours and off-hours to make copies, restock my home supplies and have a cup of coffee with a long-term friend or two...

Futanari Academy Ch. 09

by TheOrcKing on Jun 5, 2019
Transgender & Crossdressers

(All characters participating in sexual activity are age 18 or over.) This chapter is a repost, it has been edited and has undergone very minor rewrites for style and flow. Nothing in the story has been changed. ***** "You're such a good boy Bailey." Miss Angeli cooed as she slowly ground her hips back and forth. Bailey was sprawled out on the bed beneat...