Gay Straight Roommate Stories

12,444 results
Orientation
Length
Source
Infinite Scroll

College Tail

by Fragman555 on Feb 6, 2009
Gay

You stumble home, drunk from another night out at the bars, another night of being ignored by the girls there. It is late, so you are not surprised to find your dorm room locked by your roommate. You fiddle with your keys, eventually finding the right one, and you stick it into the lock. You turn the lock, and then open the door. It is dark in the room, but...

Open in Reader

College Roommate Ch. 01

by married_but_curious on Sep 1, 2017
Gay Male

Late in the first semester of my freshman year at college, I decided I needed a new dorm roommate. It was almost impossible to study in the rowdy, hard-partying dorm I started out in -- I needed a quieter dorm, and a roommate without an electric guitar and a well-used bong. My Resident Assistant said this would be difficult, since all the dorm rooms in the m...

Friend's Dad Services New Roommate

by FictionalEncounters on Jan 30, 2018
Gay Male

I just watched my friend's dad servicing my new roommate's cock... And I enjoyed every second of it. It was, without a doubt, the hottest gay experience I've had in my 7 years since opening up my sexuality to homoerotic pleasures. I have to emphasize the word "gay" in that statement because it isn't the hottest overall sexual experience I've had in my enti...

Another Beach, Another Stranger

by bybiguy on Aug 18, 2017
Gay Male

I was staying in a condo, sharing it with a co-worker during the summer of 1996. He had gone golfing and I wanted to work on my tan. I had brought various bathing suits with me, including several thongs. Thongs, especially on males, were not worn on the main beach, so I put on a gray thong and pulled on a pair of shorts over them. Taking my beach towel and a...

Demographics

by male_sharmota on Sep 16, 2017
Gay Male

I woke up a bit before sunrise and climbed down the ladder of my bunk bed. My roommate laid sleeping in the bottom bunk next to my wife. I looked at myself in the mirror on the wall. My middle-aged body was still in good shape. The legs, ass, and chest were well shaved to provide a clear view of my smooth white skin. So was my face. My neatly trimmed bush lo...

Roommates Ch. 04

by michaeliam on Sep 14, 2017
Gay Male

Jackson drove home in silence, but his brain was working overtime. The past forty-eight hours had taken him into an unexpected world that both excited him and scared the shit out of him at the same time. His ass hurt, but as he thought about why it hurt his cock began to stir. As he thought about Donald standing behind him, taking him in the shower as the wa...

Chris Donaldson Ch. 02

by tazemebro on Sep 15, 2017
Gay Male

Room 119/Chris Donaldson Chapter 2 All characters in this story are over the age of 18. Chapter 1 dealt with Chris and his new roommate, Justin, on their first night together. They are both sophomores in college. Chris is out only to an older female friend, and Justin is, to all appearances, straight. Justin has urges, however, and only a few hours after...

Sexual Secrets Ch. 06

by DickSwett on Oct 26, 2020
Gay Male

Two weeks into the new semester, just as the calendar changed from January to February, a powerful nor'easter battered the New England coast and blanketed the state of Maine with five feet of fresh snow. Logan Temple, the sandy-haired freshman boy from California had never seen anything like it. He never imagined so much white powder could be spilled in such...

You are a Sissy Pt. 04: Women

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello again, sissy. Hello, my sissy bitch. I am so happy that you are back yet again. You love coming back to continue our sessions, sissy. You love coming back because I am helping you. You need my help. You know you need my help, sissy. You need to come out of the closet and let the world know what a gay cocksucker you are. You need to let the world know...

My Roommate's Toy Box Ch. 01

by brycemanning on Jul 27, 2020
Gay Male

Author's Note: This chapter sets up at least two more that will contain the action, the second coming in a few days. I'd skip the story if you're going to find large sex toys off-putting. The premise was way more fun with objects that wouldn't be easily explainable. *** I moved into my freshman dorm room on the very first move-in day available for the fall...