Gay Costume Party Stories

4,324 results
Orientation
Length
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Infinite Scroll

Just a Game Ch. 02

by tamgreen on Sep 14, 2017
Gay Male

Pete woke up alone, and the apartment smelled amazing--something delicious was cooking. He tottered unsteadily to his feet and looked down at himself. He was wearing nothing but a t-shirt and a furious hard-on. He pulled on a clean pair of boxers, stuffing himself awkwardly into the fabric tent before trudging to the kitchen. Dean was standing at the stove n...

Halloween Hike

by WRJames on Aug 18, 2017
Gay Male

"Do you believe in ghosts?" It was not the sort of question my wife normally asked. I'm the romantic type. She's a numbers person, a bean counter. "I don't know. Why do you ask?" "Well, we're hiking up to a ghost town, aren't we?" "It's not that sort of ghost town" "It was a thriving village once." A voice broke in behind us. One of the guys walking alon...

Horny on Halloween

by ifiknewthen on Sep 25, 2017
Gay Male

Halloween is one of my favorite holidays. I had been waiting for this night all week. well, at least since I finally decided on my costume. After weeks of debate with my boyfriend, I decided I wouldn't be the Luigi to his Mario and I would go as something completely different. I would borrow my sister's low cut Chinese dress and drag up to go as a hot Chines...

Cock-Sucker: The 'Cock-U-Like' Code

by tristantrotsky on Aug 31, 2017
Gay Male

BY 2069 THE BLOWJOB IS NOT ONLY LEGAL, IT IS COMPULSORY! Swallow slopes into the sumptuous room where the three-member Tribunal is ready for him. The high luminescent ceiling is rippled coral. He slumps down into the chair facing the desk-curvature. "Ah yes, Swallow" says the central of the three, the tone of her voice making something of an attempt to put...

Weekend with the Boys

by billluc on Aug 18, 2017
Gay Male

Growing up I did a lot of the normal things guys do, checked out playboys and jerked off with a buddy. One time we took two pairs of his sister's panties and wore them. We never touched each other and we turned our interest to girls. I also checked out the other guys in the locker room but never acted on anything. Then in college my roommate and I had a thre...

My Special Afternoon Pt. 02

by Plato on Sep 14, 2017
Gay Male

I finished sucking my anonymous lover at the glory hole at Club Orlando and watched him leave, me still on my knees. Well, that itch was scratched, I'd had my moment, I thought, I got to experience that feeling I need, to service a man, to suck him to completion. I started going to glory holes in the eighties, before aids, and once a month or so I'd find a...

Everybody Does It : Day Five

by timmywells on Sep 15, 2017
Gay Male

Once again, a reminder that while the story is a Gay Male story, it contains scenes between men and women, and that some of the material involves a degree of domination, submission and humiliation. ... The lime green swim trunks that Diane had hung over the curtain bar of the shower to dry last night were still there, and to Paul Lombardo they were an unne...

Gloryhole Illustration

by MVP6 on Jul 15, 2020
Gay Male

In my last letter I wrote about my first experience sucking cock. It was really great and if you want to read about it the title of the story is "Costume in a Costume." In this letter I will share my next interesting experience: It was now August and I was anticipating Halloween which would be here soon. This year I was planning to dress up as a woman aga...

Halloween Rabbit Holes

by hornyyoungboylovesolder on Jan 15, 2019
Gay Male

I had seen some men, one man many times, and was having a lot of fun. The one guy I was seeing constantly was 58 a bit of a belly, but an amazing cock. After a bit he had gotten me into cross dressing. It started with panties. Then stockings and heels. Leading to bras, skirts, and wigs. Eventually I was putting on make up, eye lashes, lipstick, the whole nin...

Buddy

by MVP6 on Jul 15, 2020
Gay Male

This is my sixth letter describing my expanding awareness from a naive man with a desire to suck a cock to a man willing to explore his seedier side. Maybe not my best but it has an important message. In my first letter "Costume in a Costume" I describe how I dressed as woman in a Halloween costume to trick unsuspecting men into letting me give them my fir...