Gay Gay Chastity Stories

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Infinite Scroll

The Pet Ch. 02

by Gman26 on Aug 18, 2017
Gay Male

Leave real feedback or don't comment at all. Indecent comments will be flagged for the webmaster. ***** I found myself in master's basement with two chairs sitting in front of me. Voices upstairs are definitely my parents. Mom sounds like she's crying. "This isn't how I wanted it to happen!... My baby boy." She doesn't seem to want to come down. Dad sound...

Bitch Dick Twitch

by cockmachine on Aug 18, 2017
Gay Male

First duty of the day. I slide my shaved-smooth body nimbly from the sheets and tip toe into the bathroom. I quickly take care of any errant stubble and look myself up and down in the mirror. I am 19, skinny, about 5'10" with short brown hair and blue eyes. Aside from the slightly-too small lace thong I am wearing, I am nude. That is, if you don't include a...

Progression Ch. 08: Introduction

by klapperz on Mar 28, 2018
Gay Male

Nathan woke up next to Kevin, who was wearing only his briefs. It had been a week since he had invited Kevin to meet Jack and Ryan, and it was time to visit them for another session. It was now over a month since Nathan last had an orgasm, and he could feel the cum built up in his balls. Nathan got out of bed and went into the bathroom to take his shower....

Eternal Oils

by Sigil4258 on Apr 3, 2018
Gay Male

My name is Levi. I'm 22 years old and I live alone in a tiny apartment. I keep to myself because it's easier. I've never really been with a guy before and I've definitely never been with a girl. As you can imagine, this has always been a source of frustration for me. Up until a few days ago, I'd been involved with a much older man over the internet. I met...

Slave to Love Ch. 04

by sachiaiko on Sep 14, 2017
Gay Male

Disclaimer: Welcome to my world! As always, here comes the disclaimer. You just can't live without those, can you? My stories are almost always fantasy based, (vampires and werewolves and angels, Oh my!) and this one is no different. This story holds strong BDSM themes as well as Slavery, polyamoury and romance. Mind you, my depiction of Slavery is *not* rea...

Agent of Change

by daxwrites1 on Aug 7, 2019
Gay Male

Disclaimer This is a work of fiction and may contain scenes of explicit sex. Any resemblance to actual places, persons, or events is coincidental. All characters are over 18 years of age. If you are not of the legal age or location to read adult stories, or are uncomfortable with erotic type themes, please stop reading now and close this document. If you ca...

March Madness Ch. 07

by watchdwag on Sep 14, 2017
Gay Male

It felt really weird waking up beside another man in my bed. My ass was pressed against Larry's cock as I woke with his arm gently draped across my waist. It was a position to which I was accustomed with my girlfriend Sandy as she would often cuddle close to me in a spoon position in the bed. I looked over and Larry appeared to be dead to the world as I pull...

Turning Myself Gay Pt. 04

by bart_allen on Jun 25, 2018
Gay Male

Things changed slowly over the next half a year or so. Work was work, boring and uninteresting, but between that, my consistent aerobic gym work outs and keeping up with Danny took up the majority of my time. We saw each other every week or two, but sometimes he'd go days without texting me. He was definitely a bit of a bro, but he was always friendly and he...

Master Comes on Sunday

by Cap_N_PieSissy on Dec 9, 2019
Gay Male

My Master is much younger than I am, and it would be entirely accurate to describe him as a twink. Small, lithe without an ounce of body fat in him apart from a certain softness of his facial features, and packaged in soft, smooth hairless skin. He fully enjoys all the greatest blessings of youth, but there is a devil in him. He found me on the internet. I...

The Pictures Ch. 05

by Mike Cindy on Aug 17, 2017
Gay Male

I woke the next morning and checked the house before leaving for work. I made sure everything was in its place. I hoped my wife would be home tonight and I didn’t want any problems. Jack called me about 10:30 and said, “you’ve got e mail”, and hung up. I opened the mail and saw 2 pictures of me dressed in female clothes; the poses Jack had put me in last n...