Homeless Man Stories

241,539 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...

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...

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...

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 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...

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...

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...

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 ....

My body is not for myself anymore!

by galacticgirl28 on Sep 26, 2017
Fetish

Its strange. I woke up one day and found my clothes torn, especially at my leggings where there was a huge hole at the center of my crotch, my underwear was wet too. My boobs were so sore and my nipples hurt so bad. When I lift my shirt up, my bra was gone! There were teeth markings and lipstick smudges all over my boobs. Even though I couldn't remember, I c...

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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...