Gay Chastity Master Stories

3,422 results
Orientation
Length
Source
Infinite Scroll

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...

Power Trip Ch. 04

by Wally_West on Sep 18, 2017
Gay Male

Reader Warning: Over the course of several chapters this story will contain cuckoldry, forced-bi, male chastity, humiliation, and other female domination themes. These kinks are not for everyone; if you do not enjoy FemDom themes you will not enjoy this story. * A week had passed since Colin had sucked his first cock in the glory hole. Veronica had held hi...

Dad's Road to True Slavery Ch. 02

by PhillyFootSlave on Sep 14, 2017
Gay Male

Morning came for Jeff Hunter, the usual erection made impossible by the CB6000 firmly fastened to his dick and balls. He recalled last night's session with his young Master and realized how totally controlled his sexuality had become. His torment of feeling that 12-inch dildo deep inside him only spurred on his desire for release of his tormented testicles....

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...

Poor Simon Ch. 09

by Cruel2BKind on Sep 14, 2017
Gay Male

*Sorry again for the cliff-hanger, here is chapter nine of Poor Simon. All characters are 18+ One of my pet peeves is when characters on Lit stories get into terrible situations but everything is still happy and okay and the situation is light. When it gets dark in my stories, it gets very dark. You've been warned.* * I guess I expected it to be bigger....

Ultimate Losers: Billy

by hasnoalias on Aug 17, 2017
Gay Male

*All characters in this story are above the age of 18 years old* *This story was inspired by and written with the permission of redbeardedsf. The characters and situations involved are from his story "The Ultimate American Boy Contest." He is a writer of excellent slave boy erotic fiction. If you are Nifty enough you can read his stories, and get a better u...

Progression Ch. 04: A Real Fitting

by klapperz on Mar 6, 2018
Gay Male

Nathan hung out with Jeff and his other flatmates for the day. He had been so focused on Ryan and Jack that it was nice to have a break and be normal for the day. They went to the pub for lunch and then watched some films. Before he knew it, the day was over and everyone was heading for bed. The next morning Nathan woke up for work. He panicked, remembering...

How I Found a Keyholder Ch. 02

by 1077ad on May 12, 2020
Gay Male

2.a: A verbal contract I had the best night's sleep I'd had in weeks, or maybe months. But it only took a few seconds after I woke up for the memories of the night before to come flooding back to me, and I nearly freaked out. Getting fucked by a stranger in the bathroom of a gay bar was one thing. But having to make that walk of shame, nude except for the...

The New Slave Ch. 03

by martin_x59 on Sep 14, 2017
Gay Male

I would like to start by saying I am new to writing so I hope you don't judge me too hard on my literary naivety. Nor am I experienced in Bondage or Master Slave relationships. This story is pure fantasy from my part and is about what I find erotic and stimulating. Please bear this in mind when reading the story. I hope you find it as stimulating reading as...

Progression Ch. 13: Unboxed

by klapperz on Jul 3, 2018
Gay Male

Nathan woke up and as usual, removed his t-shirt and briefs then made his way to the bathroom. On his knees, he waited for Kevin to arrive to prepare him for the day. Kevin was frequently late, and today was no exception. Nathan waited patiently for twenty minutes until Kevin finally opened the door and with his phone angled to take a picture. "Smile for y...