Gay Homeless Stories

268 results
Orientation
Length
Source
Infinite Scroll

Swift Sword of Justice

by KeithD on Aug 18, 2017
Gay Male

Judge Thomas Oakley slowed the car as he crossed Martin Luther Key Street on St. Catherine where it turned into Jefferson. He often slowed down here, in passing the King's Tavern Lounge—although he'd never gotten up the gumption to go in there. It was too close to home and he was too well known. When he wanted that scene, he didn't go anywhere here in Natche...

Little Guy with a Big Surprise Pt. 04

by Str8SensitiveGuy on Aug 24, 2020
Gay Male

It was the morning after the attack and I woke up in Chad's arms. This had been the first time he stayed with me the whole night since our Spring Break in Florida. I was still pulled up into the curve of his smooth, strong body. It was the same spoon position we had fallen asleep in. I thought back to last night. If Chad hadn't risked his own safety and run...

A Doctor's Exam Gets Wild

by buttcheeks777 on Sep 14, 2017
Gay Male

This is a fantasy of mine. Yes, I know it may seem strange to some people, but for those who are into such things I hope it'll be a turn-on. It involves male-on-male, group sex, and forced sex. If you're not a fan of those things, please don't continue reading this story. It's not meant to be a great work of prose, just a fantasy. As a young, always horn...

Tales from the Street Pt. 04

by kwchancellor on Apr 24, 2018
Gay Male

After a night of bar hopping with my friends, Trick and Rabbit, and unable to find a place to crash for the night, we faced the rise of the morning sun exhausted and hung over. We all lamented blowing through our money without securing a motel room first. So, we went to the public library to nurse our hangovers in the air conditioning, drinking as much water...

Alex's Angel

by Baraqiel on Sep 14, 2017
Gay Male

So this is my first real attempt at a story. I've always wanted to write something for this site but never knew quite what to say. I will try to post on a weekly basis if this first chapter is liked. Also I would like to know what you want to see in this story. I don't promise to include all of your suggestions but I will include the ones that inspire me....

The Dearling

by RolandQ on Aug 18, 2017
Gay Male

The rustling from the wood's edge caught my attention. The dusk obscured its cause, I felt as much as saw a presence. Not twenty feet away from me on the cabin's porch, he emerged, caution evident in every step. He scanned the clearing ready to spring back into the safety of the forest. I remained motionless, fearful that I would frighten this beautiful crea...

Tales from the Street Pt. 02

by kwchancellor on Apr 24, 2018
Gay Male

Another true story from my days of homelessness. As with all of these stories, I'm using the street names of the people involved, to protect their identities. *** It wasn't long after I started staying at the city shelter that I met Honcho, a thirtyish Latino fresh out of prison. He was tall and built like a brick wall, with a boyish face and kind eyes. I...

Rain Down Temple Ch. 05

by dourdan on Oct 8, 2018
Gay Male

Diego awoke to the sunlight tricking through the beaded blinds. Rain Down Temple was so beautiful in the early morning. It had been nearly a month since he first arrived, he had never felt better. Gazing at his reflection in the window, Diego stroked his salt and pepper beard. His facial hair had grown out, revealing his age. He, admittedly, would dye his h...

Jingle Bell Rock Ch. 04

by Rie_Warren on Sep 14, 2017
Gay Male

4 The Famous Jack Houdini Act In the morning, it was heaven waking up with Jack still in my arms. Black hair hid his face while I watched—no—while I stared at him. It was closer to lunchtime, really. Birds chirping, the sun cascaded in creating humid warmth under the covers where our bare skin touched. The hardness of his male body draped over mine did a n...

Luca Ch. 01

by Ongyilkos on Aug 18, 2017
Gay Male

"N-no stop." I say as I feel my hands being hoisted above my head, and the biting cold of shackles being placed on my wrists. "Now you know I can't do that, bitch." A mysteriously familiar chillingly deep voice whispered into my ear "I'm going to have so much fun with you." I feel his hand wrap around my cock and feel him pumping it back and forth roughly. I...