Gay Homeless Sex Stories

GayDemon's Stories: On this page you can find erotic fiction where you can read about meeting and having gay sex with homeless guys.

Homeless Haven

By Habu 24 Jun 2020

Wyatt helps the young guy homeless, but at a price.

9.3 (54) 6543 41 Min Comments

Rowan's Journey to Manhood (ch. 39)

By Hunknown 26 Apr 2020

"Jorell" - The black homeless reveals the shattering drama he was forced to live years before and the reason for his terrible self-punishment. Moved by the man's tale, Beau invites him to join the Cove. Jorell finally gives to LaShawn what he'd been waiting for long. Beau is restless, because feels attracted by Joe (and his humongous cock), but Barry will find a way to soothe his anxiety...

9.8 (23) 1119 30 Min Comments

Rowan's Journey to Manhood (ch. 37)

By Hunknown 18 Apr 2020

In the pitch-dark room, Rowan does an excruciating act of devotion to Barry. In the morning, Beau announces his intention to fully renovate his old house, Rice-Duncan Mansion, and asks for help to the men of the Cove. While visiting the house, Alex and Barry rescue a homeless and his boy from a gang of homophobic thugs, whose leader is then punished by Alex in a way that he'll never forget...

9.9 (27) 966 37 Min Comments

My Dirty Secret

By DeepSweetAss 17 Apr 2020

I never though i would go true with it but once i was in it I loved it - taking a black homeless guys cum load

9.1 (58) 4931 3 Min Comments

I Am Not a Cook

By Danny Galen Cooper 23 Feb 2020

Andrew drives across the country for a new job that doesn't exist. Homeless and jobless, he takes the first employment he's offered.

9.3 (157) 5062 35 Min Comments

Homeless for a Night

By Mighty Mouth 4 Jan 2017

I realize a long-time fantasy, and what a surprise I got!

8.4 (98) 5915 6 Min Comments

True Confessions (ch. 12)

By Mighty Mouth 15 May 2016

Sex with the phone repair guy, a semi homeless cutie, and a guy I nicknamed Pumpkin

7.8 (28) 1469 4 Min Comments

Homeless (ch. 3)

By sucker 17 Dec 2015

Sex with Jon continues and escalates.

9.1 (118) 5128 9 Min Comments

Homeless (ch. 2)

By sucker 19 Nov 2015

After taking Jon into my home, I find myself more and more attracted to him even thought I know he is straight.

9.0 (133) 6740 7 Min Comments

Homeless

By sucker 10 Nov 2015

I try and help out a homeless ex-military guy but what will be the outcome?

8.5 (121) 8251 5 Min Comments

Sarge

By Habu 27 Jul 2015

A young homeless guy picked up and taken home by a man with secret in Albuquerque.

9.0 (143) 4943 29 Min Comments

My Best Friends Homeless Father

By P.S. 13 Jul 2014

My name's Peter but my friends call me Pete. I am 18 years old but I failed two grades so I'm only a junior in high school. I've known for awhile that I was bi leaning toward men. Dug, my best friends father, isn't good looking but in this story I discover "features" that say otherwise.

7.5 (52) 8776 5 Min Comments

Homeless guy

By sucker 23 Mar 2012

I saw him on the street, barely eighteen if that, holding a sign saying he was homeless.

8.9 (138) 10711 15 Min Comments

Homeless Waif (ch. 4)

By Nathan Amsterdamn 18 Oct 2010

Kyle had been drinking beer enjoying watching the two boys he'd brought with him to the party splashing around in the pool.

9.0 (36) 2287 5 Min Comments

Homeless Waif (ch. 3)

By Nathan Amsterdamn 24 Sep 2010

The office was empty, the front door was locked and I sat staring across the desk at the most awesome appearing cock I'd ever seen...

8.7 (29) 3065 9 Min Comments

Homeless Waif (ch. 2)

By Nathan Amsterdamn 13 Sep 2010

The alarm went off and the news came on the clock radio sitting on the nightstand in Kyle's bedroom for the second time.

8.8 (31) 2774 5 Min Comments

Homeless Waif

By Nathan Amsterdamn 11 Aug 2010

Kyle was bored and somewhat depressed as he shuffled across the parking area towards the ticket office of the multi-screen indoor theater...

8.9 (54) 5291 10 Min Comments

Extra Money

By sucker 19 Dec 2008

Mark, Luke, and Tony embark on a project so that the Marines and young homeless can make extra money.

9.0 (32) 3326 7 Min Comments

Going After The Homeless

By sucker 8 Dec 2008

I had always liked my men clean but yet manly smelling. Suddenly, things changed and I craved sex with the raunchy homeless guys on the street.

9.1 (124) 26150 15 Min Comments

The Homeless Ex-Marine (ch. 4)

By sucker 6 Aug 2008

Luke saw his mother and brothers. We returned and thought everything was well when tragady strikes.

9.2 (82) 3706 8 Min Comments

The Homeless Ex-Marine (ch. 3)

By sucker 4 Aug 2008

Luke had introduced me to gay sex and I loved it, but what would be next. Was I falling in love?

9.2 (80) 3687 4 Min Comments

The Homeless Ex-Marine (ch. 2)

By sucker 30 Jul 2008

Luke had introduced me to sucking and I loved it but what could lay ahead in the next lesson.

9.2 (80) 4925 7 Min Comments

The Homeless Ex-Marine

By sucker 28 Jul 2008

Whenever I passed the intersection, I saw the homeless ex-Marine with his sign on the corner. He was damn nice looking and i felt sorry for him and I found myself driving by even when not necessary just to get a look at him. But why? Hell, I was straight.

9.0 (100) 6818 13 Min Comments