Gay Homeless Stories

268 results
Orientation
Length
Source
Infinite Scroll

Becoming Daddy's Girl Ch. 01

by Sungmehetu on Mar 6, 2018
Gay Male

Editor's note: this story contains scenes of incest or incest content. ***** It might have been the death of my mother and my only sister in the car accident. It might have been that I tried to drink away the depression while I was hundreds of miles away from home at college. What I do know is two things. My father would be furious I had failed out, in jus...

Blink: Two

by KenjiDeSade on Aug 18, 2017
Gay Male

The following story is a fictional account. The characters are entirely unreal and so are their situations. Thus no direct attention was paid to probability or safety for the characters. Such practices should not transfer over to real life situations. Practice safe, sane and consensual sex. For your own damn good. If you have problems or issues with queer po...

Forever Young

by KeithD on Oct 6, 2020
Gay Male

JUNE 1720 Disoriented, head still groggy from whatever had been in what he drank earlier, in the dark, putting his hand out and feeling a curtain, eighteen-year-old Franz drew the drapery aside and put his feet on the floor. The richness of a carpet under his bare feet told him he wasn't in his parents' residence above the book binding shop. It wasn't just...

The Boy

by kwchancellor on May 1, 2018
Gay Male

This is the first part of a story I started, then decided not to finish when I read it was better to write from the perspective of the one being fucked. I didn't want to just trash it though. I'm a two-finger typist, so these stories take up a lot of my time. I am submitting it as a one of (unless my followers demand more). I left the ending open, so you can...

Survivors Ch. 02

by Gweall on Aug 18, 2017
Gay Male

Kitten2010 has already posted chapter 01. Chapter two, enjoy. ~~~~~~~~~~~ "What does it look like?" Gavin asked, as he watched Pike look over a map he had taken from a gas station. "Not good. It's a long way. I think our safest route would be up to Seattle and then hijack a ferry across to Victoria," Pike replied, pointing to the speck of water on the...

Homeless Haven

by KeithD on Jul 13, 2020
Gay Male

Wyatt Cooper spent several minutes figuring out why the young pole dancer on stage at Hershee seemed familiar. The young man being nearly naked and picked out by changing-color strobe lights had captured his attention and "where have I seen him before?" thoughts and put him off the hunt for a young guy among the patrons that had brought him into the bar. The...

Ant Pt. 02

by kwchancellor on May 9, 2018
Gay Male

Ant lay naked and satiated on the bed, watching Cal leave the room. His anus was sore, feeling both full and empty from the thorough fucking he had just received. Having had very little sleep the night before, then cumming three times under Cal's skillful manipulations, his eyes were heavy, his limbs weak. He fought against it, not wanting to disappoint Cal'...

The Shelter Ch. 02

by bipussyboi on Aug 18, 2017
Gay Male

This story is completely true and accurate, at least as best as I can remember it almost 25 years later. The next morning I woke up feeling very strangely. Even though I was homeless and broke and completely out of my element, the depression and fear from the previous day was gone. I felt excited. Last night I had done things that would have seemed comple...

Lost Bet

by dmoney4114 on Aug 18, 2017
Gay Male

"I can't believe you're leaving man" I said to Leo as we walked to his house "if you leave I'm going to be left here with Jordan!" "Jo is your best friend, your better friends with him than you are with me." Leo replied. "Well yeah" I admitted "but he doesn't cook, and I've had more free meals at your house than a homeless shelter, and I know I work at a h...

Highway Ride Ch. 01

by buttcheeks777 on Sep 14, 2017
Gay Male

* This is a fantasy of mine; no more, no less. Please don't leave negative feedback if you're surprised that it's male-on-male sex. What a trip. It's been seven days since I've been on the road already and I've had car trouble in two states, and now this. Who knew that taking this job as a sales rep would be such an adventure. I guess, with the money tha...