GayDemon's Stories: On this page you can find erotic fiction where you can read about meeting and having gay sex with homeless guys listed by date.
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.
Topics: Piss, Handjob, First Time, High School, Seduction, Twink, Virgin, Redneck, Homeless, Blond, Blue Collar, Coming of Age, Kissing, Cum Eating
Nathan is thrown out of home so is homeless. He meets up with guys to stay with until moving onto the next.
Topics: Group Sex, Romance, Homeless
I come out to my parents, but they don't think I can be gay if I hadn't had gay sex. I take that as a challenge. Who can I have sex with the fastest?
Topics: Rough Sex, Coming Out, Homeless, Domination
Luke gets into a scandal and hits rock bottom. How will things turn out for our hot young star?
Topics: Anal Sex, Prostitution, Jock, Outdoor, Breeding, Bareback, Grandpa, Chub, Homeless, Age Difference, Submission, Fucking
Gil learns why he serves the homeless on Xmas Eve.
Topics: Fiction, Romance, Homeless, Christmas
Winter is coming and homeless Craig seeks warmth.
Topics: Anal Sex, DP, Homeless, Hispanic, Gardener
The day I finally got a trouble maker to bed and had my way with him.
Topics: Feet, Homeless, True Story, Fucking
Len an old man spots handsome Simon begging on the street and takes him home for some sexual fun
Topics: Daddy, Cum, Bareback, Oral & Blowjobs, Homeless, Age Difference, Fucking
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.
Topics: Twink, Homeless, Boyfriends, Love
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.
Topics: Anal Sex, Big Dick, Hairy men, Sloppy Hole, Outdoor, Bear, Armpits, Underwear, Smells, Homeless, Age Difference, Anonymous, Blond, Young Top, Raunchy, Fucking
Rescuing Michael from the street paid off.
Topics: Feet, Homeless
Finding common ground in a Christmas date.
Topics: Anal Sex, DP, Interracial, Homeless, Hookups & Dates, Christmas
Everyday to work I would see the same homeless pitching quite the tent in the morning from sweat pants
Topics: Crossdressing, Big Dick, Interracial, Sissy, Homeless, BBC
3 short encounters, yet to develop
Topics: Feet, Homeless, True Story
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.
Topics: Anal Sex, Face Fuck, Oral & Blowjobs, Homeless
A hot summer time encounter with my neighbor’s brother
Topics: Feet, Twink, Homeless, True Story
Dueling obsessions rage between young man and black L.A. cop.
Topics: Black Men, Anal Sex, DP, Cop, Relationship, Interracial, Homeless, Redhead
Homeless boy becomes our paid houseboy and fucktoy.
Topics: Threesome, Bathhouse & Saunas, Homeless, Gangbang, Mature Men
Manufacturing dildos, The plight of slaves, The Hameed business model, Slave's future -- and his collar.
Topics: Dildo, Abduction, Mystery & Crime, Master & Slave, Homeless
Having experienced poverty himself, Ezra offers Aaron, Mayo and Aidan a better life. But is it?
Topics: Black Men, Anal Sex, Big Dick, Group Sex, Prostitution, Interracial, Twink, Homeless
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.
Topics: Fiction, Romance, Priest, Relationship, Homeless
The feelings between Patches and Vicar Josh reaches breaking point in this episode!
Topics: Fiction, Romance, Priest, Homeless, Love
The continuation of Slender, the homeless beggar's journey to becoming a top model in a ad agency, and Max, the married ad exec's attraction to him. He looks pretty good with his shirt off...
Topics: Fiction, Romance, Homeless, Love
The continuation of Josh, the Vicar of the small, rural village and his insane attraction to Patches, the homeless beggar.
Topics: Fiction, Romance, Priest, Homeless, Love
A hotshot married advertising exec gets turned on by a sexy ass homeless street beggar, leading to the latter becoming a model!
Topics: Fiction, Romance, Homeless, Love
A vicar living in a small, rural village falls in love with a homeless beggar.
Topics: Fiction, Romance, Priest, Homeless, Love
Last year I faced several months of homelessness. I failed to depair though, for I found love in the grungy shelters, took care of my body the whole time, discovered myself, and eventually found my way back home.
Topics: Threesome, Romance, Interracial, Drugs, Homeless, Boyfriends, Love
A young gay guy becomes homeless and while in a camp gets used and abused by an older straight man.
Topics: Straight Men, Forced, Homeless, Age Difference
Met a homeless straight guy and fulfilled his wild foot fantasy
Topics: Straight Men, Feet, Homeless
Driving long distances can be lonely. Here's a tale of a driver picking up a little friend on a dark highway and teaching him how to be a good cock sucking sissy. Gas, Grass or Ass, nobody rides for free.
Topics: Anal Sex, Crossdressing, Forced, Daddy, Sissy, Hitchhiking, Virgin, Homeless, Slave Training, Fucking