Gay Chastity Shrinking Stories

741 results
Orientation
Length
Source
Infinite Scroll

Guys' Retreat Pt. 03

by Cyanlot on Jan 20, 2020
Gay Male

Part 3: Serving I don't know when Vince came into the bedroom. Amazingly, I got to sleep quickly and slept soundly until about 7:00, when light came streaming into the room. I looked over and saw that Vince was still asleep in his bed. I didn't want that to change so I very quietly got my clothes together and tiptoed to the bathroom for a shower. A long ho...

Naughty Boy Ch. 02

by fantaseeboy on Sep 1, 2017
Gay Male

I'd always been embarrassed and ashamed of my body. I suppose I had an image of what a guy is supposed to look like in my head, and that isn't me at all. I had to look up at nearly everyone I'd ever known. The first time Sam picked me up in his arms he laughed and said I couldn't weigh more than a buck soaking wet! Well, that's not quite true, but it's close...

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....

Part 05: The Steel Cage

by irishmile2001 on Sep 28, 2020
Gay Male

How did I get to this moment? Kneeling on the floor next to Master while he sat on the sofa reviewing his paperwork, my dick was in a metal chastity cage, and gay porn was streaming on the laptop in front of me. I was compelled to watch two Brazilian hunks suck each other before one mounted the other and started fucking. I was horny but the cage stopped my d...

My Journey with Daddy Ch. 03

by ninus on Aug 30, 2017
Gay Male

After spending the entire day with daddy. I became exhausted. So, as a result, I slept like a baby the entire night. I didn't notice how many hours have passed while I was sleeping. I woke up to a pleasant surprise. I felt the bed moving before waking up. As I was about to get up from the bed, my chest bumped into something soft but heavy. As I clearly...

Becoming Daddy's Girl Ch. 01

by Sungmehetu on Mar 6, 2018
Gay Male

Editor's note: this story contains scenes of incest or incest content. ***** It might have been the death of my mother and my only sister in the car accident. It might have been that I tried to drink away the depression while I was hundreds of miles away from home at college. What I do know is two things. My father would be furious I had failed out, in jus...

Claiming Evyn Ch. 01

by Domina_Jen on Aug 30, 2017
Gay Male

Note to readers: This story contains nonconsensual sex between men. If nonconsent or reluctance isn't your thing, feel free to move on. Otherwise, enjoy. ***** Evyn slumped down against his door, holding his head in his hands and quivering all over. He knew it was coming tonight. He'd just seen Jeremy in the hall, he'd seen that hungry look in the man'...

The Highland Festival - The Hotel

by BareBearsFan on May 15, 2019
Gay Male

Chapter 7 -- The Hotel ***Hello Readers Quick note, my stories tend to progress a bit slower, if you're looking for quick paced sex scenes try another story. Also some past people have nitpicked about small consistency details in my stories. I'm not writing a classic novel, I'm not going to take time to explain every little change in a scene. If you're...

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...

The Black Rose Ecstasy Ch. 03

by twohot4words on Sep 15, 2017
Gay Male

Preparations have to be made first. The sling is up, the bondage table cleared and cleaned, the various toys and equipment assembled and checked out. The gear is the first and, for me, one of the most important considerations -- leather is BY FAR the preferred choice. Maybe it's the act of putting on clothing that is so overtly sexual, or the fact that I am...