Trans On Male Stories

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New Horizons

by Shadowfox9570 on Aug 18, 2020
Transsexual

This Story takes place in an alternate Earth. This version of Earth is currently in the Year 2043. The Tech level only being slightly more advanced in most technologies due set backs from the crises of the 2020's. Despite this the world has made significant strides in the field of Trans Dimensional travel. They have started a new program in which they pull p...

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Best of Both Worlds

by TransChick on Sep 16, 2017
Transsexuals & Crossdressers

This is the first chapter in a multi-chapter story. There's no sex or anything in this chapter, so patience is encouraged. ;) ~~~~~~~~~~~~~~~~ So I want to tell you about a pretty crazy period of my life. Like a lot of fun, exciting things it ultimately couldn't last forever, but I definitely look back on the time with a big smile, and I appreciate it both...

Demetrius Ch. 03

by KirkEdwards on Sep 15, 2017
Novels and Novellas

Chapter 3 When he returned to his apartment he found a package awaiting him. Unlocking the door he studied the package for clues as to who sent it. Pulling the key from the door and pushing it closed with a foot he set the package on the kitchen table before going to the bathroom. As a youngster he took great joy in getting presents, he was no different to...

An Obsession

by Marcus_Cicero on Jul 30, 2019
Transgender & Crossdressers

It would have been after that documentary. The one with a feature on online dominance-submission relationships on Fetlife. Because before that moment in time life had been so vanilla. Marcus had been queer and had had a boyfriend or two... or three since turning 18. Well, hell, he'd been to the bathhouses since turning 20. He'd even gone as far as to create...

A New Adventure...

by johnjinglez1 on May 16, 2018
Transsexuals & Crossdressers

I saw someone begin a "diary" of their experiences as a sissy on here recently and it inspired me to give it a shot myself. The following will be true stories from my past starting from the first time I ever hooked up with a Tranny / Cross dresser / Sissy. First things first, I consider myself to be a straight male; despite having had sex with all of the a...

Recruiting of a Sissy Maid Ch. 14

by Sissy_Chantel on Dec 10, 2017
Transsexuals & Crossdressers

Chapter Fourteen: A Wonderful Night in Hollywood. Carl and Chantel share a warm and loving shower together, his firm manly hands reaffirm his love and care for her. Her wanting eyes, sultry lips as she kisses him reaffirms to Carl her love and devotion to him. It's all copacetic. Out from the shower Carl dries himself in his towel and robes up as he then w...

George, Donna and... Charlie? Ch. 02

by MattblackUK on Jul 6, 2020
Transgender & Crossdressers

I'd like to thank Randi for her editorial help and assistance in making this story more polished. Several months after the events at the airport, George was working in his office when his secretary buzzed him and said, "George, your 10AM appointment is here. I have sent her into conference room three. I have made sure she has a drink. Are you needing a drin...

From a Husband to a Dutiful Sissy Ch. 11

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

The way this chapter turns out to be, I suggest one may need some tissues... Don't say I didn't warn you. ***** Chapter Eleven: Jack and Chantel, Life's Ups and Downs. I wake up to another new and exciting morning, It's cold out but sunny, Fall is soon moving to Winter. Out of my nightie and into the shower I am invigorated by the warm water. Getting out...

Lost Empire Ch. 35

by Pars001 on Sep 15, 2017
Non-Erotic

Mara's eyes were still wide; it had been exactly like the emperor had said. She'd only been asleep for possibly two hours at the most. Here she was hearing a voice in her head of one of the ships. Looking over at Derrick she asked, "Uh Sire? Do you want me to go to my ship right now?" She asked. "I'm not all that sure right now Captain," Hartwell said with...

Biker Bitch Ch. 09

by MicheleNylons on Jan 6, 2018
Transsexuals & Crossdressers

Chapter Nine: Fuck the Trans Cooze! Cassie sat behind a desk in a stark interview room at the Los Angeles County Jail. ATF do not have their own detention facilities; they use Federal penitentiaries and often borrow local law enforcement facilities to temporally incarcerate suspects and interrogate them. She had been freed of her cuffs and her clutch purs...