Homeless Gangbang Stories

7,774 results
Orientation
Length
Source
Infinite Scroll

Poke-Her-Night

by silkstockingslover on Sep 12, 2017
Loving Wives

NOTE: This is another story written by request for a married couple. NOTE 2: This story includes bondage so if that is a turn-off stop reading now. * Craig was at home working on a budget proposal on his computer when it crashed. He cursed, but was happy that he had recently saved his work to his USB. As he wondered how he would finish this without going...

My Wife as a Streetwalker

by ttor 50 on Sep 17, 2017
Loving Wives

I came home from work excited about our night out. We were going to celebrate our twenty-fifth wedding anniversary. My wife met me at the door in a short red dress that was very low cut in front and plunged in the back nearly to her but crack. She told me we were going to live out my fantasy of her being a streetwalker as anniversary present. I immediately...

April Porter, An Agent's Civic Duty Pt. 01

by usernamenotworthy on Jun 15, 2020
Interracial Love

Sitting alone in a surveillance van on the streets of Baltimore was not DEA agent's Miss April Porters version of a good time. April is a member of an ongoing task force in Baltimore comprised of Local police, FBI, and DEA. The task force was 10 months into an 18 months investigation to gather evidence and bring indictments again a sizeable criminal organiza...

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...

Sandra and Stevie Ch. 69

by Goodhusband on Sep 19, 2017
Loving Wives

Note: This story is the sixty-ninth installment in a series entitled "Sandra and Stevie". If you have not read the previous sixty-eight episodes of this series, I encourage you do so before beginning this chapter. This is a dominant wife humiliates submissive husband story. That is the kind of story I write. If you do not enjoy these types of stories, I str...

Racquel Darrian: Ultimate Challenge

by Deckard6969 on Sep 13, 2017
Celebrities & Fan Fiction

Racquel Darrian's Ultimate Fantasy III 1999: Racquel has been waiting at a street-corner off of Sunset Boulevard for almost half an hour. Pervs have been driving by slowly, eyeing her as a street-hooker -- it is 9pm after all. Her pussy has been getting wet thinking about the quick money should could shake off the street when her limo finally pulls up. Ra...

Dolly

by clairepenn on Sep 12, 2017
Sci-Fi & Fantasy

This woman was the perfect target, blonde, attractive, young and walking alone down a dimly-lit street. Dirk wondered if she'd heard about him--the stories of his conquests had been splattered in the papers for weeks--and if she did, how dared she walk down HIS street? He hadn't seen a lone female here for over a week and his cock was killing him. Dirk's dar...

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...