Gay Homeless Stories

268 results
Infinite Scroll

Right Place, Wrong Time

by LilJacks on Aug 18, 2017
Gay Male

It was a bright, sunny day. Probably about 100 degrees, maybe more. 19 year old Harry Gordon waded through the tall weeds in the dense forest. The smell of nature filled his nostrils, and sweat formed all over his muscular body, which was under a pair of denim jeans and a thin T-shirt. He wiped his forehead with his hand, and swept the short strands of brown...

Thrice Fooled

by KeithD on Apr 3, 2019
Gay Male

Reality started to creep into my dreaming as I was floating up into consciousness. I started reliving the night before, the hour drive to Albuquerque and the Sidewinders Bar, which was rougher than my norm, but I had been in particular need and drinks were half price during their annual April Fools' Eve event, which this year started after midnight on April...

The Shelter

by bipussyboi on Aug 18, 2017
Gay Male

This story is completely true and accurate, or at least as best as I can remember it almost 25 years later... I'd always been a small kid, more brains than brawn. From junior high through early high school I was very insecure, awkward, out of place. But midway through high school I was introduced to drugs -- pot, acid, coke -- and suddenly I didn't feel so...

Alley Man

by siktici on Oct 15, 2017
Gay Male

I met Sean at a lonely period in my life. It seemed, somehow, serendipitous because both our lives changed. "I get it; you're not interested. So, who ARE you interested in?" I asked an attractive blonde with an 'I'm slumming' expression on his face. You know, the kind of guy who looks like Owen Wilson but talks like Cyndi Lauper? "Him," the Owen-look-alike...

Opportunity Knocking

by KeithD on Nov 18, 2019
Gay Male

I came downstairs from setting up the bed in the back bedroom, taking my headphones off to hear the knocking on the door for the first time. I don't know how long the knocking had been going on. The window in the front door of the old house I was renting in Weston, Vermont, to give myself some time to settle in to the village before buying, was frosted, so a...

Highway Ride Ch. 02

by buttcheeks777 on Sep 14, 2017
Gay Male

This is a fantasy of mine; no more, no less. It's not real! Please don't leave negative feedback if you're surprised that it's male-on-male sex. ***** .. The van came to a stop and I was still tied to the ceiling. I was just hovering there above the carpeted floor of the van so that my ass was about 2 or 3 feet off the floor; perfect butt-fucking height. S...

Ant Pt. 01

by kwchancellor on May 9, 2018
Gay Male

After some consideration of the comments I received for The Boy, I decided to rewrite the story in third person (so I can change perspectives), and take my time telling the story, changing a few things as well. This will probably be a long one, but I will try to write the next chapters as quickly as my two fingered typing will allow me. I hope you enjoy the...

Tales from the Street Pt. 03

by kwchancellor on Apr 24, 2018
Gay Male

It was a warm, sunny afternoon and my friend Tick and I were sitting under a tree on the Riverwalk, on a grassy patch under the Main Public Library reading. It was a rare occasion for Tick to find a book interesting enough to read, but apparently the steamy romance novel he found on one of the City Shelter's book shelves was doing it for him. Yes, we caught...

Gas Money for Santa

by KeithD on Nov 19, 2018
Gay Male

The note read, "I've had enough of this." That's all. Hal had left it on the dining room table for me to see. The scrawl was obviously done in anger. I hadn't thought the fights—not rising to the level of fights, I didn't think—we'd had the last couple of nights were enough to push him over the edge. I know I shouldn't have said that he went for the surfac...

A Heavenly Intervention

by erectus123 on Dec 17, 2017
Gay Male

HEAVENLY INTERVENTION TURNS DUDE GAY There is an outcropping of stone and cement just outside my parent's swimming pool that separates the street, which lies fourteen feet below, from the green security fence. I've live here for 12 years since my Dad bought the place and I'd never seen anything like what happened that morning. It changed my life forever. I...