The Stereotype Ray
By AstroGuy42 10 Jun 2025
A cat burglar steals the fabled Stereotype Ray and tests it on an unsuspecting townsman.
Gay Age Difference Sex Stories
GayDemon's Stories: On this page you can find erotic fiction where you can read about sex between men with a age difference, inter-generational younger and older together.
Bending Eli
By Broken Boundaries 9 Jun 2025
I'm Eli, an 18 year old university freshman. I join the school's gymnastics team in search of something new but find myself caught in a world of lust, dominance and kink that I never expected when I become entangled with my sexy Assistant Coach, Casper, all while hiding things from my equally sexy, straight, roommate, Mason.
Used and Bruised by Daddy and Dean
By Evan J. Xavier 9 Jun 2025
Levi’s stepdad and his best friend don’t just share beers—they share him. First in the living room, then in the back of a truck on a dark country road, Levi is used, stretched, and made to beg for more. Passed between two dominant men, he becomes their dirty secret… and he never wants it to end.
Pretty in Pink (ch. 5)
By Prettyboy 7 Jun 2025
Jackie loves her Keds and hi top pink Chucks. She lives with Jim and wears pink leather shorts that are a turn on for Jim. They enjoy some hot sex together enjoying the pink shorts and boots
The Acquisition: A Record of Compliance, Pleasure & Ownership (ch. 10)
By Broken Boundaries 7 Jun 2025
What began as a quiet night quickly turned feral when Sean dragged Blake from his sleep for a rough, relentless use of his body. Caged, exhausted, and aching in places he didn’t know could ache, Blake learned what it meant to be kept, woken for a purpose.
The Office Boy
By 243907 7 Jun 2025
The start of my working career
The Office Boy (ch. 2)
By 243907 7 Jun 2025
More sex in the office, and I work on my relationship with Ash
Summer Daddy
By Bigmac2 6 Jun 2025
After coming back home from my first year of college I get a job offer that I can't refuse.
The Soliciting Solicitor (ch. 5)
By Dave Alexander 5 Jun 2025
I quit work, do some more backpacking, enroll in a Masters degree, and pay for it all by doubling down on my sex work, with clients old and new.
The dynamic of the Bulls (ch. 9)
By BB_33 2 Jun 2025
Connor has his last swim meet of his high school career causing both him and his dad to become pent up. His dad, Jeff, coach’s and cheers him on, but the real award takes the pace once Connor crosses the finish line.
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The Soliciting Solicitor (ch. 3)
By Dave Alexander 2 Jun 2025
In 2020, my work life and hustling got screwed up by COVID and lockdown, so I had to resort to risky ways of making some extra cash. In the process, I found myself in debt to a local thug who let me may off the loan with my bod.
The Acquisition: A Record of Compliance, Pleasure & Ownership (ch. 9)
By Broken Boundaries 1 Jun 2025
Blake learns new elements of expected ritual during his weekend at Sean's apartment with a new level of exposure, humiliation and service.
First Time
By Prettyboy 31 May 2025
Jack has always been turned on my boots and leather and is attracted to men wearing them. He goes. to leather bar where he meets Jim who initiates Jack into gay sex.
The Soliciting Solicitor (ch. 2)
By Dave Alexander 30 May 2025
I settle into office work with a sideline in hustling and see numerous clients with different needs and desires...
Pretty Boots (ch. 3)
By Prettyboy 26 May 2025
Jimmy begins each day using his pretty boots to get off by sucking them and fucking himself with his boot. John loves to watch Jimmy having fun and get hard watching him so he needs fuck Jimmy in his pretty boots.
