Gay Keyholder Stories

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A Soldier's Journey Ch. 02

by FenFenScreeScree on Apr 13, 2020
Gay Male

When I woke up that Saturday morning, I made a bowl of cereal and opened up Grindr. The moment I did I was yet again bombarded with messages and taps from several different guys who were clearly all soldiers. Half of the guys that messaged me sent dick pics (of course), and the other half acted like they just wanted to chat. Yeah right. Well, I figured I'd...

Discovered by a Black Guy

by chastity_sissy on Sep 14, 2017
Gay Male

I should preface this story by saying I've never identified myself as homosexual, but sometimes after being locked up in chastity for a long time combined with crossdressing, I must admit to some fantasies involving other men. I never expected anything to ever actually happen, and it's my own fault really. I had been paying a beautiful, very sexually fetis...

A Soldier's Journey Ch. 01

by FenFenScreeScree on Apr 13, 2020
Gay Male

(This story is based on true events. Details have been changed to protect the identity of the characters) Sometimes, I worry if I've gotten too far in over my head... My journey through chastity play is not an easy one, and it's a path that many of my sexual peers would never have had the fortitude to walk down. Allow me to preface this story with what y...

Progression Ch. 14: Befriended

by klapperz on Jul 3, 2018
Gay Male

Nathan woke up earlier than usual the next morning after a night of arousing dreams. He was eager to start work and see what the guys had in store for him. After his daily inspection with Kevin, they both made their way to Ryan and Jacks house. Once they arrived, Nathan stripped and made his way to the basement to begin his daily show. When he reached the...

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...

How I Found a Keyholder

by 1077ad on Aug 18, 2017
Gay Male

Author's note: This story was written while I was self-locked in chastity, and the locations are loosely inspired by real locations that I have been to with friends. This is otherwise a work of fiction which involves accounts of some things I haven't done (yet!) so hopefully it mostly rings true. Your comments and constructive criticism are more than welcome...

My Sweet Bitch Ch. 02

by JasonClearwater on Jun 18, 2018
Gay Male

Author's note: [For 'Carl'] Okay, there might be a couple more stories in this vein, since people seem to like them. And yes, Jaspar's a bit of a prick, who needs an urgent wake-up call. But for those of you who deeply dislike him, stick with it... I promise, it'll be worth it. Go into it with a dark sense of humour, and trust me to sort him out. ;-) ***...

How I Found a Keyholder Ch. 03

by 1077ad on May 12, 2020
Gay Male

3.a: The treadmill Wednesday had come around again. I had gotten a message from Sir to be at his place for one p.m. and I was achingly horny. Besides the fact that I had been locked for a month now, far longer than I ever had been before, I was still feeling the residual excitement from shooting that video in the parking garage on the weekend. So, after doi...

How I Found a Keyholder Ch. 04

by 1077ad on Jun 9, 2020
Gay Male

Intro It was late morning on a Friday. I'd slept in and was just killing time at home before going to work later in the afternoon. In fact, I was cruising for some porn, getting myself worked up as I was still thinking about getting fucked by Sir's friend a couple days ago. I was straining against my cage, pre-come leaking down my leg, when there was a knoc...

Lucifer Ch. 03: Ouroboros

by anyawvossand on Feb 12, 2019
Gay Male

Chapter 1 "Ow. Ow. Ow, damn!" I wince and shake out my arm, the angry bees all around me buzzing and swarming to drive me off. The black, glossy scales on my skin are nearly impenetrable to stings, save for the softer flesh at my wrists and elbows, and that's what they're aiming for. "I told you to wrap your arms..." comes a snotty slither of Akkadian fr...