Sissy Contract Stories

32,406 results
Orientation
Length
Source
Infinite Scroll

The Roommate Pt. 07 - Miranda

by ValoryG on Sep 16, 2017
Transsexuals & Crossdressers

The next day, when Josh returned home from teaching college students (who were only around six years younger than him), Miranda met him at the door. She seemed in a fine exuberant mood and gave him a smile. Sometimes he didn't know which personality he'd find - the friendly, mother-like woman who helped him become Lori, or the controlling figure who could...

The Sexy Cuckold Couple Pt. 14

by cuckcpl4play on Sep 26, 2017
Fetish

Part 14 Pool I As we departed the room, I was utterly shocked that Master was in fact going to make us walk through the hotel as we were. He walked with his slut in front and I brought up the rear, but following closely in tow. I kept my head down but could feel the stares and after walking by a large group I heard the individuals bellowing at our predicame...

Sexual Sixpack

by SciGuy on Sep 16, 2017
Transsexuals & Crossdressers

The average person, applying contemporary community standards, would find that this work, taken as a whole, appeals to prurient interest only, and is utterly without redeeming social value. And that's what makes it fun. ***** 1.Realization So. Last night you got gang banged. Damn! It was your choice, no one slipped you any drugs, you weren't drunk. Well,...

My New Maitresse Ch. 01

by Cagedcompliance14 on Sep 14, 2020
BDSM

My name is Tom, my wife Emma and I had been married for about 15 years before my eyes started to wander a bit. I will admit I screwed up big time. I had an affair with a young woman named Christine from my investment firm. The details of that aren't really important but what followed after Emma finding out was a winding, twisted journey that led me to my cur...

Attack of the Yellow Convertible

by 4glory6 on Sep 1, 2017
Group Sex

Gail nudged Sam's body off her stomach and to the side. He was lost to the world. She had about ten minutes she figured before he started to snore and she'd be forced to get up and go to the guest room. The mention of "guest room" got her off on the cryptic e-mail message she'd gotten from her cousin, Faye, earlier in the day: "Landed in PBurg. Docking soon...

Miss Johnstone's Lesbian Sissy Slut

by maturesubmale_for_F on Apr 20, 2020
Transgender & Crossdressers

1. Becoming a lesbian sissy slut I was eighteen years old when I became a girl. Or rather: When I was turned into a submissive lesbian sissy slut by my High School teacher, Miss Johnstone. She was an imposing woman, in her late fifties, tall and with short cropped grey hair. She had piercing green eyes and a well-trained body that she kept in shape by regul...

The Dominatrix Order Pt. 04 Ch. 01 - Med

by Jwwsmith on Apr 10, 2019
Fetish

THE DOMINATRIX ORDER: FEMDOM EROTICA 4 AFTER CARE BY J.W. SMITH Early one morning, roughly three miles outside the Femininus walls, Nadia's Slave boy veered from his usual path on his morning walk, and his ocean blue eyes fixed upon the Ladorian Harbor docks where the medicines and other exports were shipped out on the boats. A unique, intimidating vessel...

Wife in Control Ch. 03

by wifetoy on Sep 25, 2017
Fetish

This is the third chapter in the story of my submission to my wife for punishment for failure to control my orgasm. My full offer of punishment for my transgression is fully set out in the first chapter for your reference. Each part of this story is true and is told as it actually occurred. As with the previous chapters, my wife told me to let the readers kn...

Ginger the Living Sex Doll

by njcaptionlover on Sep 16, 2017
Transsexuals & Crossdressers

Growing up I've always felt like I was born the wrong sex. That I should have been a girl rather than a boy. However, living in a traditional family where I was made to suppress these feelings. The majority of my teens were spent trying to be boy and not the girl I wanted to be. After turning 18 years old, I moved out of my parents' house and decided to li...

Journey into Feminization Ch. 01

by KneelingNancy on Jul 14, 2020
BDSM

***Chapter 01 - The Beginning Like so many of our beginnings, mine started to what some would call a normal life. I grew up in on the west coast and would consider my family upper class. Both my parents had successful careers and my brother and I had a lot of great experiences growing up (private sports clubs, investment in the arts, etc.). During my chil...