Old Homeless Stories

176,299 results
Orientation
Length
Source
Infinite Scroll

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...

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...

The Empathetic Girlfriend

by StudStory on Sep 13, 2017
First Time

Greg and his girlfriend Yuna were driving back from a movie when their lives changed forever, although neither knew it at the time. They were returning from a romantic movie although neither could explain the plot. They made out during most of the show and Greg hoped to have sex with Yuna after they got back to her apartment or at least get to third base. Th...

The Slut Truck

by slutluva on Jul 24, 2018
Group Sex

A regular Jordan fucker, Taylor, a carpenter friend of ours, modified one of his ex-work vans to be a mobile glory hole toy. So far the only slut that's used the slut truck has been Jordan. Then again Taylor does come around Jordan's work with the van and his apprentice to fuck her during the week. Some weekends Taylor has to stay home with his wife so Jord...

Do The Dog Ch. 02

by Gkann on Sep 16, 2017
Novels and Novellas

WARNING: This novel contains explicit language, violent situations and graphic sexual references throughout. ***** Raheem Ford, back in his hometown of Ottawa after spending a few years in Calgary, meets the sensual but tough talking Amira Cruz while staying at a homeless shelter in the city. Despite clashing violently when they first meet, they soon emba...

The Cafe

by Wulfwinter on Sep 12, 2017
Erotic Couplings

All names and characters contained herein are fictitious and do not intentionally relate to any person, either living or dead. This story is a work of fiction, a fantasy -- so read it with a grain of salt and an open mind. All characters are at least 18 years of age. Voting and feedback is greatly appreciated, especially positive feedback and frequent "fives...

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...

Little Daddy Lover

by AbusedBoy on Oct 25, 2017
Fetish

You wake up, yawning. Another day, you think to youself. You look around your room, your vision still blurry. You sigh, you're so tired of waking up alone everyday, in the same damn room. There's no fun in that! You press yourself against the mattress, enjoying the comfy, warmy feeling. This is heaven, you think, and feel like you're almost falling asleep ag...

Open in Reader

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...

Doctor Bitch Ch. 1

by Stormbringer on Sep 19, 2017
Interracial Love

Katherine pushed down on the horn of her BMW, waiting while the old fart with the handicapped tag tried to parallel park. People on the street were staring at her, until she let go of the horn and sped off down the road. She resisted the urge to give the old guy the finger as she passed his car. Katherine was having a bad day, but then most days sucked. The...