Homeless Stories

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Homeless

by 2fast2quick on Sep 13, 2017
First Time

I sighed, pulling on my jacket. It was another cool, windy day. I stepped out of my house, locking it behind me slowly before I stepped along to the beat of the music blasting through my headphones. I began a slow walk down my road, to a little burger shop I liked. It was a family-run business, and they were good. I started to think about what I wanted to bu...

Homeless

by Zeb_Carter on Mar 6, 2018
Mature

This is a copyrighted work by Zeb_Carter and is not to be duplicated or copied, in part or in whole, to other sites without the explicit authorization from the Zeb_Carter. * I was on my way to the gym when I saw her again. She was young. She was standing in the middle of the median of the street with a sign. The sign said she was homeless and was asking fo...

Homeless Man In My Locker Room

by Phallux on Sep 12, 2017
Erotic Couplings

It's the start of another school year at Goodyear High School for me after a long summer of waitressing at the local ice cream shop. I've always wanted to be a cheerleader, ever since I was about 5 and went to my first football game in town and saw all the beautifully dressed girls doing acrobatics and waving their pomp-pons. My mom promised me, "One day, Na...

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 ....

Homeless Alone

by CoronetConversion on Sep 15, 2017
NonHuman

"Please have pads..." Josey whispered under her breath as she tried to pick the lock. Usually she just forced her way in, but the police seemed to be tracking her movements, and there was no way she was going to give them any more evidence if they did catch her. An owl hooted, and the car in the driveway of the house she was trying to break into pulled away....

Homeless & Found

by Selena_Caddle on Sep 17, 2017
BDSM

It's a cold Friday evening. Thirty-six year old police officer, Jessica Carson is working the graveyard shift with her new partner John, a twenty-three year old guy called Martin. It's his first night on the job. Jessica has medium length blond hair and green eyes. She is five foot seven, a little over weight but carries it well. Meanwhile a young eighteen...

Homeless Pretty Woman

by Squishmitton69 on Mar 12, 2019
Mature

Just another Wednesday night, going home after work as the sun is setting. Life has become boring. I go to work selling insurance, get in my Honda, go home and masturbate. My name is Jarrod and I'm a 24 year old man. I'm very tall but average looking. I'm able to pick up girls at the bar but lately that's gotten boring. I've been looking for a little excitem...

Homeless Girl

by SylvanusSilvertung on Jun 25, 2019
Group Sex

As it turned out she was sleeping in the woods in a little tent she'd put up there. We couldn't have that and invited her in. I think she was happy to have hot food and the chance to shower. We got her clothes in the washer, and not having any women's clothes she wore Eric's robe. I think all five of us were a bit starved for female company because we all s...

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...

alone no more

by homelesscorey on Apr 29, 2025

MeI'm a man that is truly alone with no family or children. all I really desire is a female version of me. one that loves giving and receiving sexual pleasure to men, women, and groups. All while putting the two of us first. All others being for either ours and/or there pleasure.a woman that like me seeks to put true honesty and pleasure in all areas of life...