Homeless Men Stories

161,225 results
Orientation
Length
Source
Infinite Scroll

A Small Price To Pay

by PositiveThinker on Sep 14, 2017
Non-Erotic

I dedicate this story to Bostonfictionwriter, who helped me get off of drugs, gave me a place to stay, and found me a job that paid enough to keep me off the streets and out of the shelters. Most of the story you are about to read is true, just the names have been changed. There is no sex in this story, just emotion. * There's no better day than Earth Day...

A Black Change

by ps3lite on Sep 12, 2017
Interracial Love

Xenia still looks stunning at her age. She's Asian by nationality, got great body, nice boobs, and beautiful flirty face. She has been married to Gab for about 6 years and have 2 daughters. She is quite dominant in the marriage, lots of people have known her to be the one that is wearing the pants in the relationship. They live comfortably, nice house and ni...

Collecting Bottles, Cans & Friends

by SusanJillParker on Sep 19, 2017
Novels and Novellas

This is an Earth Day contest story. Please vote. Homeless and destitute, prostituting herself for money to survive, a woman collects bottles and cans, while making friends. * "Hi," said the man to Susan passing by her in the alleyway, while staring. Accustomed to men staring at her, such an unusual sight to behold, men don't normally see a woman who loo...

Bad Things Happen To Good People

by CarBuffStuff on Sep 14, 2017
Humor & Satire

"We should do something for Earth Day," said Bob, a clerk in a law firm, to his three friends, who sat in their favorite bar drinking green beer on St. Patrick's Day. "Earth Day? No one celebrates Earth Day," said Mike, an accountant with an accounting firm. "It isn't a real holiday like St. Paddy's Day." "Yeah, Earth Day is a lame holiday right up there w...

How I Became Alison Ch. 02

by JayDeviant on Oct 24, 2018
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** I had told you about how I had met old Mr. Spandwick and how he had insisted on dressing me up like his granddaughter, Alison, before having his way with me. Pretty hot, right? I thought so too, but it did freak me out a bit... It just wasn't the kind of thing I had ever done befo...

"Will You Be My Valetine Day Date?"

by SusanJillParker on Sep 12, 2017
Non-Erotic

This is a Valentine's Day contest story. Please give me the support of your vote. * Memories from the past, this is a true recount of a man who tries to pick up a woman at McDonald's as his sexy Valentine's Day date. After losing everything in a flood, there was a time when Susan Jill Parker was homeless, sleeping at a shelter, and eating at a mission. No...

Sexy Cop Fucked by BBC Suspect Ch. 04

by patrickroundhouse on Jul 15, 2019
Interracial Love

Lindsay walked into the precinct ladies room and freshened up her lipstick in the mirror. She unbuttoned a few buttons on her blouse and gently pressed her big tits together and nodded to herself with approval. She got in the elevator and descended to the basement of the station where the holding cells were located. The six suspects were sitting on a long...

Without Remorse Ch. 01

by shandal on Sep 14, 2017
Novels and Novellas

This is a crime thriller with some romantic sex, a smidgeon of violent non consensual sex and interesting by-play between various characters whom I hope you'll enjoy reading about. It has ten chapters, and I do hope you enjoy reading it as much as I enjoyed writing it. Definition of a Sociopath -- someone unconcerned about the adverse consequences for othe...

Old Bag Lady is a Recycling Witch

by SuperHeroRalph on Sep 25, 2017
Sci-Fi & Fantasy

This is a Earth Day contest story. Please vote. * An old, bag lady takes a liking to a man who has shown her kindness. I'm the type of person who always reaches in my pocket to pass out spare change to homeless beggars. I don't think twice about it; I just do it. Not the best that I can do, it's the least that I can do. What is just loose change to me, ma...

My Late Night Subway Ride

by pink2468 on Sep 12, 2017
Exhibitionist & Voyeur

I was riding the subway late at night. I had left a friends house after having a few and decided to take the subway so I didn't have to pay for a cab. We had originally planned to go out clubbing, but ended up just hanging out at her place until late. When I got on the train there was just a couple, a homeless guy, and me. The homeless guy stared back and fo...