Sissy Contract Stories

32,406 results
Orientation
Length
Source
Infinite Scroll

A Day Alone with My Inner Sissy

by Abitinsecure on Jan 21, 2020
Transgender & Crossdressers

It started off like any other of the rare days I have the house to myself. I woke up early at sunrise and slipped out of bed and headed for the shower to cleanse myself for the fun I was preparing myself for, something I always make sure to do as my mind starts flooding with my sissy fantasies and curiosity. I would consider myself a straight guy, work a la...

The Road Trip

by JamesMiehoff on Sep 12, 2018
Erotic Couplings

Copyright (c) 2017 James Miehoff, All Rights Reserved. This work may not be published whether for fee or free without this copyright. ------------------ This is one of a series of stories set in what I call Universe-J. Universe-J is very much like this universe with a few exceptions. First the people tend to be a little more sexual and less hung up on...

The Chastity Trap Ch. 02

by slavemalcom on Mar 13, 2018
BDSM

Malcom rushed back through town to his house, all he wanted to do was get to his room and see what could be done about the chastity device trapping his cock. As soon as he opened the door however, Emma came rushing out of her room and looked down from the top of the stairs. "Lott...Oh it's you." She said. She didn't even try to hide the disappointment and d...

Hugo From Pode Hole

by egmontgrigor2010 on Sep 13, 2017
Romance

CHAPTER 1 The ruggedly handsome guy with long black hair and very pale complexion leaned back on the chair in the half-empty Starbucks and wished he'd chosen a coffee that tasted like coffee. Idly he studied three under thirties women at a table who were dressed like businesswomen. He winked at one and she turned away embarrassed and their heads went togeth...

I Had it All

by sdbottomslut on Sep 16, 2017
Transsexuals & Crossdressers

Up until eighteen months ago, I pretty much had it all. I was a multi-millionaire, I had a beautiful wife, a great house with nice cars in the garage, and a network of friends and business acquaintances. I was successful. Now? I am a complete slave to my wife, who controls my every move and enjoys humiliating me as often as possible. She comes up with new fo...

Adult Trip Pt. 04

by cuckcpl4play on Jul 18, 2018
Interracial Love

Master released me from the tree and quickly positioned both hubby and me on our knees next to one another. He handed me a brief and simple contract and ordered me to read it aloud. Obediently I read the contract as demanded. "You have agreed to be Master's dirty married white whore for the remainder of Master's trip, subsequent trips to this hotel where...

My Life with Little Sparrow

by DomAlphamann on May 11, 2020
Fetish

I almost never come home early unless it's for a good reason. I have two reasons today; one of those being to keep you on your toes, of course, the other one is to give you news. If you followed the rules, as you should always, you might have heard the car pull up, but just in case you were busy doing anything for your own sake and enjoyment and didn't hear...

Becoming a Sissy Slave

by mikhaylacumme on Sep 16, 2017
Transsexuals & Crossdressers

He gave me the choice. He had programmed me for a week and knew which way I would probably choose, but he gave me the choice. I could get out. Or I could continue. It was up to me. On my knees or out the door. It was that easy. Now I had to choose. I guess I should backtrack, first. You might be scratching your head saying 'what choice?' Let me start...

A Dream Come True Ch. 01

by severomi on Sep 18, 2017
Transsexuals & Crossdressers

This is a two part story. Part I is reality and true while part II is my Dom's dream. PART I - The truth I'm an American abroad, been in Europe most of my life, now 58 years old and have been married twice with little success. I decided to change what I'm looking for, after having reflected on my previous relationships, where I had also two TG/TS relatio...

Steph's Descent Ch. 09

by 62_goo on Aug 31, 2017
Fetish

Steph woke up and looked at the sleeping form next to her. Her first thought was of her husband, Phil. But a split second after that thought entered her head she realised that it was Amanda her girlfriend sleeping next to her. She thought about how much in love with Amanda she was and also of the situation she found herself in. It had started when she was f...