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.
Harrison feels like this thing with Jack will go places. He wants to share his newfound riches with the boys he considers his family - Blaze and Lucas. Lucas is ecstatic. Blaze is skeptical.
Topics: Big Dick, Twink, Oral & Blowjobs, Sex, Homeless, Age Difference, Fucking
This was a moment in my life I was, at first, not so proud of. Some guys I knew got together at a hotel and partied. We got drunk, and on a dare, I was told to seduce a homeless guy near the hotel (we could see him from our room) and bring him back him and suck his dick. He was a stocky black man, so I was definitely attracted to him. Afterwards I felt guilty about using his unfortunate ...
Topics: Anal Sex, Group Sex, Homeless
Jack slowly finds himself getting hooked on Harrison as Harrison finally gets closer to getting Jack in bed.
Topics: Twink, Homeless, Age Difference
Harrison and his friends are homeless boys living in a tent city in Washington, DC. Life changes for the boys when they meet a generous billionaire who falls for Harrison.
Topics: Fiction, Twink, Homeless
I agree to give a homeless young man a hair cut and next thing I know he's made me his bitch
Topics: Big Dick, Cum Dump, Bareback, Master & Slave, Homeless
Wyatt helps the young guy homeless, but at a price.
Topics: Anal Sex, Prostitution, Car, Oral & Blowjobs, Homeless, Control, Sailor
"Jorell" - The black homeless reveals the shattering drama he was forced to live years before and the reason for his terrible self-punishment. Moved by the man's tale, Beau invites him to join the Cove. Jorell finally gives to LaShawn what he'd been waiting for long. Beau is restless, because feels attracted by Joe (and his humongous cock), but Barry will find a way to soothe his anxiety...
Topics: Homeless, Domination, Fucking, Cock Cage
In the pitch-dark room, Rowan does an excruciating act of devotion to Barry. In the morning, Beau announces his intention to fully renovate his old house, Rice-Duncan Mansion, and asks for help to the men of the Cove. While visiting the house, Alex and Barry rescue a homeless and his boy from a gang of homophobic thugs, whose leader is then punished by Alex in a way that he'll never forget...
Topics: Homeless
I never though i would go true with it but once i was in it I loved it - taking a black homeless guys cum load
Topics: Black Men, Anal Sex, Homeless, True Story
Andrew drives across the country for a new job that doesn't exist. Homeless and jobless, he takes the first employment he's offered.
Topics: Anal Sex, Relationship, Homeless
I realize a long-time fantasy, and what a surprise I got!
Topics: Homeless
Sex with the phone repair guy, a semi homeless cutie, and a guy I nicknamed Pumpkin
Topics: Poppers, Big Dick, Gloryhole, Twink, Homeless
Sex with Jon continues and escalates.
Topics: Anal Sex, Rimming, Locker Room, Oral & Blowjobs, Homeless
After taking Jon into my home, I find myself more and more attracted to him even thought I know he is straight.
Topics: Anal Sex, Sportsmen, Oral & Blowjobs, Homeless
I try and help out a homeless ex-military guy but what will be the outcome?
Topics: Military, Homeless
A young homeless guy picked up and taken home by a man with secret in Albuquerque.
Topics: Anal Sex, Construction Worker, Relationship, Bareback, Homeless
My name's Peter but my friends call me Pete. I am 18 years old but I failed two grades so I'm only a junior in high school. I've known for awhile that I was bi leaning toward men. Dug, my best friends father, isn't good looking but in this story I discover "features" that say otherwise.
Topics: Anal Sex, Big Dick, Masturbation, Friends, Oral & Blowjobs, Homeless
I saw him on the street, barely eighteen if that, holding a sign saying he was homeless.
Topics: Anal Sex, Oral & Blowjobs, Homeless
Kyle had been drinking beer enjoying watching the two boys he'd brought with him to the party splashing around in the pool.
Topics: Anal Sex, Sportsmen, Oral & Blowjobs, Homeless
The office was empty, the front door was locked and I sat staring across the desk at the most awesome appearing cock I'd ever seen...
Topics: Anal Sex, Sportsmen, Oral & Blowjobs, Homeless
The alarm went off and the news came on the clock radio sitting on the nightstand in Kyle's bedroom for the second time.
Topics: Enema, Sportsmen, Oral & Blowjobs, Homeless
Kyle was bored and somewhat depressed as he shuffled across the parking area towards the ticket office of the multi-screen indoor theater...
Topics: Sportsmen, Oral & Blowjobs, Homeless
Mark, Luke, and Tony embark on a project so that the Marines and young homeless can make extra money.
Topics: Military, Homeless, Marine
I had always liked my men clean but yet manly smelling. Suddenly, things changed and I craved sex with the raunchy homeless guys on the street.
Topics: Anal Sex, Hairy men, Smells, Oral & Blowjobs, Homeless, Raunchy
Luke saw his mother and brothers. We returned and thought everything was well when tragady strikes.
Topics: Brothers, First Time, Military, Oral & Blowjobs, Homeless, Marine
Luke had introduced me to gay sex and I loved it, but what would be next. Was I falling in love?
Topics: First Time, Military, Homeless, Marine
Luke had introduced me to sucking and I loved it but what could lay ahead in the next lesson.
Topics: Anal Sex, Hairy men, First Time, Military, Homeless, Marine
Whenever I passed the intersection, I saw the homeless ex-Marine with his sign on the corner. He was damn nice looking and i felt sorry for him and I found myself driving by even when not necessary just to get a look at him. But why? Hell, I was straight.
Topics: Hairy men, First Time, Military, Homeless, Marine