Gay Chastity Master Stories

271 results
Orientation
Length
Source
Infinite Scroll

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...

The Master and Slaves Playtime

by LthrBndBy on Jun 9, 2020
Gay Male

As in every single one of my stories, all characters are over 18, and fully consenting adults. This story is purely fictional on all accounts. Enjoy. ————————————————————- Here I am, in all my "glory" so to speak, kneeling on the floor of the closet in our bedroom. My arms stretched out to either side to the walls, my mitts clipped to the rings discreetly...

Master Jakob and Seth Ch. 13

by and9993 on Sep 11, 2018
Gay Male

Chapter 13 - Day at the park Training Day 7 - Friday I woke up the next to the vibration of my alarm at 7:00. I was extremely excited to get a break from training. I could see Master sleeping peacefully in his bed. I began my usual morning routine. The first thing I did was shower. I took special care to clean the area around my penis and chastity device....

Confessions of a Chastity Slave

by deviator on Aug 31, 2017
Gay Male

It's hard to believe it all started with some talk on a chat room. I was in college then, and always straight in real life, although not very successful with the ladies. But my dirty little secret was that I liked to go online and indulge my fantasy: being enslaved, feminized, and kept in chastity by a man. At first, I'd wander through chat rooms and find a...

Master Jakob and Seth Ch. 09

by and9993 on Aug 13, 2018
Gay Male

After putting my butt plug in I went back upstairs. I hit the app on my phone which reinflated it to the last setting by Master. He warned me about the soreness and he was right. I had never felt this type of internal soreness before. Even my dick felt like I had spent the last hour cumming. Although I wanted to take advil, I understood where Master was comi...

Master Jakob and Seth Ch. 12

by and9993 on Sep 10, 2018
Gay Male

Chapter 12 - Night at the spa I felt the pressure from Master's message. I was looking forward to learning more about his magnificent body and how he likes it serviced, but it was clear from his tone that he expected me to put a lot of effort and thought in and not just guess. I feared that if he had to constantly correct me it would be annoying to him and...

Master Jakob and Seth Ch. 16

by and9993 on Oct 9, 2018
Gay Male

Chapter 16 - Date night After breakfast, Master went to the living room and got on his laptop to prepare a schedule for his crew at work. I picked a spot on the floor by his feet and sat down there. On occasion he'd reach down and run his hand through my hair but was mostly focused on getting the schedule done. At one point he stopped, looked down at me a...

Master Jakob and Seth Ch. 19

by and9993 on Dec 19, 2018
Gay Male

Chapter 19 - Rules for work It was hours before Master came back down and it gave me a lot of time to reflect on my actions today and the whole training period. The combination of their piss, spit, cum and Kyrin's ass mixed together left a bad scent on my face. My body felt dirty and sticky and I desperately wanted a shower or at least the chance to wash of...

Master Mike Ch. 06

by mdp_2004 on Sep 14, 2017
Gay Male

In the aftermath of our tag team assault on Kevin, I stand facing my Master. Our bodies drip with perspiration while our cocks hang semi-erect and my breathing returns to normal. I'm stilling looking at the soiled rubber Master has tossed onto the slut's back. I smile broadly and then I begin to chuckle as the post-orgasm euphoria sets in. "What's so funny?...

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...