Gay Homeless Stories

268 results
Orientation
Length
Source
Infinite Scroll

Those Tomcats

by Malice2 on Aug 18, 2017
Gay Male

Disclaimer: I know I said I wouldn't do sequels anymore, but "My Subway Angel" got such a good response from you guys that I was inspired to write more on Doug. And hey, who knows, if I get good feedback on this, I might be further inspired to at long last finish my "Learning the Ropes" story. Tell me what you think. ___ "My name is Doug, and I have breast...

Forced First Suck: The Aftermath

by gholelovr on Sep 14, 2017
Gay Male

I've been frequenting adult book stores for over 25 years, and they and I have made some transformations over the years. Glory holes in an arcade are a little harder to find these days. In days gone by just about every bookstore arcade had glory holes until the law and bible thumpers felt they had to impose their beliefs on the rest of us. I did however find...

Shocked Into My Place Ch. 07

by pat_7223 on Sep 14, 2017
Gay Male

Mmmmmm...what can I say, I'm in love with Derek. His body, his protective nature, his quiet side when we're alone (we even cuddle) and, of course, his awesome cock that fills me up several times per day. He told me he was sorry for pimping me out at the bar and fucking that little tramp, and I loved that he loved me enough to apologize! Derek has since move...

Caught by the Neighbor

by justaguy84 on Oct 21, 2019
Gay Male

It's been a while since I had my first glory hole experience on a business trip. I found one that was close to where I live, but it was just... unpleasant. It is mostly inhabited by crack heads and homeless people. Since that hasn't worked out, I make due with porn and trying to play out my gay/bi fantasies on my own. When I get the house to myself, I take a...

Waifish

by drmweaver705 on Jan 28, 2020
Gay Male

This story was adapted from one of my stories written as Dreamweaver705. In that story, the romance occurred between a man and a younger woman. Here the story is of two men finding each other when most they need someone. All participants are over 18. ***** It was barely half-past-five and as the sun went down the mercury was falling even faster. The media...

Freezing

by LittleTommyTudor on Sep 14, 2017
Gay Male

I entered the Greyhound bus station to get out of the bitter cold. I was shivering and very hungry. I had no money and nowhere to go. For a 19 year old lad, I was in a sorry state. I took a seat at the end of a row in the passenger waiting area. I began rubbing my hands and arms in an attempt to get warm. As I sat there, someone took the seat next to me. I...

Millstone - Novel 01 Ch. 04

by RickHeathen on Sep 14, 2020
Gay Male

Millstone - ONE - (Hanging the Chimney Hook) CHAPTER FOUR The problem of the bathroom wasn't a small one—or rather that was its problem. Our bathroom was so small you had to step outside it to change your mind. (Ba-dum-bump, as the comedy drum goes), and the "diminutive nature" of the apartment had expressed itself there at its worst. It contained a singl...

Nick's Account

by maxpotter on Jul 15, 2020
Gay Male

------------------ This story is for my boy Nick, and is closely based on him. I changed a little, but not too much of his character for this fictional story. I hope you enjoy this Nick, my good boy. -------------- Nick's Account "Sorry, I got the call just before I got here. Is it cool if I take it and get to it after I run to work and physically replac...

Tales from the Street

by kwchancellor on Apr 17, 2018
Gay Male

This will be an ongoing short story series of TRUE STORIES about my life on the streets. I will post them as I get them written. The first of which (this one) contains non-consensual male on male sex. If that bothers you, DO NOT READ. For those who wanted to know what happened to Houston (because you felt sorry for him), [RE: BOYS AVENUE], I've given it som...

I Saw Daddy Blowing Santa Claus

by andtheend on Aug 18, 2017
Gay Male

Son sees his father having gay sex with Santa Claus. Because of what I saw Christmas morning, now every time I hear, I Saw Mommy Kissing Santa Claus, I substitute Daddy for Mommy and kissing with blowing. That song has new meaning for me, after I saw my Dad blowing Santa Claus. A true vindication, it was shocking, revealing, and comical. Let me start from t...