Gay Homeless Stories

25,551 results
Orientation
Length
Source
Infinite Scroll

Vampires, Muslims And Zombies

by Samuelx on Sep 16, 2017
NonHuman

With a swift swing of my bayonet, I cut the head off a large zombie. In mortal life, the creature had been a tall and chubby, forty-something white male, and it was still wearing the faded blue mechanic's overalls it had on when it died and reanimated after been bitten. The severed head fell on the ground, and I tossed it aside after bisecting the brain. Now...

Four Friends in a Parking Lot

by SilverCatEyes on Sep 1, 2017
Humor & Satire

After work one day Brandon, Chuck, Quinton, and myself were talking in the parking lot sharing stories of sex gone wrong. Everyone agrees that they should be shared and perhaps warp the readers as bad as it did them. But, since I wasn't there, I can't really stretch them into full blown stories. Just pass along what I "lucky" enough to hear. I swear to you e...

Young Men Exploring

by Lynda68 on Dec 24, 2019
First Time

Steve and I have always been friends, and we were usually together throughout the day lately, both unemployed, very bored and skint. Although I could always visit Jon. He would suck me off and give me enough money for a pack of cigarettes, beer etc. He also had a good porn collection which I often borrowed from. Getting the lads around to watch porn videos...

Windy and Warm

by riverboy on Sep 13, 2017
Romance

A young musician named Rich left his shabby, low-rent apartment at dusk with a beat up guitar case. He climbed into his rusty old Chevy van, and the tired engine sprung to life, making a racket and vibrating badly. Rich shook his head waiting for some of the noise to go away when the oil warmed up a bit. He knew the engine was running on borrowed time. He d...

Cold

by JimBob44 on Sep 16, 2017
Transsexuals & Crossdressers

*Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. Disclaimers: Yes I need an editor; no, I do not want an editor. Yes it jumps around too much, there's too many people to keep track of, it's too long, it's too short, it's in the wrong category, it's stupid shit and yes, I am a horrible writer. For those...

Slutty Sue Gets In Shape

by raidernation25 on Sep 14, 2017
Erotic Couplings

I'm really looking forward to our cruise in December with my husband Ed, his co-worker Marcus and his sister Marchelle. I'm trying to get in shape because I want to knock Marcus socks off whenever he sees me in my skimpy bikini. I know Ed is looking forward to the trip because he's looking forward to seeing Marchelle in a bikini as well. I plan on spending...

Eddie Silver Ch. 02

by PrincessErin on Sep 1, 2017
Humor & Satire

Ruth was enjoying a relaxing time in her bathtub. She had just gotten home from the homeless shelter where she worked. It had been a busy day as the cold Boston winter had set in and those men who normally were too stubborn to come in for a hot dinner had finally conceded. She was enjoying a glass of wine and was going to cuddle in bed with a book. Ruth was...

Best of Both Worlds Ch. 02

by TransChick on Sep 12, 2017
Transsexuals & Crossdressers

Chapter 2 of a story about a trans woman who meets a couple for BDSM. I definitely recommend reading Chapter 1 first. There's BDSM in this chapter, but not actual sex if that's important to you. ~~~~~~~~~~~~~~~~ After our first meeting, I filled out the long survey of BDSM interests that Jon directed me to. We then emailed back and forth some more, discuss...

It Was Just Sex

by analobsession on Sep 2, 2017
Erotic Couplings

Sam was not sure what had made him decide to bring the skinny little brunette back to his apartment. She had come on to him at the party and made it clear that she wanted to fuck. There were more attractive prospects at the party. This one was boyishly skinny with no hips to speak of and little more than bumps were her tits were supposed to be. She was almos...

Stalker

by RobertVance on Sep 16, 2017
Non-Erotic

I watched her from the shadows, unseen, unnoticed. She has grown up in the four years since we first met. Then she was a skinny twelve year old with braces, now a beautiful young adult. Four years ago I was homeless, sleeping on park benches and begging for handouts. Unless you have been homeless yourself you have no idea how demoralizing it is. Dirty and h...