Homeless Men Stories

161,225 results
Orientation
Length
Source
Infinite Scroll

The Homeless Obsession Pt. 01

by Deckard6969 on Mar 2, 2020
Celebrities & Fan Fiction

A trophy plaything for a wealthy Manhattan businessman takes an unexpected slip from life's pedestal when she finds herself underneath a homeless man -- but discovers it is just where she needs to be! Racquel Darrian had grown tired of being an objectified fashion model -- it was such an empty existence. Something had to change, but what? Her uber-rich boyf...

Cleaning Cans and Bottles Topless

by SusanJillParker on Sep 19, 2017
Mature

Bag lady earns more money on bottles and cans on Earth Day than she ever imagined she would. Walking with her head down and avoiding eye contact while trying to remain inconspicuously anonymous, the bag lady pushed a wobbly wheeled shopping cart down the alleyway. With the noisy cart heralding her approach from one hundred yards away, as if moving a canon t...

Do You Wish You Were Rich?

by SusanJillParker on Feb 7, 2018
Reviews & Essays

As if your vote is my applause, please vote. * There's no one here but us. Tell me. Do you wish you were rich? If you're not already rich, do you wonder why you're not rich? Why "them" and not "you"? Listed below are SusanJillParker's miscellaneous ramblings of things that are not right and/or not fair with the biggest issue being money. MONEY. M-O-N-E-Y....

Disguises

by Xabrian on Sep 13, 2017
Romance

Hi guys, this is my first story, and hopefully not my last. I have yet to decide whether to continue this story or leave it as is, I left it open ended. Your comments will decide whether to continue or not. I would like to thank my wife for her editing. She is not a member, but is a great support. Enjoy. April 30, 1972 Heather Brookes looked up from wher...

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...

Without Remorse Ch. 07

by shandal on Sep 14, 2017
Novels and Novellas

This is a crime thriller with romantic sex, and a smidgeon of violent non consensual sex and interesting by-play between various characters whom I hope you'll enjoy. Definition of a Sociopath -- someone unconcerned about the adverse consequences for others of one's actions and with a total lack of moral compass. * Ben sat rubbing the back of his neck whil...

Menage a Trois Ch. 02

by Bluepen451 on Sep 12, 2017
Novels and Novellas

In the morning I was still horny, but Sandy was gone, having left early to return to the "Apocalypse on Wall Street," as we had taken to calling it. I wished that Sandy had hung around for breakfast, and maybe another quick romp in the sack or even a whole morning in the sack. That's how horny I was. But I didn't let it depress me. I was in a good mood. The...

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...

Continue The Legacy

by BOSTONFICTIONWRITER on Sep 16, 2017
Novels and Novellas

Wealthy lesbian woman befriends and helps a homeless woman. They called her the cat woman, albeit she only had three cats. Maybe, they called her cat woman because she fed stray cats and a cat or two always lingered by her back doorstep meowing for her attention and affection, hoping for some food, too. Her name was Jenna Charles. Ever since her long-time...

Who is the Writer, SusanJillParker?

by SusanJillParker on Sep 13, 2017
Reviews & Essays

An up close and personal look at the writer behind the stories. I've been busy writing, since I joined Literotica on January 1, 2007 and before, of course. I started writing, when I was 13-years-old. Graduating magna cum laude with a 3.65 grade point average, I received my bachelors degree in English from Northeastern University in Boston in 1999. I nearly...