The Acquisition: A Record of Compliance, Pleasure & Ownership (ch. 8)
By Broken Boundaries 26 May 2025
Sean invites Blake to spend a weekend at his condo but Blake learns the consequences of failing service to Sean early on in the visit in "The Mistake"
The Holiday Camp (ch. 3)
By 243907 24 May 2025
My sex life in the holiday camp
The Acquisition: A Record of Compliance, Pleasure & Ownership (ch. 7)
By Broken Boundaries 23 May 2025
Blake is still reeling from his experience at Sean's condo when he receives a text at the office demanding service from Sean on site...
The Duck Pond Needs Clearing
By Borehamwoodman 22 May 2025
Steve gets a job for the summer on Larry's farm, which has a duck pond full of duckweed that needs clearing. Wearing only his tighty whities, Steve wades into the water and commences his work, much to the delight of Larry, who admires the young man's form.
My Daughter's Himbo
By Clark Wayne 21 May 2025
A cop's daughter brings home her himbo boyfriend to meet him for the first time.
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My high Black Leather Docs
By Prettyboy 21 May 2025
Jack likes to top and bottom. When he tops he wears his high black laced Docs. Jimmy is a submissive twink that likes being fucked by a man in high black boots.
The Holiday Camp (ch. 2)
By 243907 20 May 2025
My continuing educatio at the holiday camp
A Ride Home
By Clark Wayne 19 May 2025
A handsome older man comes to terms with being a sub to a much younger college student.
Saving The Twink and ... (ch. 2)
By Mr.X 18 May 2025
Carter gets his fuck on the spanking bench and more than he bargained for after learning a guy can have an orgasm just from rimming. He will Double Fist Ethan to a fantastic cum as they drench each other in a waterfall of man cum.
Back To School
By Theo 17 May 2025
Carl went back to his old high school as a teacher and rekindled a friendship. The friendship with the older man turned into much more.
Jesse’s Encounters with Older Men (ch. 4)
By ajay 16 May 2025
Jesse teases his friend’s dad into fucking him slow, deep, and filthy — while the rest of the party carries on just outside.
Pretty Boots (ch. 2)
By Prettyboy 16 May 2025
After a hot fuck in his pretty white Nike boots with pink swoosh, Jimmy hooks up with John wearing his gorgeous brown cowboy boots for some more fucking.
The Holiday Camp
By 243907 15 May 2025
Young gay man having sex in a holiday camp
Pretty Boots
By Prettyboy 14 May 2025
Jimmy loves his pair of hi top white Nikes with the pink swoosh. They are perfect for a bottom bitch. John like fucking a femboys and is turned on by Jimmy in his pretty boots.
Corys' Fuck-et List (ch. 3)
By ShawnTVWrites 13 May 2025
Cory crosses another thing off of his Fuck-et list. His fathers' friend.
Jesse’s Encounters with Older Men (ch. 3)
By ajay 13 May 2025
Sometimes you need a pause between thrusts — to catch your breath, remember why it matters. This chapter is a quiet interlude: no sex, just Jesse. Who he is, what shaped him, and where the hunger began.
Plucking An Apple From The Top Of A Tree (ch. 2)
By Borehamwoodman 12 May 2025
Steve and Tim enjoy the orchard. Tim invited Steve to the inner sanctum of the apple trees and shared with him the magic that apples can provide. Good cider can provide the feelings of an orgasm when you taste the juice, but other juices were flowing that evening that had to be explored.
Cottaging Awakening (ch. 5)
By Beachbummed 11 May 2025
I lay back on the cold metal toilet my cock throbbing between my legs. Looking at the magazine in my hand I began thumbing through the pages once again.
Jesse’s Encounters with Older Men (ch. 2)
By ajay 11 May 2025
Jesse is 24 (21 in this chapter), shy, a little soft around the edges, and hopelessly obsessed with older men. A drunken night out leads to a chance encounter with his former principal — his first time turns into something slow, deep, and unforgettable.
Jesse’s Encounters with Older Men
By ajay 10 May 2025
Jesse is 24, shy, a little soft around the edges, and hopelessly obsessed with older men. Two of his professors finally give him the attention he’s been quietly aching for.