Gay Chastity School Stories

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When Chastity Goes "Wrong"

by whiteboibbclicker on Aug 18, 2017
Gay Male

Editor's Note: story contains nonconsentual themes. * Let me introduce myself, my name is Alex, I am a 21 year old skinny white boy with a high school degree still living with my parents at home. I work at the local grocery store. The reason for my failure in life is my uncontrollable addiction to porn and masturbation. Every time I finish my work I quickl...

Confessions of a Chastity Slave

by deviator on Aug 31, 2017
Gay Male

It's hard to believe it all started with some talk on a chat room. I was in college then, and always straight in real life, although not very successful with the ladies. But my dirty little secret was that I liked to go online and indulge my fantasy: being enslaved, feminized, and kept in chastity by a man. At first, I'd wander through chat rooms and find a...

Power Trip Ch. 05

by Wally_West on Sep 26, 2017
Gay Male

Colin stood in front of the toilet relieving himself through the opening at the tip of his chastity cage. He was growing used to its weight and presence, finding less discomfort from the device every day. He was happy it was Saturday and he didn't have to go to school; Colin wondered what his step-mother had in store for him, as their sexual activities were...

March Madness Ch. 09

by watchdwag on Sep 14, 2017
Gay Male

If you have been following my story, you know that Randy, a friend of mine since high school, has been blackmailing my girlfriend Sandy and me for the last few weeks. Sandy and I agreed to be his sex slaves for one month, as long as at the end of that term, he would turn over the compromising videos he filmed of me. I was the first to be blackmailed into ga...

The Male Room

by WatchingAndWaiting on Aug 18, 2017
Gay Male

This is the story of my first time with a man. And my last time... So far. I was always curious, even when I was very young. Looking at men in magazines, especially if they were in revealing underwear and had big, well-defined bulges. I had messed around a little as a kid, but nothing more serious than 'you show me yours and I'll show you mine'. But as the y...

Becoming a bitch

by Testytesterton on Nov 28, 2019
Gay

Becoming a bitch Now open to all submissions! Synopsis Eager, reluctant, or forced. One way or the other you are going to be made the bitch for real men to use. Chapter 1: Introduction (Skip this if you don't like boring behind the scenes stuff. Wow! Over 3000 likes and story of the week for my first story here! Thanks......

March Madness Ch. 08

by watchdwag on Sep 14, 2017
Gay Male

As we arrived at Larry and Ann's, I couldn't believe how anxious I was to see Larry again and to meet this man, Mark, who had so dominated their lives that they would both allow him to "mark" them as his personal property. A month ago I was just an average guy with a steady girlfriend with perhaps a much better than average sex life. But all that changed as...

My Girlfriend's Dad

by JustLikeEwe on Sep 14, 2017
Gay Male

Mr. William Bryant was one of the more successful businessmen in the city. He had a house that was worth at least a half million, a beautiful wife and two cute daughters. The reason I know this was that I went with one of his daughters for quite a while, and from that relationship came another relationship that I never saw coming. ... Chapter 1: My girlfr...

Forced Slutty Transformation Ch. 01

by beachboi_3 on Sep 14, 2017
Gay Male

Small towns are all the same. Racists, cows, and that one weird racist guy who sleeps with the cows. Personally, I just wanted to leave my town. My name is Carter, and this is how I went from promising high school student with a bright future, to a strung out slut, desperate for sex. I'm white, about 6 feet tall, and I'm built like a swimmer. That is, fairly...

A Soldier's Journey Ch. 01

by FenFenScreeScree on Apr 13, 2020
Gay Male

(This story is based on true events. Details have been changed to protect the identity of the characters) Sometimes, I worry if I've gotten too far in over my head... My journey through chastity play is not an easy one, and it's a path that many of my sexual peers would never have had the fortitude to walk down. Allow me to preface this story with what y...