Sissy Rules Stories

46,352 results
Orientation
Length
Source
Infinite Scroll

A Birthday to Remember! Ch. 05

by searic on Sep 11, 2017
Transsexuals & Crossdressers

Decidedly put in my sissy submissive place by Mistress Leader Marta, I resolved to be much more careful and obedient. I also was aware of my excitement at her Dominance and power. When another participant sat down next to me, I was recovered enough to look up to say hello. I recognized him as one of those I had seen earlier standing around and chatting afte...

The Pantysissy Diaries Ch. 02

by JPantyboyVSL on Jun 5, 2018
Transsexuals & Crossdressers

This is a 3rd person fiction story about my fantasies of being a Pantysissy. All characters in this story are made up, and are all over the ages of 18. To better follow this story read The Pantysissy Diaries Chapter 1 before reading chapter 2. *** The Amtrak train Jaymie was onboard with his new Mistress, Sydney had just pulled into NYC. Jaymie had to get...

Momdom a sissy son's wish

by Viking973 on Jun 20, 2020
Transsexual

Intro: You never had much luck with the girls in high school. You had a few girlfriends early in high school but the last 2 years before college was rough. It had come and gone, you enjoyed it, you weren't an outsider and had many friend groups but you never went out to parties or out of school to meet up with friends. You enjoyed video games and porn too mu...

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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...

Chronicles of Heather Maureen Ch. 03

by HeatherMaureen on Sep 14, 2017
Transsexuals & Crossdressers

A Day with Marty Somehow Marty had talked my mother into letting me spend the day with him and his 'son' and skip school. (I wasn't sure what I'd do if mom ever wanted to meet them but that a problem for later.) After asking me a few questions he now knew that I really didn't have a place I could openly dress femininely, only two actually presentable outfit...

Training of Mistress' New Sub Day 01

by naughtyboy082 on Sep 19, 2017
BDSM

As Mistress Sharon has requested, a written story... THE FIRST MEETING MISTRESS SHARON sends out a late night text that her new submissive has been waiting for anxiously all week long as he sought to prove his obedience and worthiness. "Congratulations, sub! You have successfully completed your probationary period...official training begins in the morning...

First time Sissy

by PR Sissy on Sep 29, 2019
Transsexual

I was born a "boy" but it was mother nature mistake as I am very petite, 5'2" 110LBS. with a sexy round ass and dick sucking lips. For this site purpose I will start at 18 my journey as a sissy cum loving size queen SLUT. In my senior year with a couple of months to go before graduation I turned "legal age" but was no virgin by any s...

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Black Cuckolding Journey Trois

by Samuelx on Sep 11, 2017
Transsexuals & Crossdressers

Salutations, my friends and devoted readers. Wanda Philogene here. Your favorite Haitian dominatrix, taking the beautiful City of Brockton, Massachusetts, by storm. Ladies and gentlemen, I have some good news. I've dumped Sean Prescott, my favorite white dude, on account of him becoming possessive of me. Sean and I were cool, and we had some fantastic sex, b...

Remote X

by andrewknows on Jan 30, 2021
Science Fiction

This Science fiction interactive story is about the Remote with ultimate powers that brings wonderful adventure with it on earth. CAUTION FOR READERS: Please don't be mean to anyone regarding their English skills. Just enjoy good stories without boundaries. There is a great alien planet called Golden Heaven of Proxima (GHP) located in the nearby solar system...

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Becoming a Sissy Maid & Slut Vol. 14

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Twenty Three: Sissies at Work, Sissies as Sluts at the Farm. 4:00am and the alarm clock goes off. We three sissies must wake and begin our day of long, hard labour of degrading sissy maid and sissy slut work. Off comes our sleeping lingerie and soon three naked with only our chastity devices dangling on our sissy dicks we must quickly and together s...