Gay Roomie Stories

507 results
Orientation
Length
Source
Infinite Scroll

Roomie Issue Pt. 01

by Samhdjd on Jul 2, 2019
Gay Male

THURSDAY NIGHT "Come on, man, just tell me what cheat codes did you use." God. Adam, my roommate, had been asking that question for the last two hours we're playing a video game. I kept winning and he kept accusing me of using cheat codes or whatever. I didn't, and at this point I had got extremely annoyed by him. "Dude. How many times do I have to tell y...

Roomie Issue Pt. 02

by Samhdjd on Jul 10, 2019
Gay Male

FRIDAY NIGHT Once my ride arrived, I gave the driver my exact address then I shoved my hookup guy roughly into the backseat before climbing into it myself. The car moved and I knew I'm about to have a fun night. Even more fun than I thought I would. He kind of leaned back against the door and he put on that oh-so-gorgeous smile that only made me want to ru...

Roomie Issue Pt. 03

by Samhdjd on Jul 30, 2019
Gay Male

I accidentally fucked my best friend's younger brother. Well maybe the right sentence should be, I picked up a fucking sexy twink at the bar and ended having my cock fully serviced by his talented hole all night without knowing he was my best friend's brother. To make things worse, I HAVE bragged to my best friend Adam, about his brother's skills in bed. To...

Roomies Pt. 02

by blatant_bi_guy on Mar 3, 2020
Gay Male

Three weeks went by after Ray had called me in for an impromptu threesome with one of his numerous squeezes, Naomi. I hadn't seen her since. Ray had brought Kate in again. First time I saw her, she was being railed from behind on our breakfast bar. I'd also seen him bring in a couple other girls. One was a young black girl I'd seen at the condo's fitness...

Roomies Pt. 03

by blatant_bi_guy on Mar 3, 2020
Gay Male

It took one night for things to get weird. The next day after our drunken gaming/fucking session I saw Ray for maybe ten minutes. He smiled, said good morning and went about his day. I didn't see him at all that night and the next morning started my workweek. He worked the opposite shift and was gone by the time I'd get home. I'd be gone when he got back....

Roomies Pt. 04

by blatant_bi_guy on Mar 16, 2020
Gay Male

I pounded into Kate from behind. I couldn't fully enter her, every time I got inside to around my seven inch point, I'd hit her cervix and she'd twitch and pull away from me. She'd call me a name of some sort and start banging back onto me again. My hands gripped her wide hips hard, watching myself go in and out of her. I was doing my best to keep my shit t...

Roomies Pt. 05 - Final

by blatant_bi_guy on Mar 16, 2020
Gay Male

Ray was good to his word. Two months after the October afternoon where we'd had Italian and talked about the future, he'd bought two tickets to Adelaide, had reserved a vehicle rental and looked into purchasing camping gear. "Sixteen and a half hours to get to Uluru?" He'd started to use the indigenous name for the place after the first 'suggestion'. Our si...

My Gay Roomie

by AnotherDay on Sep 25, 2017
Gay Male

In the early 1990's, I was living in Los Angeles with a friend of mine from high school. We didn't travel in the same circles in high school, but we were friendly. I was a jock and John played the clarinet in the band. We had a few classes together along the way. I always thought he was a little feminine, so it wasn't much a surprise when I heard that he was...

My New Roomie

by phardy_30 on Aug 18, 2017
Gay Male

After my ex-wife told me our marriage was over and I needed to find a new place to live, I decided it would me easier to find somebody looking for a roommate than to find my own apartment. I was lucky, the first place I looked at was great and my share of the rent was really reasonable. Joey, the guy who I would be sharing the place with, was about my age a...

Fun With My Roomie And Friends

by biguy13 on Aug 18, 2017
Gay Male

It's my super-senior year at college and I am still living on campus. This year I checked the "prefer a homosexual" box on the form. I was always interested in the lifestyle of a gay man. My girlfriend, Carrie, and I have often talked about my interest in gay experiences. In fact, she was the one who encouraged me to mark the box. The first day I met him I...