Chastity Contract Stories

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From a Husband to a Dutiful Sissy Ch. 02

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Two: My reveal, a true reveal for the sissy in me. I reach to the bottom of the stairs and at the front doorway entrance, Helen and Jenny are standing and looking at me in my black maids dress, white tights, black velvet 5 inch spike heel pumps, wig and makeup. The look on their faces seeing me dressed as such is priceless. This is the first time He...

LustJail at Fetish&Bondage Expo

by LockUpTheWolf on Jun 9, 2020
BDSM

I was in a pub with a few friends, Molly amongst them. We had a long-lasting friendship, with, sometimes, benefits. Don't get me wrong - we were not in a permanent arrangement of this kind, but we sometimes would booty call each other. It lasted a few years but never when one or both of us were in relationships. We learned what we liked and we experimented t...

JoeBob, Submissive

by justincbenedict on Sep 17, 2017
BDSM

JoeBob waited with great nervousness at the table at Solozzo's Pizzeria. He wondered whether his date would show up. Would she be a beast? A lot of the women who were involved in the BDSM scene were just uggoes or fatties who were desperate for a man, why not a kinky one? That had been the problem with Elaine. She actually had had a pretty face, and nice bi...

The Release of Heidi's Rest Pt. 04

by BacchanaliaoftheRedWolf on Sep 23, 2019
Sci-Fi & Fantasy

Part the fourth - In which the circle is no longer needed. Sister Petra had been missing for two days now, and, as the Mother Superior laid out the morning sermon for her sole remaining Sister, she sighed. She could see the glances, not at her, nor at the symbol above them, the symbol of their faith, but the doorway. More specifically, the doorway to the h...

The Roommate Pt. 12 - Miranda

by ValoryG on Sep 19, 2017
Transsexuals & Crossdressers

Chastened, Josh/Lori nursed her wounds for days, and little was said between her and Miranda, except when the dominant asked how Lori had opened her chastity when with Cassie. "I bought a master key on the Internet," answered Lori brightly. "Actually, my penis is getting a little irritated by the plastic over such a long time." "Give me the key. It obvious...

Femdom Training 101

by bdsmtrainer88 on Sep 13, 2017
How To

Quick and simple guides to help turn that selfish and controlling man into a loving affectionate slave Training his mind is just as important as his body. He will need encouragement. Constantly remind him how he's given himself to you and how you cherish the sacrifice -- but he needs this training to really become yours. Associating arousal with pain and f...

Always Read Before You Sign Ch. 02

by Reaver90 on Apr 6, 2020
Transgender & Crossdressers

Sam stood outside Miss Turner's front door. The weekend was hell was for him. He couldn't sleep, he had to sit down on the toilet and pee like a girl and more importantly, he couldn't jack off. The young man feared what the beautiful woman but deadly woman had in store for him. He took a heavy breath and knocked on the door. He waited for a few seconds as t...

My New Neighbor Ch. 04

by randomer555 on Sep 25, 2017
BDSM

After I was done sucking Sophie's strap on, she fucked me with it. That closed out a tiring day. I was then allowed to sleep on the foot of Sophie's bed. Despite having a raging hard on, I slept well. I was to sign the contract in the morning. The contract, while having no legal standing, had great symbolism of our relationship. I would basically agree to do...

Star Wars Imperial Prostitute 0 Ch. 04

by HandcuffGirl on Sep 12, 2017
Celebrities & Fan Fiction

Authoress's notes: This story takes place very soon after the end of the Second Galactic Civil War. It is a prequel to Imperial Prostitute SX-51472. Thanks to meathead96 for editing this entire story for me. Star Wars: Imperial Prostitute SX-51472 ZERO Chapter 4 of 8 That afternoon . . . "So are you sure about this, Recruit Solo," Major Drasi asked her....

The Contract

by NikkiKush on Mar 21, 2018
BDSM

This was the last night in his apartment. He had decided to take the contract that Alice had offered, even with his concerns over her anger, and possibly her sanity. Over the last few weeks he had taken his life apart, piece by piece. He had given two weeks notice at his job and told his remaining family that he was leaving the country to travel for a few ye...