Homeless Girl Stories

197,464 results
Orientation
Length
Source
Infinite Scroll

Public Transportation

by ShaylaStriffler on Nov 6, 2018
Exhibitionist & Voyeur

With the lousy, icy weather we have been experiencing lately, I decided to ride the bus to get to and from work. No need to risk wrecking my car on the slippery roads. On my way home after work one night, things got a little more interesting. I had my heavy coat on over my white blouse and skirt, but it was really warm in the back seat of the bus on the rid...

Street Hooker Blues

by Deckard6969 on Sep 17, 2017
Celebrities & Fan Fiction

Escort Confessions II: Street Hooker Blues After the previous week's unexpected surprise, Harold has wasted no time sending over new attire for the new fantasy experience. Racquel excitedly opens the boxes and lays everything out on her bed, her pussy already soaked in anticipation. The first hint of what Harold had in mind: knee-high boots in cheetah print...

The Homeless Woman

by jackal1 on Sep 13, 2017
Erotic Couplings

She was standing at the corner of third and market. It was a foggy January morning in San Francisco. I was in town for a professional conference. Lowering the driver's side window of my rental gave me a better view of her. She held a "homeless, will work for food" sign. She was staring into the morning traffic and seemed oblivious of the falling rain. You co...

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...

A New Encounter

by MajesticLVR87 on Sep 14, 2017
Mature

A girl let's call her Wendy was a highly attractive college girl that was desired by every man in college she was homecoming queen of her high school but was far from what people would call a slut. Wendy was highly conservative and had a good head on her shoulders she also never really had much sexual experiences even though she had been curious about what a...

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...

Runner Girl Ch. 10

by DonnaBeck on Sep 18, 2017
Romance

Amy sat on the floor between John's knees watching TV as he played with her hair. "I can't believe you have to work on Thanksgiving," she said. "I don't have to, sweetheart, I want to. It's business as usual in the UK, and I get out of visiting my family." "I thought you said you love your sisters." Amy turned and met his eyes. "Don't you want to see them?...

Off the Streets

by AtomicPunk13 on Aug 30, 2017
Erotic Couplings

This is my first ever story, so please go easy on me. I first met Amy during late September of 2005 when here in the UK we were experiencing an Indian summer. I was going through a bad patch, to put it bluntly. I'd lost my wife Alice and unborn son in a car crash two years previous and following a brief spell of "throw yourself into your work", I was now...

A Christmas For Carol

by Erotica_Writings on Sep 17, 2017
Non-Erotic

Carol struggled with the Christmas tree that Miss. Collins paid her ten dollars to tie it on top of the car for her. Carol was so happy for it meant she would be able to eat a hot meal tonight. She lifted the six-foot tree over her head when suddenly she felt a sharp pain in her chest and left arm that knocked her to the ground, her eyes rolled into the back...

My Struggles with Trupti Ch. 01

by urbanslut on Feb 6, 2018
Exhibitionist & Voyeur

There I sat, naked and bound to a chair. The rope was tightly bound over my boobs, digging into my nipples, hurting them, making my massive boobs look like four globes instead of two. A rope ran over my crotch too, digging into my labia, rubbing against my clit, creating a painful yet pleasant sensation. Trupti stood a few feet away from me. Also completely...