Sissy Truth Or Dare Stories

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Sissy Boy Chuck Becomes Just Sissy

by Krazy35 on Sep 14, 2017
Transsexuals & Crossdressers

A long time ago, I realized that I had a thing for women's clothing. I used to sneak into my sister, Jessica's room and get all dolled up in her clothes. She was a year older than me, but we were practically the same size. I got an incredible hard-on looking at myself in her full length mirror. I quickly undressed, put everything back the way I found it, the...

Ensnared by a Corset

by spinder on Sep 16, 2017
Transsexuals & Crossdressers

Warning: This story is a work of fiction and contains descriptions of explicit sexual acts between women. If this type of content offends you or you are under the age of 18 do not read it. Author's Note: This story is the property of the author. It can be downloaded for personal reading pleasure or sending to a friend, but if you wish to re-post them at you...

Property of Master Ajax Ch. 01

by TightandWhite on Sep 19, 2017
Transsexuals & Crossdressers

I headed down to the community swimming pool glancing furtively left and right to make sure no-one was around. It was midnight on a Tuesday so there shouldn't be, but I wanted to be sure. I clutched my bag tightly as I reached the changing rooms. To the left, the lady's and to the right, the men's. After glancing over my shoulder one last time and taking a d...

Property of the Master Ch. 01

by BrightTightandWhite on Sep 26, 2017
Transsexuals & Crossdressers

I submitted this story a while ago under the name TightandWhite however I have forgotten both the password and email address I used to create that account. So this is not plagiarism I'm just resubmitting it. ***** I headed down to the community swimming pool glancing furtively left and right to make sure no-one was around. It was midnight on a Tuesday so t...

Bdsm adventures

by Sgtwolf on Dec 7, 2017
BDSM

This story is for a compilation of many different bdsm adventures. It was formerly known as latex adventures, but as chapters developed they dealt more and more with different aspects of bdsm, and less consistently with latex. Latex still exists as a strong element in many of the chapters, namely because I like to write about characters wearing it. I created...

Open in Reader

OMG My Daddy’s a Sissy (Prequel)

by fittexanman on Aug 22, 2018
Fetish

All characters are purely fictional and of legal age (over 18). * I met Deidre during my first year in college. We were neighbors on the 1st floor of Elliot Dorm. She was an art student, and I was a business major. It didn't take us long to realize that we weren't like the others at this school. As it was located in the Southern part of the country, our co...

A Shell of A Man

by uppishcarrot on Sep 13, 2017
Transsexuals & Crossdressers

Six years ago, I was doing well enough to finally afford my dream apartment. It was a studio apartment on the upper side of town. So, I had the job, the apartment, the money... but I was lonely. Very lonely and very horny. Not only would I get all hot and bothered from looking at all of the pretty women at work, but there were also plenty of hot women who li...

Reversals Ch. 12

by RachelClark on Sep 18, 2017
Fetish

Samantha Comes to Dinner Eric's eyes went wide with dread as he stared towards the front door and froze. The very idea that somebody other than Julia would see him wearing nail polish was completely paralyzing. "Well, what are you waiting for? Open the door for our guest," Julia said firmly. He started walking to the door, the panic making his hands tremb...

The Secret of the Island Pt. 03

by neoview on Oct 12, 2017
Transsexuals & Crossdressers

Sorry about the long delay. I was supposed to finish this like 2 months ago. But I got lazy and I couldn't really decide how to chain things together. It's a long story so it may probably need at least another 6-7 chapters before I finish it. I have other projects I'm working on, so I didn't really took priority. Anyway enjoy this shorter part. ------------...

Big Black Cock: A Sissy Surprise

by silkstockingslover on Feb 13, 2018
Illustrated

Summary: A wife joins her husband as a slut for a teen BBC. Note: This is a 2018 Valentine's Day story so please vote. Note 2: Thanks to Tex Beethoven, thor_p, Robert and Wayne for editing this story. WARNING: If you hate gay stories, interracial submission, sissification (not a word I know) or cuckolding please don't read. If you do like those themes.....