Gay Chastity Cage School Stories

8,155 results
Orientation
Length
Source
Infinite Scroll

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,...

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...

Converted to Gay

by bart_allen on Sep 14, 2017
Gay Male

This story is partly inspired by messages from fans, with slight adjustments. Thank you for reading. ***** I wanted to share with you one of my current projects. A twenty five year old male by the name of Eric. Nothing too special in the looks department, but not too shabby either. He was neither heavy or slim, perhaps a slight softness to him. His eyes we...

Blink: Four

by KenjiDeSade on Aug 18, 2017
Gay Male

The following story is a fictional account. The characters are entirely unreal and so are their situations. Thus no direct attention was paid to probability or safety for the characters. Such practices should not transfer over to real life situations. Practice safe, sane and consensual sex. For your own damn good. If you have problems or issues with queer po...

Naked Scott Ch. 05

by tattoo_dragon on May 12, 2020
Gay Male

Writer's note: this scenario contains extreme dominance and submission as well as master/slave role play. Just a heads up in case that is not your cup of tea. *** At eleven o'clock on Friday night, there was a knock at my door. My body jumped to attention. My cock started getting hard as I went to let him in. My hand was trembling slightly as I raised it...

My Neighbor Made Me Do It Ch. 08

by CapnSteelBoy on Sep 28, 2020
Gay Male

My Neighbor Made Me Do It Ch. 8 by: CapnSteelBoy ...down, down, down the spiraling rabbit hole we go.... --------------------------------------------------- Chapter 8 bah bah bah bah! That damn alarm again! Untangling myself from my boyfriend's embrace, I moved my hand and smacked the alarm clock off. Heaving a heavy sigh, I got up from the bed, Jamie c...

Rubber Puppy

by RbbrAndy on Sep 14, 2017
Gay Male

After a busy day at work I eventually left the office later than normal, I headed to the local train station to catch a train home. Things were clearly not going in my favour as I soon discovered that all trains had either been delayed or cancelled due to an earlier incident at another station nearby. I decided that instead of waiting for a train that I woul...

An Evening with Master

by SlaveJ2718 on Aug 18, 2017
Gay Male

I stood at the corner, looking down the block to Master's house. The bright May sun and the cloudless sky stood in stark contrast to the thoughts running through my head. "Sir will be expecting me. I can't stand here all day. I can do this. I have to do this," I thought. I had just walked up the hill from the train station, like I do every evening after work...

The Beginning of a Weekend

by LthrBndBy on Jul 13, 2020
Gay Male

This is pure fantasy, fiction, but a little bit of hope embedded. It's Friday, I'm leaving work, and I drive straight to his house. It's about 2 hours and I spend every weekend up there, serving him, pleasing him, attending to his needs, and in return, he takes care of me. I pull into the driveway a little later than normal, traffic was a nightmare, as i...

His Plaything Pt. 01

by Cumpup39 on May 22, 2019
Gay Male

The hotel door was unlocked and open just slightly as he ordered. I was on my knees, hands behind my back, facing the door. My body was freshly shaved and my aching cock was bulging painfully inside my steel chastity cage, the only thing I was wearing besides my collar. Sir would be here very soon and would find me just as he wanted. This would be my first...