Gay Chastity Cage Sissy Stories

1,568 results
Orientation
Length
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Infinite Scroll

Held for Ransom

by rae121452 on Apr 17, 2019
Gay Male

The first thing that Gavin was aware of when he woke up was that he had a hell of a headache. The next thing, when he opened his eyes, was that he had some kind of bag over his head. Then, in rapid succession, that he had to piss, he was sitting on a hard chair and that his hands were tied behind his back and that he was naked. "Hey, it looks like he's comi...

Speech and Debate Pt. 16: Finale

by DAMackey on Nov 4, 2019
Gay Male

I survived Jury Duty ya'll! AND finished this chapter! 212,315 words. Essentially that is two full length novels (or one Gone With The Wind. :) ) in 16 months. That's how long I have lived with these characters in my heart and mind. And I've loved every minute of it. I hope you have as well. Your support has meant the world to me. So here it is! Here is th...

The Roommate

by SecondCircle on Oct 19, 2020
Gay Male

I wasn't sure if the sudden change in velocity had woken me up, or if it was the loud ding when the doors slid open. Either way, it was hard to shake the sense of vertigo I felt waking up in an elevator. Good lord, it'd been maybe twenty seconds. I rubbed my eyes and stepped out into the corridor. For a few seconds I fumbled for my keys in my jacket pocket...

Stefan

by perihelion on Sep 25, 2017
Gay Male

I always preferred the company of boys and never liked to play with girls, even as a child. I have two older brothers and everything in my home was all about three boys. It was a life of sports and typical guy stuff like hunting and fishing, climbing trees, and the things that make a macho father's chest swell with pride. I never really thought much about it...

Dirty Little Secret Ch. 02

by bjmichaels on Dec 24, 2019
Gay Male

A week after Labor Day I went to the university to register for fall classes. The hall where registration took place was crowded and noisy with students running around asking silly questions; not knowing where they should be. It was pure chaos. In other words, everything was normal. It took me three hours but I managed to get the classes I wanted. Before...

Runt and Giant

by NRMathis on Jul 31, 2018
Gay Male

It was dawn on a summer day in a forest in Idaho when Paine spotted the body floating in the river. He had gone out hoping to catch some fish. He didn't need to live off the land, but he liked doing it whenever possible. It meant that he didn't need to go to civilization as often. He had arrived only minutes before and was busy attaching his lure when he sa...

12 Days

by dagan732 on Sep 25, 2017
Gay Male

Hey all and Happy Holidays! First Day I hung up the phone and stared at it for a minute before picking up the glass of wine I was nursing through dinner and throwing it against the wall. The sound of glass shattering into pieces didn't relieve me as much as I thought it would and the thought of the chardonnay possibly staining the paint didn't help. I pic...

A Committed Boy

by JasonClearwater on Apr 24, 2018
Gay Male

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** FOREWORD Thanks to Electricblue66 for allowing me to quote part of his unpublished manuscript [currently untitled], which Dane reads to Kian in the hospital. Thanks also to all the authors on this site whose work's inspired me to write in this genre. I'm a big fan. The...

Her Brother Ch. 01

by tamgreen on Sep 25, 2017
Gay Male

My girlfriend had the sexiest mouth. Nice smooth lips, natural deep pink, full and soft with an impish little smirk lingering perpetually at the edges even when her expression was neutral. She also had gorgeous eyes - warm hazel with little flecks of green and gold. I thought I could die for those eyes. I was sure there was no butt in the world cuter than...

What Was I Thinking? Ch. 01

by Daedalus369 on Sep 14, 2017
Gay Male

I woke up early on Saturday morning, just before dawn. For a moment I wasn't quite sure where I was. All I knew was that I really needed to take a piss. When I stepped outside I saw that a few other tents had sprung up in the clearing. I had purposely chosen this spot for its relative seclusion. They must have wandered over from the main group sometime duri...