Transgender Stories

4,333 results
Orientation
Length
Source
Infinite Scroll

CD Internship Ch. 06 - Meetings & More

by cdtycoon on Apr 22, 2020
Transgender & Crossdressers

CORPORATE MEETINGS & MORE SERIOUS SATURDAY After the fire incident, the work was going smoothly until Saturday; when all of a sudden the workplace was more active than any time from when I join. It was time for a half-yearly general meeting consisting of the Board of Directors with all the investors. Not only that; I got to know, as due to the recent fir...

Futa Cum Laude Bk. 01: Daphne & Umi Ch. 02

by Teagan_Cascade on Apr 20, 2020
Transgender & Crossdressers

1 "Hell hath no fury as a woman scorned..." Dr. Arthur Jackson pushed back in his black leather office chair as he paused his statement. "But that's not the full excerpt. Does anybody know the full, unabridged version of this work?" His tranquil green eyes scanned his five students spread throughout the room. "Daphne?" He called out after a painful silence...

Caught in a New Life Pt. 01

by Fibaro on Apr 20, 2020
Transgender & Crossdressers

(Hello everyone, this is a story that has been written for a very special reader of mine.) Intro Monroe Smith had everything pretty well figured out for himself. He was 43, his hair was brown and slightly greying, but his hairline hadn't really receded thanks to the hair implants he had done about a year back. He had never been a big guy when it came to mu...

The Anal Invaders 05: 39.000 B.C

by Liver96 on May 12, 2020
Transgender & Crossdressers

Well, this is the fifth chapter. I had it written with another scenario when I changed my mind and made this one, a tribute to Ancient History and Evolution... if something like that had existed LOL (sorry Darwin, you deceived us). Thanks to Thanos, who's tired of snapping his fingers without results, and getting wiped at the end (I promise to publish the re...

The Office Ch. 06

by EasilyConfused on Apr 28, 2020
Transgender & Crossdressers

The constant hum of the paper copier, as it scanned and then reproduced its copy, echoed loudly in the enclosed space. Tammy rocked his right ankle on his four inch patent white heels as he waited for the copier to complete its task. His left arm rested across his midriff, whilst his right hand twirled at the ends of his blonde hair as he waited. Tammy hated...

My New Neighbours Ch. 05

by csm1967 on Jul 3, 2019
Transgender & Crossdressers

The following morning, Katie and I were sitting out the back having coffee. It was about 10.00am and neither one of us was dressed. While we are normally early risers, our session last night must have triggered the deep sleep we both enjoyed. I was wearing a pair of pink boy shorts that Katie had asked me to wear -- she enjoys it when I wear panties like thi...

Mike and I Ch. 03

by Glorphix on Jul 30, 2019
Transgender & Crossdressers

Another story. It has bad words in it, and more than questionable sexual practices. I do not condone the use of any words or actions depicted here outside of a fantasy context. *** I didn't see Mike, or Tyler, for the rest of that week. I was in a state I couldn't describe, a feeling that I had never experienced. My mind was split, divided. Mike had be...

Honour Thy Mother Ch. 06

by JamesRussel on Jul 16, 2019
Transgender & Crossdressers

Note: This is an alternate version of XtinaSmith2017's story Behind Closed Doors, posted with the author's permission. ***** Alex shivered as he stepped off the bus. The cold October late evening air made him keenly aware of the moisture left in his hair and clothes after he had rushed to get dressed and out of the locker room while the guys on the swim te...

Futanari Academy Ch. 04

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. Chapter 04 Bailey was surrounded by cocks. The smooth, girlish little twink was nude and on his knees in a soft ocean of satin pink pillows, com...

Neighbourhood Terror to Sissy Pt. 10

by Fibaro on Jun 10, 2019
Transgender & Crossdressers

Chapter 12 Mark had just about time to put his dildo down before the door to his room opened. His hand was still wrapped around the base, and well there was no real way he could ever hide anything of what had been going on. He was caught red-handed and could only really look at his girlfriend, or rather his ex-girlfriend in horror. After all, why else than...