Rischerd Takes In A Homeless Man (ch. 2)
By LaRoux1965 18 Aug 2026
Rischerd and Zach go into town to buy Zach new clothes and electronics. Zach decides he wants to experience sucking Rischerd’s cock, and it leads to more.
Gay Homeless Sex Stories
GayDemon's Stories: On this page you can find erotic fiction where you can read about meeting and having gay sex with homeless guys.
Rischerd Takes In A Homeless Man
By LaRoux1965 17 Aug 2026
Rischerd meets Zach, when he saw him holding a *Will Work For Food* sign at an intersection by Walmart when he was leaving after buying groceries and takes him home.
Behind the Feed Store
By Tyler Calloway 31 May 2026
Noah is the assistant pastor everyone trusts. Sawyer is the tattooed troublemaker everyone warns him about.
Bits and Pieces: A Rossford Book (ch. 15)
By Chris Lewis Gibson 9 Apr 2026
Paul arrives in California, and all is not well.
Freezing Rain Predicted
By Danny Galen Cooper 4 Nov 2025
Phillips sees a homeless man in desperate need. The police tell him not to, but he takes him home anyway.
Wolf in the City (ch. 15)
By Laura S. Fox 2 Jun 2025
Danny tries his hardest to tell himself what happens is just sex... Ryder doesn't think it's just that.
My dirty trip to NYC
By Sluttyfemboy 9 May 2025
A horny femboy lives out their sexy fantasies In the big city
Fantasy fulfilled, or nightmare realized
By Dirty_Thoughts 28 Mar 2025
Fantasy fulfilled or nightmare realized, closet crossdresser gets more than they bargained for...or did they.
Transformation of Tarun into a fag
By Tarun 11 Mar 2025
Hi This is a story about how a rich handsome jock turned into toilet fag and a cheap whore for homeless and beggars.
Goth Twink Punk Breeding (ch. 2)
By Mr.X 3 Feb 2025
18 year old Luke and Dillon share virgin anal sex, fisting and lovemaking. The inside of the tent is covered in semen-man-cum. They reveal their love for each other. They commit as spouses an become partners in the company. They delve into BDSM parties with 18-year-old men. Caleb, a homeless young man, is 18. His life is heartbreak; he is Gorgeous
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After Forty
By Adam S 14 Jan 2025
Benjamin is found huddling in a lane homeless but he changes his savour's life.
Bobby and The Two Santas
By Del Crane 12 Nov 2024
I had spent the night in the tent of a well-muscled, older homeless construction worker. He had let me stay, as long as I agreed he could fuck me all night long.
How I Got My Revenge (ch. 52)
By Derek D 16 Aug 2024
As Josh prepares to come out to his parents, the other guys rally to support Tim. The Summers, Chris' parents help, and they contact a social worker from the south that Chris had been informed about, Mrs. Elkins (c) (From the series The Village by Li'l Guy) (Character used by permission).
Taking in the Twink
By Mr.X 15 Aug 2024
Jake saves a homeless 18-year-old Twink punk from street life, only to realize they were schoolmates. It will become a very romantic relationship between 2 young men delving into their private gay BDSM.
Streets to Sheets (ch. 3)
By Pothos Scout 5 May 2024
A young naive, recently homeless twink is taken in by a houseful of young sex workers who offer his security in exchange for being their sex slave.
Streets to Sheets
By Pothos Scout 19 Apr 2024
A frightened young twink, who finds himself recently alone after being kicked out of his house, reflects on his first time with a charming redneck jock boy from his small hometown.
Stay Over
By Adam S 26 Mar 2024
Nathan is thrown out of home so is homeless. He meets up with guys to stay with until moving onto the next.
College Stud Laying Under to Get On Top (ch. 5)
By PrimeOptimal 30 Dec 2023
Luke gets into a scandal and hits rock bottom. How will things turn out for our hot young star?
Christmas Eve Homeless Dinner
By Habu 23 Dec 2023
Gil learns why he serves the homeless on Xmas Eve.
Leaf-Blower Service
By Habu 2 Oct 2023
Winter is coming and homeless Craig seeks warmth.
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Messi
By PPP343 18 Sep 2023
The day I finally got a trouble maker to bed and had my way with him.
Old Man Picks Up Begging Youth From The Street
By Prikz 28 Jul 2023
Len an old man spots handsome Simon begging on the street and takes him home for some sexual fun
Nowhere To Go
By Plamenarski 19 Jun 2023
Once upon a time, in the bustling city streets, there lived a young and wealthy man named Alexander. At the age of 22, he had inherited a vast fortune from his family and lived in a grand mansion nestled in the heart of the city.
Three by the Creek
By Phaggotry 21 Mar 2023
A curious nineteen-year-old plays "son" to an older homeless man under a bridge and two strangers in a park john near a local creek.
Michael
By PPP343 25 Jan 2023
Rescuing Michael from the street paid off.
Ding-Dong Blind Date
By Habu 21 Dec 2022
Finding common ground in a Christmas date.
Cd curious of what a homeless man is packing
By Famsammie 19 Dec 2022
Everyday to work I would see the same homeless pitching quite the tent in the morning from sweat pants
A bundle
By PPP343 29 Sep 2022
3 short encounters, yet to develop
Homeless
By rustyfella 28 Sep 2022
I passed a scruffy guy on a park bench. I had just pulled open the chips and started munching as I walked. For some reason I locked eyes with the guy. His eyes looked at the chips in my hand with longing.
Tiny Nose
By PPP343 24 Sep 2022
A hot summer time encounter with my neighbor’s brother
Green-Eyed Ginger Fetish
By Habu 12 Sep 2022
Dueling obsessions rage between young man and black L.A. cop.
Life's journey (ch. 28)
By JohnAnthony 6 Aug 2022
Homeless boy becomes our paid houseboy and fucktoy.
Together
By Adam Stewart 12 Jun 2022
Having experienced poverty himself, Ezra offers Aaron, Mayo and Aidan a better life. But is it?
Patches (ch. 4)
By LiciousRyan 10 Jun 2022
Problems starts to arise between the two men as Vicar Josh's childhood love interest Tommy makes his shocking return! They finally admit their true feelings to each other before Patches gets a makeover.
Patches (ch. 3)
By LiciousRyan 31 May 2022
The feelings between Patches and Vicar Josh reaches breaking point in this episode!