Gay Roommate Stories

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Infinite Scroll

A Load of Help Ch. 04

by Brass_ankle on Mar 6, 2018
Gay Male

Connor closed his text book and exhaled deeply, he had just finished studying for his last mid-term test. He felt ready to exceed on the test, and that more study time would be pointless. Standing he stretched his muscles, it was time to relax. He planned on meeting up with his friends for a night of beers and laughs; to forget his woes briefly before facin...

My Sissy Roommate

by Kent100 on Sep 14, 2017
Gay Male

Disclaimer: I enjoy writing these stories, both for your entertainment and mine. This story involves, gay sex, non-consensual sex and bi-racial sex. If this offends you, read no further. Like most writers, I do appreciate your comments and votes. Thank you. * It was 1996, my first year at college and my first time so far away from my home, my family and my...

A Load of Help Ch. 02

by Brass_ankle on Nov 27, 2017
Gay Male

Connor sat on his bed feeling awkward. In his lap sat his roommate Anthony, who was impaled on his still hard penis. His roommate had manipulated him into having sex with him through the use of guilt and fear. He didn't have rent money, and Anthony had this bizarre desire for creampies before tests. "Thanks again," Anthony said unmoving. "You've been a lo...

College Roommates

by pcraigdaniels on Apr 3, 2019
Gay Male

It was just a few days before the start of the 2nd semester of my freshman year of college, and I had come back a few days early for what the college called 'Winter Solstice,' a few days of fun classes and parties before the winter semester started. It was a good way to blow off steam and get ready for the long nights of studying ahead. The most popular clas...

Nude Modeling w Hung Roommate Pt. 02

by somebody123 on May 11, 2020
Gay Male

I was spared more humiliation after telling Ms. Lin from my seat that I had nothing to add, but I think she might have known my secret for why I was pinned to the desk. Class mercifully ended and I headed back to my dorm. Clark was gone but a pair of his boxers was strewn across the floor. I normally passed them without a second-glance, or with a hint of a...

My Roommate's Bitch Ch. 03

by marsorian on Sep 19, 2017
Gay Male

It was easy to keep myself busy at work – too busy to have time to think about recent events. I made it all the way to five o'clock without once feeling the need to reexamine my sexuality or my relationship with my roommate but as soon as I walked into the door of the apartment, as soon as I laid eyes on that couch – the one that John had stretched back in j...

You are a Sissy Pt. 07: Cuckold

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello, princess. Hello again. I see you are back. That pleases me, sissy. It pleases me that you have come back for more of what only I can give you. The truth only I can give you. And we have come so far together, princess. We have come so far exploring the depths of your sissy feminine mind. And your mind is feminine. Make no mistake about it, princess....

A Load of Help Ch. 05

by Brass_ankle on May 1, 2018
Gay Male

"Ugh!" Connor said as he sat down at the pub. "What's up?" Tommy asked. "You act like you got something up your ass!" Connor blushed, he didn't want to say that he really did have a butt-plug stuck up his ass. Which at the moment was making him very uncomfortable. Despite the loud music, he knew that almost forty-minutes before, he almost got fucked in the...

Surviving Apocalypse with No Women Ch. 02

by Eros_343 on Jul 27, 2020
Gay Male

Nine weeks I had been in this underground shelter. Nine weeks of no women. Not a single woman was in this shelter with us. I know there were other shelters, but hopefully they weren't all men too. Otherwise, we are the last generation of humanity. Three weeks ago, my roommate, Richie, and I had resorted to sucking each other's dicks. As much I didn't want t...

Dicks in the Dormitory

by Boxlicker101 on Aug 18, 2017
Gay Male

Lester Logan was feeling out of sorts, as he had been for a long time. He is a gay man, although mostly still in the closet, and had been missing the few close sex buddies he had gotten to know so well before beginning classes at State University. That had been over a month ago and, in that time, his needy ass remained unfucked and his mouth had not been fil...