Homeless Men Stories

161,225 results
Orientation
Length
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Infinite Scroll

A Favor for the Homeless Man

by Sugarrushwerewolf on Oct 24, 2018
Fetish

A husband and wife were eating at a Restaurant late one night when they were greeted by an older gentleman who happened to be homeless. Out of courtesy they allowed him to sit and talk with them. The man talked about all he places he had visited being homeless and how he lived alone and traveled alone. A wicked idea crossed the husbands mind and he decided t...

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 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...

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...

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...

Katie and Rex Ch. 01

by EmeraldSolitaire on Aug 24, 2020
BDSM

Katie DuMont is a beautiful, passionate, and intelligent woman. She has always considered herself an alpha female and a committed feminist from the early age she could see how patriarchy and the way it promoted false so-called "traditional gender roles" has caused so much harm and the most for the men who found themselves the losers of life, especially amon...

Homeless Heart

by sr71plt on Sep 14, 2017
Erotic Couplings

Almost. Getting there. This time. Oh, dear god, have him take me . . . there . . . this time! Panting hard, rubbing her clit to beat the band, concentrating on him moving inside her, she began to emit little yipping sounds. Tightening up, just . . . about . . . And then Kurt jerked and shuddered and rolled off to the side and stared up at the ceiling. "I ....

A Lawyer Becomes A Saint

by Samuelx on Sep 17, 2017
Non-Erotic

My name is Charles Havers Jameson. A tall, good-looking black gentleman with a body that both sexes can't help but stare at. I'm the man who's going to dazzle you with the story of his life. I'm a senior partner at Darwin & Jameson, one of the top law firms in the Boston Area. I love my job. Practicing law is what I do. The firm got started ten years ago. I...

The Millers Ch. 10

by CiaraSwallows on Sep 14, 2017
BDSM

The weekend arrived for our BDSM convention so we packed up the suv and headed to Downtown Detroit. Upon our arrival, we checked into our hotel and began to prepare for the first night of our convention. The hair on my neck stood at attention as I was dying of anticipation at the thought of being loaned out to strange Doms to be at their beck and call. Robb...

Bag Lady & the Retired Marine Ch. 05

by SusanJillParker on Sep 25, 2017
Erotic Couplings

Dave and Susan begin a beautiful friendship over breakfast. "Nice to meet you Susan Jill Parker. I'm Dave. Dave Ryan," he said offering her his big hand. Seeing her up close, as if seeing her for the first time, he saw her bloodied nose, her split lip, and the discolored, puffy mouse under her eye. His hero, she took as much of a beating as she gave. Those...