Gay Chastity Stories

271 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com

Discovered by a Black Guy

by chastity_sissy on Sep 14, 2017
Gay Male

I should preface this story by saying I've never identified myself as homosexual, but sometimes after being locked up in chastity for a long time combined with crossdressing, I must admit to some fantasies involving other men. I never expected anything to ever actually happen, and it's my own fault really. I had been paying a beautiful, very sexually fetis...

Chastity Release

by AmethystMare on Nov 24, 2017
Gay Male

This is a short work of erotic fiction containing furry, or anthropomorphic, characters, which are animals that either demonstrate human intelligence or walk on two legs, for the purposes of these tales. It is a thriving and growing fandom in which creators are prevalent in art and writing especially. ***** The Twelve Kinks of Christmas Chastity Xander b...

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...

A Chastity Story Pt. 01

by Fromthetap on Oct 15, 2017
Gay Male

I arrived at the street and pulled up just after the entrance to the cul-de-sac he lived on. Getting out of the car, I pulled the zip on my jacket up to the top to hide the collar I was wearing. It was 2:30am but even so a car drove past as I walked down the street, pretending to cough so that I could cover my neck with my arm, not wanting the headlights to...

Bathhouse Chastity Bitch

by Cumpup39 on Feb 11, 2019
Gay Male

I'm a married man in my early 40's, I'm 5' 7" in good shape and have a great wife and two kids. I also have a secret, I'm an absolute cum whore! I love everything about being used by men! I love being manhandled, degraded, covered in cum, piss and spit. My favorite kink is being sexually humiliated in public, in front of strangers. My wife would never beli...

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...

Chase's Dive into Chastity Ch. 01

by Ohshidwhatup on May 15, 2019
Gay Male

I awoke to the harsh wailing of my morning alarm. With groggy annoyance I rolled over and switched it off. I had the urge to just cover my head with my pillow and go back to sleep but something kept nagging at the back of my mind as i lay there eyes closed. Whatever. Just ten more minutes. Have you ever had that feeling of worry even when you are asleep? T...

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...

How I Found a Keyholder

by 1077ad on Aug 18, 2017
Gay Male

Author's note: This story was written while I was self-locked in chastity, and the locations are loosely inspired by real locations that I have been to with friends. This is otherwise a work of fiction which involves accounts of some things I haven't done (yet!) so hopefully it mostly rings true. Your comments and constructive criticism are more than welcome...

Progression Ch. 01: Finally

by klapperz on Oct 15, 2017
Gay Male

Nathan paced around the shop for a few minutes while building up the courage to purchase the chastity device. This was his first time inside a sex shop, and he was very uncomfortable. He saw shelves full of different toys, each one exiting his mind with sexual thoughts. He noticed the device he wanted was behind the counter, but in order to seem less awkward...