Tranny Stories

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Always Read Before You Sign Ch. 09

by Reaver90 on May 12, 2020
Transgender & Crossdressers

Paula was in the living room, having some toast as she watched the news on TV. She was waiting for Samantha to appear so she could launch her secret surprise on her slave. Samantha was in the kitchen, making herself a cup of tea. Samantha always enjoyed a cuppa in the morning. As she waited for the kettle to boil her mind drifted back to a few days ago wher...

Always Read Before You Sign Ch. 11

by Reaver90 on Jul 13, 2020
Transgender & Crossdressers

"Wakey wakey sweetie!" Paula beamed. "What is it?" Samantha mumbled, half asleep. "What do you mean what is it? It's Christmas!" Samantha's eyes lit up and slowly got up only for her to be tackled back down by Paula with the latter's boobs in the former's face. "Merry Christmas Sammy!" Paula cheered. She let go of the young woman. "Your boobs in my face...

First Gay Experience

by Friske_one1 on Sep 16, 2017
Transsexuals & Crossdressers

Me and a buddy decided to go see a rock concert at the Great Western Forum (that's what the Staples Center was called back then). I was 21 at the time, horny all the time and could never get enough pussy. So we go to the concert in our own cars since his brother lived nearby and he was going there afterward to hang-out for the weekend... no problem. So, aft...

Filipina Cuckolds Her Sissy Husband

by nancyvasquez on Sep 14, 2017
Transsexuals & Crossdressers

If there's anything more sexy and exciting for a closeted sissy than dreaming about being a woman on your knees getting ready to serve a big black muscleman, it's actually having the balls to go out there and make it a reality. It happened to me! I was married, to a hot sexy girly-girl Filipina. When we got married I was still trying to be in denial about my...

All by Myself

by perna on Sep 16, 2017
Toys & Masturbation

I had posted this to an anonymous website before but really want to know what others think of it and had no replies. If you are just looking for the juicy part to get your rocks off to, skip to the second large paragraph... First off, let me say that I consider myself straight and have never had sex with anyone but women. I'm 28 and very physically fit. I f...

Taylor Ch. 14 - The Ritz

by SallyRichmond on Oct 19, 2020
Novels and Novellas

The Ritz Taylor walked the two blocks to the Ritz and entered the lobby and then the bar. It was not crowed but there were a few business types sitting around drinking. She approached the bar and caught the attention of the barkeeper. "What can I get you?" "Glass of Merlot." "Coming right up." The wine was delicious after what she had just swallowed an...

Joel Gets Caught by His Wife

by Downforeverything on Sep 18, 2017
Transsexuals & Crossdressers

This is a fictional story written for a fan about their sex life. If anyone else has a story they'd like written for them about fact or fictional events feel free to message me. As always please leave comments or constructive criticism so I can make your pleasure better! * It was Monday afternoon. Joel had taken the day as an opportunity to work from home...

Being Mindy Ch. 01

by mindyrose on Sep 15, 2017
Transsexuals & Crossdressers

You can read this as a standalone story, but it might be best if you read my "Becoming Mindy" series and the non-erotic random though piece I wrote. This is a continuation of my journey. ***** The next two weeks were crazy. I put my two weeks' notice in at work. I contacted my doctor and told him I wanted to go full-time. He sent me a document of t-frien...

A Few Notes from Mindy

by mindyrose on Sep 17, 2017
Non-Erotic

Dear Literotica Readers: Some random thoughts, in no particular order, about my story that don't seem to fit into my narrative but should help you know me better, which should help you understand the themes of my transition stories... Thank you to all of the people that have left me positive comments. I haven't been writing the stories for public approval;...

My Black Transsexual Goddess

by Samuelx on Sep 16, 2017
Transsexuals & Crossdressers

Another day in the City of Ottawa, Ontario. Gosh I am bored. I walk through the corridors of the Carleton University library, yawning and stretching at the prospect of an all-nighter because my take-home midterm is due in the morning. As I make my way to my usual spot on the second floor, a wide-eyed white chick sitting in the back glances at me, as does a t...