Gay Halloween Stories

239 results
Orientation
Length
Source
Infinite Scroll

Rocky Horror Redux

by JKendallDane on Sep 14, 2017
Gay Male

Dr. Randy Wolfe, PhD, stared with purpose into the bathroom mirror as he applied the last bit of near fluorescent, ruby red lipstick to his mouth. Setting it aside, he used a piece of toilet paper as a blotter to dab away any excess, then stepped back to admire his handiwork. Suddenly his deep voice began to reverberate off the walls and ceiling of the small...

Daniel Pt. 02

by koksocker333 on Nov 5, 2018
Gay Male

Some time had passed after my initial meeting with Daniel at the Halloween party, he and I dated but we were both too busy with our lives to really commit to anything, so when we were free we would get together to have sex. The boy was an excellent cocksucker his ass incredible, I could get lost in that boys ass his smaller than usual cock had me mesmerized,...

Gym

by MVP6 on Oct 5, 2020
Gay Male

This is my seventh letter describing my expanding awareness from a naive man with a desire to suck a cock to a man willing to explore. (M+M, oral, anal) In my first letter "Costume in a Costume" I describe how I dressed as a girl in a Halloween costume to trick unsuspecting men into letting me give them my first blow job. In my second letter "Gloryhole Il...

My First Time

by Cyndi44 on Dec 14, 2017
Gay Male

The cock head beckoned for me to take it in my mouth, to caress it gently with my tongue, to explore the pee hole. I complied. It felt good in my mouth as I swirled my tongue around it, covering it with the saliva that would lubricate it for what would come. When it was slick slick enough, I slowly took it deeper, bumping the back of my throat. There was a b...

Blood and Love Ch. 08

by Eternalivan on Sep 25, 2017
Gay Male

Sean's Story V – The Funeral I *************************************** "May her soul and the souls of all the faithful departed through the mercy of God rest in peace." With the final words of the priest the coffin was buried and Tara Smith's burial ceremony concluded. Evan put an arm around my shoulder and hugged me tightly. Emily and her mother were inco...

A Show for Sean's Eyes

by JJEroticas on Oct 6, 2020
Gay Male

It never happened because gang bangs these days are too dangerous. But it happened in a made-up world. One in which I was a twenty-four-year-old heart throb and a political martyr. I had an envelope of forty-five men: seventy-five-year-old plusses, on my passenger seat. The sun burned down on it as I drove to the tattoo parlor. The day before, with handmade...

Tropes Ch. 03

by UghOkay on Mar 13, 2018
Gay Male

Kevin stared at Brad. "A genie? How would that help? They only have 'magic' because of internal story logic." "But doesn't almost every genie story on Literotica have a scene where the genie gives the dude a big dick? Why couldn't a genie just give us dicks?" Brad asked while pulling up his pants. He no longer wanted to look at the flat surface of his crotc...

Steely

by MVP6 on Jul 13, 2020
Gay Male

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** This is my third 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. In my first letter "costume in a costume1" I describe how I dressed as a girl in a Halloween costume to trick unsuspecting...

Rex's Horny Halloween Pt. 05

by TeamCravings on Jan 23, 2019
Gay Male

The dark guestroom seemed to shimmer as Rex's eyes fluttered; the snug room was filled only with city lights coming in around the partly closed curtains. Rex and Rolf remained pleasantly in the dark as their hurried foreplay carried on. Rolf held fast to Rex's taller, muscular form as he worked his finger deeper inside Rex's very moist, hungry ass. Rex swa...

Teacher's Pet Pt. 04

by Bjsroxxs on Oct 3, 2018
Gay Male

After spending a good 2 weeks with Darwin, we got to know each other very well. Aside from passing by each other on the campus, we spent a lot of time together, mostly on the weekends, doing the usual: Sex, listening to Jazz albums, watching old movies. It turned out he was a fan of older films, Frank Capra, Hitchcock, and a few older movies like John Wayne...