Gay Chastity Roommate Stories

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Initiating My Roommate

by blondeallover_00 on Aug 18, 2017
Gay Male

I had repressed feelings for my college roommate before I came to terms with my being gay. I came out my last semester after we had both made other rooming arrangements. Knowing him to be very open-minded, we remained on friendly terms, but I did not have the stamina to reveal my feelings for him. Many of my gay friends and ex-lovers marveled at his slim str...

Training My Unwanted Roommate

by asdvPenguine on Sep 14, 2020
Gay Male

I applied for a single dorm room even before I was accepted to the college. Not that I was anti-social, quite the opposite, but I was appalled by the idea of sharing a bedroom with a stranger. Still, it seemed I was out of luck. With only days left before the semester started, I had to accept a double. To make matters worse, neither of my parents had the t...

Connor on Campus Ch. 02

by JasonClearwater on Nov 1, 2017
Gay Male

* * * * * Connor shares his new plaything with his roommate, Stanton. * * * * * ***** Connor wakes to find his roommate, Stanton's, mouth clamped hot and wet around his cock. He lets out a groan of contentment and puts a hand on his roommate's head as the other boy sucks him to completion, shooting his load into Stan's mouth. As Stan pulls off him, Conno...

Nephew's Readjustment Pt. 02

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, chastity, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments are always really appreciated. ***** Nicholas' next day was filled with confusion. He had difficulty focusing on his classes beca...

Mr. One Fifty-Eight Ch. 01

by tazemebro on Sep 14, 2017
Gay Male

Mr. One Fifty-Eight picks up where Chris Donaldson left off. Chris Donaldson and Justin Corvino were roommates during their sophomore year in college, which has just ended. Justin began the year by forcing Chris to suck his cock, and their daily sexual activity gradually grew into an intense, Dom/sub oriented relationship. Chris' feelings for Justin deepened...

One Sub Stud Ch. 01

by tazemebro on Sep 14, 2017
Gay Male

AUTHOR'S NOTE: This story is a continuation of the series about Chris Donaldson and Justin Corvino, who were roommates during their sophomore year of college. While living together, Justin turned Chris into his personal cocksucker and submissive - a fate Chris initially resisted, but eventually came to love. Along the way, Chris had other admirers. He gave u...

The Possession of Jesse

by Domina_Jen on Aug 18, 2017
Gay Male

Note to Readers: This story contains nonconsensual sex between men. If this isn't your thing, please move on. ***** Jesse was in a rush to get home. Eight full hours with his amazingly hot coworker always brought that old, familiar ache back. Ashley was tall, lithe, and graceful, and just being in the same room with her made him squirm. Even now, in the ca...

The Male Room

by WatchingAndWaiting on Aug 18, 2017
Gay Male

This is the story of my first time with a man. And my last time... So far. I was always curious, even when I was very young. Looking at men in magazines, especially if they were in revealing underwear and had big, well-defined bulges. I had messed around a little as a kid, but nothing more serious than 'you show me yours and I'll show you mine'. But as the y...

Nephew's Readjustment Pt. 03

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments, ideas and feedback are welcomed, and remind me to keep writing! *** She set everything in motion over the next two days. Her excuse about...

Cupid's Sophomore Year, Semester 01

by xaviermayne on Sep 25, 2017
Gay Male

This story involves acts of both sex and romance between consenting adult males, so if that's not allowed where you live then you should march in the streets. I'm releasing this story under Creative Commons by-sa-nc license, which means you can do pretty much whatever you want with it, as long as you give me credit and don't use it for commercial purposes of...