Gay Straight Halloween Stories

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Gay Mascot Halloween Masquerade

by andtheend on Aug 31, 2017
Gay Male

College football mascot has gay sex with his best friend. Chris and Jeff were lifelong BFF's, best friends forever. Chris was gay and Jeff was straight. Jeff always teased his best friend about being gay. Chris didn't take the good natured ribbing from his friend seriously, it was only his best friend goofing on him, which they constantly did with everythin...

A Halloween Carol

by RubenR on Oct 24, 2018
Gay Male

This is my contribution to the 2018 HALLOWEEN CONTEST. It is not a sex story. For those looking for detailed descriptions of strong, muscled bodies, or hot, steamy sex scenes, try the next one on the list; you won't find it here. As always I like to know how the story is received. Comments are very much appreciated (even critical ones; insulting ones not so...

Horny on Halloween Pt. 02

by ifiknewthen on Sep 25, 2017
Gay Male

Graham and I spent the rest of the ride in silence. While my silence was deep in contemplation, his seemed to be lost in bliss or the radio. I had freshened myself back to the beautiful Asian girl my sister had turned me into not 30 minutes ago. I was enjoying the feeling of the wind gliding through my hair as I looked at my reflection in the passenger mirro...

Halloween Cruise: Night 01

by Bright_Star on Sep 1, 2017
Gay Male

I needed to get away for a few days, so I decided to book a cruise. I figured that would be a great way to escape the problems of the real world, and I would be able to relax for a fun-filled seven days and get to visit some great destinations and do some things that I hadn't been able to do before. And who knows, I figured, I might be able to meet someone n...

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...

From Straight to Gay Submission

by silkstockingslover on Sep 25, 2017
Gay Male

Summary: A straight engaged college guy becomes a submissive cocksucker to a dominant black man. Note: This is a story based (remotely true) on a request from a fan. It is my first attempt at writing gay male fiction. The story is a little extreme, so if that offends you please stop reading now. If it doesn't, I hope you enjoy. Note 2: Of course, all part...

Horny on Halloween Pt. 03

by ifiknewthen on Sep 25, 2017
Gay Male

Quick Summary of the Previous Chapters: Ryan really gets into the role that his dress is creating and finds that the quickie he had in the car with Graham didn't quite satiate him for the night. Balancing between the roles of eye candy and tease, Ryan has Travis and Chase in the palm of his hands... or maybe it's the other way around. Will the sexual tensi...

Blood and Love Ch. 11

by Eternalivan on Sep 25, 2017
Gay Male

Chapter 11—Halloween blues ******************************** Sean's Story VII -- Separated ********************************* I stood transfixed, unsettled and unnerved by what he had just spoken. His words were still ringing in my ears as the realization of the reality of the situation came crashing down upon me. I stumbled backwards for support. I could...

Pauletta's Halloween Pageant

by Boxlicker101 on Aug 18, 2017
Gay Male

This is an entry in the Literotica Halloween Contest. I hope you enjoy it and vote and leave a comment accordingly. * Every year, Pauletta really looks forward to the end of October. As in many cities with a substantial population of gay, lesbian bisexual and transgendered persons, Halloween is a special occasion, more so than any other day of the year. I...

Halloween Kink

by toddstop on Aug 18, 2017
Gay Male

"Hurry up, babe, we have to get going," Jared called through the door. I had to grit my teeth and tear my eyes away from the mirror to answer with, "Just a minute." The matching costumes had seemed like such a good idea when I came up with the concept. Now, staring at my reflection, I wasn't so sure. Too late now, I told myself. It was our first Halloween p...