Story Fucking Homeless Stories

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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...

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...

"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...

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...

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...

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...

Without Remorse Ch. 04

by shandal on Sep 14, 2017
Novels and Novellas

This is a crime thriller with some romantic sex, and a smidgeon of violent non consensual sex and interesting by-play between various characters whom I hope you'll enjoy. Ten chapters long it follows the story of a group of people involved in an investigation into the serial attacks on homeless women. Definition of a Sociopath – someone unconcerned about t...

HOMELESS & HUNGRY

by Bondage4u on Apr 29, 2025

THIS STORY WAS REQUESTED BY A CERTAIN DEVIANT ON HERE, HE HAS A HUGE CRUSH ON JENNA ORTEGA! "Thank You, thank you so much sir” as he opens the door and allows the young, homeless urchin to enter his domain, “I promise you won’t be sorry you took a chance on me sir, I’ll make you very happy whatever you want or need me to do I am very obedient…what is yo...

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Perpetual Twilight

by kwchancellor on May 27, 2019
Non-Erotic

A Note To My Usual Readers: Although I have submitted up to this point nothing but erotic stories, I have always been more invested in the telling of stories more than the sex. Sometimes I think I succeeded, and sometimes I failed, but I always learned from my every attempt. In this story (a simple short story), I depart from my usual to write a non-erotic s...

Without Remorse Ch. 02

by shandal on Sep 14, 2017
Novels and Novellas

This is a crime thriller with some romantic sex, and a smidgeon of violent non consensual sex and interesting by-play between various characters whom I hope you'll enjoy. Ten chapters long it tells the story of an investigation, with many characters weaving in and out the story. Definition of a Sociopath – someone unconcerned about the adverse consequences...