Gay Sissy Roommate Stories

2,335 results
Orientation
Length
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Infinite Scroll

The Lure of Cock from the Closet

by jakladd on Oct 15, 2017
Gay Male

It's true. We desire cock. Our wives have no idea what goes on inside of us with this desire to submit...to cock. We hide it from everyone but in our minds it's a runaway train. To touch, feel, pull on, sniff, rub our faces in it, lick it, taste it, suck cock. We've done it before, maybe a short time or a long time ago. The specter of guilt and shame dampens...

Sorted at the Funhouse Ch. 02

by thick1191 on Aug 30, 2017
Gay Male

This story can stand alone but will be much more enjoyable if you have read the first part; "Sorted out at the Fun House" found at my Authors site (dodge1191) on Litererotica. * I think anyone interested in reading this story realizes that I would return many times to the Fun House. It was just so erotic. About two or three times a week I would go there,...

My Sissy Roommate Pt. 01

by wolf_hunt on Dec 3, 2019
Gay Male

All characters who partake in sex are over the age of 18. I hope you enjoy! "Relax, Andrew. It's just a party. Yeah, sure there will be girls there, but it's not like they're serial killers or something," I tell my best friend as we make our way to the party. I swear he's always like this. So worried about everything. I don't know how the kid has survived...

My Sissy Roommate Ch. 02

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. Mark glared at me angrily while I tried to scramble away from him. As I cowered to the back of my clo...

Unnatural Thirst Ch. 02

by guyprime on Jul 24, 2018
Gay Male

The campus was abuzz with an unruly number of bright-eyed freshmen not yet feeling the creeping pessimism ever senior inevitably feels. Lee hated it. He remembered being one of them, and he was more annoyed at them for it. Perhaps if they just ... weren't so ... stupid. The only good part of having them around was for the free eye candy. Lee breathed a sigh...

Nephew's Readjustment Pt. 17

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. ***** The next week went slower. He was studying for his final set of exams, and Cynthia didn't want to interfere too much with that. Not that she had to. One lo...

My Fantasies Ch. 09

by bjmichaels on Jun 1, 2020
Gay Male

Happy Hour So my friend Freddy and I were seated at the bar inside 'Swinging Dick's Saloon' and this gorgeous hunk-of-a-man approaches us and blurts out, "Which of you queen's wants to blow me?" I am taken aback by his brash crudeness but Freddy instantly becomes all giggles, raises a limp-wrist and squeals, "I do -- I do -- I do...." Good God, what a fla...

Plotting a Course Ch. 11

by VaRiverWriter on Sep 25, 2017
Gay Male

Chapter 11: Detour *Note: I'm sorry for the delay. Thanks for sticking with me. This chapter follows Matt and Clint. I've changed the point of view for this chapter. I hope you enjoy it. Please let me know your thoughts.* "I'll miss you Bobby." Matt said as he tightly squeezed his best friend. "I'll miss you too Matt. We'll still see each other." Bobby...

Frat's Bitch

by Lgreenwood44 on Sep 14, 2017
Gay Male

It was my first semester at college and my first big assessment. My physics assignment was due in two days and I was trying to finish it early, once I had completed it I printed out a hard copy just in case the computer fails and I left on my desk. The night before it was due I had a fraternity meet up, since I was new I was one of the pledges, before they m...

My Hot Uni Roommate Ch. 10

by CreamStuffedTwink on Jun 8, 2020
Gay Male

Previously in chapter 09: "Down boy, down!" I joked. "Do you want to get dressed and play some games or something?" It turned out that he did. We played together until midnight and then we ended up sleeping in the same bed again, this time his. As we fell asleep, he kept slowly rubbing my smooth legs which felt even better than when I felt them myself. Th...