Homeless Teen Stories

13,788 results
Orientation
Length
Source
Infinite Scroll

Hear no Evil

by R410a on May 11, 2020
Romance

This story is the result of a request featuring a deaf homeless woman. This is more story than sex although the two main characters do finally reach that end. Anyone engaged in sex is 18 or older * Hear No Evil I was washing the sidewalk in front of my produce store just as I had thousands of times before, a store that had been started by my Korean grand...

Solace & Rosanna Ch. 20

by Alacia on Sep 13, 2017
Novels and Novellas

2003: The homeless woman stared up at Solace’s window. Her bony fingers lightly gripped the handles of her ancient shopping cart, which contained her entire life. Her eyes blazed with determination. She wore a tattered tee-shirt with the phrase “Isn’t It Ironic?” emblazoned in large, red letters. Surprisingly, her jeans and sneakers were in relatively good c...

Just Another Sunday Afternoon

by fantasex13 on Sep 19, 2017
Erotic Couplings

As usual, this morning, my wife, and I woke up to the sun shining in our bedroom, the sounds of birds welcoming the new day, and had really great sex as she screamed thank you, thank you, thank you, thank you! This has been our Sunday morning ritual for the last six years. After she has had an oral orgasm, where she screams Alleluia, and then a fucking tha...

Dreamboat Ch. 01

by SleeperyJim on Dec 18, 2018
Novels and Novellas

Usual standard declarations about age, etc. apply here. I like writing long stories, and this one drifted into becoming a novel-length story in the planning. I've dropped the first couple of chapters in to test the waters, so I hope you like it (no sex in the first chapter though – it takes a while to set things up). It covers a multitude of genres, so hope...

Bag Lady & the Retired Marine Ch. 02

by SusanJillParker on Sep 25, 2017
Non-Erotic

Dave hates noise. Wanting the noise to stop and wanting everything to be quiet, Dave just wanted some peace. As if her scream was meant for only him to hear and as if the woman's distant scream was amplified and played through a speaker in his ear, her scream was deafening. Assaulting his senses, Dave came to action. With the vision of a marching band and a...

Halloween Help Earns Second Chance

by PositiveThinker on Sep 14, 2017
Erotic Couplings

"Trick or treat! Trick or treat! Trick or treat," dancing around her and taunting her in a wild melee of mean spirited activity, disguised in Halloween masks, the four teenage boys screamed their hatred at her. I was stunned. I couldn't believe my eyes. It took me a second to react to what they were doing and to what I was seeing, before I went into action....

The Lost Boy Ch. 15

by DamienDeath20 on Aug 21, 2018
Transsexuals & Crossdressers

A.N. O.O Hello all here's chapter 15 be happy I'm getting back to work now okay bai!! Lol in all seriousness guys I'm crazy busy right now typing away to bring more chapters of all my stuff, but I hope you enjoy this chapter! It's a little more story oriented but there's still some sexiness, so you can get minor fapping in there! Lmao The Following Con...

It's Lonely on the Streets

by ZombieGirl86 on Aug 31, 2017
Erotic Couplings

Brittany was a straight-A student in her junior year of high school. She was already looking at colleges and planning her academic future. She had a good shot at whatever university she wanted. Her GPA was high and she was active in multiple extracurricular activities. She even helped out at the local homeless shelter every Friday night. She'd been working...

The Homeless Films

by storywriter2018 on Dec 15, 2020
Exhibitionist & Voyeur

It all started whe I noticed a young homeless couple. I saw them on the side of the road with a sign asking for food. I noticed they were both fairly young and in decent shape but were dirty looking. I thought about how a couple that young shouldn't be on the streets and I wished I could get them a room or something. That sparked an idea. I've always had a v...

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Dark Horizons: Laura Ch. 10

by LeMondial on Sep 16, 2017
Interracial Love

Laura had returned to the servant quarters after confessing to Mistress that she had allowed herself to be bred by Dr. Smallwood, the Jackson family's best friend and a founding member of Africa Rising. Mistress had reacted in a strangely calm manner, but intimated to her that there would be severe repercussions for her infidelity to her master. Before Mistr...