Transgender Stories

4,333 results
Orientation
Length
Source
Infinite Scroll

Hands off Violet's Big Balls

by SugarandSalt on May 7, 2019
Transgender & Crossdressers

I finally decided to finish the rest of this little story, the majority of which I wrote a long time ago, since I thought some of you might enjoy reading it. * The weather couldn't have been nicer. Owen was having a great time on his vacation. The weather was beautiful, the women were more beautiful. This resort was absolute paradise. He'd made a date wi...

The Fifty-Cal Gal

by Zorknarian on May 15, 2019
Transgender & Crossdressers

My first story here! It might be rather long, and it was originally written in third person before I went and changed the perspective to first person, so please let me know if you see any mistakes. Hopefully you enjoy the tale of a sexy trap boy getting fucked by an even sexier mocha-skinned shemale stripper! ============== The street lights shine dimly ov...

Tales of Sub Asian Sissy Ch. 04

by subASIANsissyJADE on May 6, 2019
Transgender & Crossdressers

(Thanxxx so much for taking the time to read me stories! This is just my fourth post and I'd absolutely love any feedback... also, please feel free to reach out if you just wanna chat with a very depraved and submissive Asian sissy) ***** Dave threw my dress at me. "Hurry the fuck up, you stupid slut. My wife gets home in a couple of hours and I need to cl...

Jerry Ch. 07: Diane's Secret Sin

by pappybones95 on May 7, 2019
Transgender & Crossdressers

Disclaimer: This is a continuation of Jerry's afternoon with his sister Diane. It can be enjoyed (hopefully) as a stand alone tale, but plays a key part in his sexual evolution. I'm sure the fine restaurant chain mentioned in this story does not condone actions in their premises of the sort described. All characters in my stories are figments of my imaginati...

A New Perspective Pt. 04

by Eye_in_the_Skye on May 27, 2019
Transgender & Crossdressers

(Part 4! Oh my goddess, I am having SO much fun writing this. Your comments mean so much to me, and as always, constructive criticism is always welcomed! Just an FYI, some of these chapters may have little to no sex, while others may focus on nothing but sex. This is turning into a full blown journey, so it's a toss up on what you'll get. I've also been thin...

Memoirs of a Variety Artiste Pt. 02

by giandomenico on Jun 5, 2019
Transgender & Crossdressers

When Franco and Roberto Guiglielmo called on us grandma, Janie and I were all in black. I am amazed that they didn't 'turn tail and hop it,' to use grandma's phrase. She had wanted us to change out of mourning but we thought it would be disrespectful to our husbands after less than three months. The two men had put on a certain amount of weight in the year...

The Auction Pt. 02

by phoenixcinders on Dec 16, 2019
Transgender & Crossdressers

Hello everyone! Like always, all participants in sexual activities are above the age of 18. I hope you enjoy. Feel free to leave any feedback or questions in the comment section below and also you can always message me through my profile if you want to chat. *** I wake up to the sight of steely blue eyes looking down at me as long strands of golden blond h...

Succubus Summoning Pt. 05

by AlexMarkov on Dec 16, 2019
Transgender & Crossdressers

"Come on, come on! Hurry!" Nymira dragged Thomas by his hand through the crowded platform. "Slow down! There'll be another one in a few minutes!" He glanced around at the crowd. A sense of relief washed over him; a few people shot them furtive looks, but most just went about their day. Compared to some of the things you saw on the subway, a little punk girl...

Consent Ch. 06

by MicheleNylons on Dec 3, 2019
Transgender & Crossdressers

Chapter Six -- The Verdict * "You let them do that to you today in public. Those men, using their lawyer, dragged you through the gutter and exposed a past that few could understand," Celia's eyes were wet with tears. They had come home exhausted from the day in court and had taken off their suits and dropped onto Adele's big bed in their underwear sans h...

Strange Tales of the Deadslayer Ch. 05

by RavynsLand on Nov 4, 2019
Transgender & Crossdressers

I'm not sure how time passes here. What's a moon and what's a sun has become immaterial -- some darken the sky, some lighten it, though few can genuinely impact the blazing corona of celestial light that makes this world visible, beaming through a veil of darkness into this strange universe. Universe? Galaxy? Dimension? I can't be certain where I am, what's...