Strapon Chastity Stories

8,434 results
Orientation
Length
Source
Infinite Scroll

A Slave under Contract Ch. 01-03

by gynarchite on Jul 18, 2018
Sci-Fi & Fantasy

Chapter 1 – I sell myself Sitting on the monorail, looking at my reflection in the window and ignoring the city as it sped by, I told myself it would only be for three months. Three months wearing the collar, three months of almost no-holds barred slavery. The credits would get me out of the hole I'd dug for myself, and then I could book passage off this ma...

Seven Lessons Ch. 02

by Vertex on Sep 16, 2017
Transsexuals & Crossdressers

Previously... Bryan is an arrogant biggot. This Halloween season, someone has decided to teach him a series of 7 lessons. Yesterday the lesson was acceptance, but as he chose not to accept the lesson, he ended up with no body hair, wearing a bodystocking and being fitted with a chastity device. Will he learn his remaining lessons? That night he had many...

Training Me

by SometimesSub on Sep 17, 2017
BDSM

You had me waiting for you, naked and kneeling. When you arrived, you took off your jacket to reveal your outfit: a corset that left your breasts exposed, tight latex panties and a pair of high heels. You knew the sight of you in it would drive me wild with lust, and it did just that. You approach me, looking down at me. I feel your hands grab me by the ha...

Dark Fantasy: Cuckold Wedding Night

by hfernandez1983 on Sep 1, 2017
Fetish

This is story is a work of complete fiction and fantasy. This is the first time I am kind of tackling the subject of cuckolding and kind of writing it from the readers POV. Hope that you enjoy it. Feedback is always appreciated! NOTE: I would like to thank discreetmtg and AdrienneL for helping to edit this story. It's your wedding night. After a beautiful...

Adventures in Chastity Ch. 03

by Gabriela_Morglove on Jun 18, 2018
BDSM

Chapter 3 - Three's a crowd Anne led the three of them to the living room and instructed Ned to kneel. She reached out towards Nicole. It wasn't until that moment that Ned realized what Nicole was holding, a pair of bright blue panties. The excitement started to get to him; he could feel himself beginning to swell against the cage. "Slow, deep breaths," h...

A Couple's Cuckold Fantasy Pt. 02

by flash321 on Sep 19, 2017
Fetish

After their first encounter Danielle teased John mercilessly about how horny she was and how if she still had the key to his chastity device she wouldn't be able to resist sucking him until he came in her mouth or fucking him until he ran out of come. She decided to wear her sexiest thongs under her work clothes and changing immediately when she got home int...

The Third Clearwater

by Damos on Jan 5, 2019
Fantasy

The Arrival It was a rainy day in Forks and looking out the window was met by Sue, my Aunt staring at me through her mirror at me, "It's Okay Damian, Charlie will take care of it all!" "I just can't believe she is gone! it was only yesterday when I was sat there watching the game with her and now she is gone!" she nodded before smiling sp...

Open in Reader

Cuckold's Descent

by syncbush on Mar 27, 2020
Cheating Spouses

Thank you to those of you who have liked or taken the time to comment/message me. I really appreciate the feedback. Feel free to add additional chapters, suggest ideas or leave comments. It is great to get ffedback and encourages writers to continue developing the stories. And special thanks to the Admins for making this story of the week! Really appreciated...

Open in Reader

Training Husband to Swallow

by domdame on Sep 18, 2017
Fetish

First off, these started as his fantasies not mine, but as time has gone on our sex life has gotten incredibly hot and I wish I had started earlier. I've known for a long time that my husband has some submissive fantasies, and even fantasizes about being forced to eat his own cum. This seemed bizarre to me at first, but now I love making him lick his cum o...

George is Maid to Serve

by gynarchite on Sep 11, 2018
Sci-Fi & Fantasy

Set in the same world as A Slave Under Contract, but with a different theme. "Do you agree, then, George?" asked Melinda. George stammered and stuttered, trying to get his words out. That this beautiful goddess should have asked him to be her slave for a full year, well, it was more than he could have hoped for. They would go together to the enslavement ce...