Gay Chastity Boy Stories

10,280 results
Orientation
Length
Source
Infinite Scroll

Progression Ch. 07: Decision

by klapperz on Mar 28, 2018
Gay Male

The next few days went pretty slow as Nathan counted the minutes until he could see Jack and Ryan again. It didn't help his frustration than Kevin, who was now sleeping in his bed, had quite a high sex drive. He was always demanding handjobs and blowjobs, which kept Nathan in a constant state of arousal. "I'm off to see the guy I told you about," said Natha...

A Night at the Movie turned me Gay Pt. 02

by jamtby on Oct 12, 2020
Gay Male

Entering the room immediately caused my stomach to churn with excitement. Something about entering a place where strangers are in control and you anticipate being involved with sexual activities. The what, why, and how remained a mystery. This only added to the combination of nervousness and excitement. The woman with a strangely deep voice said, "Welcome...

Turning Myself Gay Pt. 03

by bart_allen on May 29, 2018
Gay Male

To my mutual humiliation and arousal, the next morning at work, Marie could instantly tell. Truth was, I could see why: Nathan had fucked me three god damn times, and I my ass was sore as hell. Sure, he'd been tender as well at times, but one look at me and she knew. She just rolled her eyes at me, causing me to blush. She wanted to know what he looked like,...

The New Slave Ch. 07

by martin_x59 on Sep 14, 2017
Gay Male

I would like to thank all your positive comments. I'm really glad you are enjoying this series. I have just written a new short story that I think you may all like, please keep checking back. I intend to post it next week. In the meantime here are some instalments in Daniels journey into being a slave. *** College is slow today, I'm finding it difficult t...

Bobby

by skinnysailor on Jan 28, 2019
Gay Male

Every morning started the same. The harsh bell sounded and the lights came on. Roberto whimpered. It was a beautiful dream. They were in a grassy park. The sky was blue, the clouds fluffy white. He was wearing a pretty pink sundress. Damon was laying on his back wearing only a white dinner jacket. He was kneeling between Damon's knees. Damon's big black coc...

Nephew's Readjustment Pt. 03

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments, ideas and feedback are welcomed, and remind me to keep writing! *** She set everything in motion over the next two days. Her excuse about...

Collateral Ch. 05

by laurasfox on May 1, 2018
Gay Male

Jake was getting restless. There was no TV or other means of entertainment he could use while waiting for that annoying bastard. He had a mind to just get out of the house, but he didn't want Klaus to chase him down from the first day. There was enough time to observe his surroundings later. For now, he had to admit he was very curious about this insanely ri...

A Weekend of Servitude

by HerLittlePiggy on Sep 14, 2017
Gay Male

Thank you Susurrus for the help editing this monster. ***** Richard Michael Quail, Rich to his family and friends, Mr. Quail to his associates and adversaries, sat quietly at the round high top table beside his sexy, buxom wife and sipped on a fine 18 year old single malt scotch. They were both well dressed: she in an expensive blue designer dress which d...

Pretty Boy

by today_i_am26 on Jul 13, 2020
Gay Male

"Aren't you a pretty boy?" He said with a leering grin. I was on my second day of my new job and I had been tasked to drive the van to an industrial estate in the rougher end of town to collect some items and drop them off to the customer. I had walked through into the warehouse where I was confronted by a man in his late 40's with a strong accent, tattoos,...

Army Biker Owned

by LthrBndBy on Jun 15, 2020
Gay Male

I've been owned by my Army Biker guy for about two weeks now. We've been playing for a little longer than that, you can go see our other encounters if you want to. Anyway, it's been the best two weeks of my existence. I no longer have to worry about getting to cum, I no longer have to think about anything but his needs. During the work day, I wear a chai...