The Chaperone (ch. 2)
By NattySoltesz 19 Nov 2025
The star basketball player continues to put Coach through the paces.
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.
Becoming Mr. Jackson's Pussy Boy (ch. 4)
By Baltcumcump 17 Nov 2025
After Mr. Jackson lays his pipe into me at school, I invite him back to my place for an overnight stay. It was his mission to “wear out his pussy”.. and he did! He also dealt with Mr. Sherwood, the high school principal.
Cucked By My Dad (ch. 5)
By Freckleman64 17 Nov 2025
Dad seduces my sugar Daddy! When Dad forces Leo to get a job (ugh!), he has a brilliant idea--why not become a sugar baby? He'll piss off his dad, lose his virginity, and make a bundle to boot? And who said bottoms were dumb ;)
Grindr Adventures
By Ashton 17 Nov 2025
Ashton musters up the courage to meet up with a man from Grindr in his neighborhood park, but the plan is derailed and he almost gets caught. (The story is told from Ashton's point of view.)
I Won't If You Don't (ch. 5)
By FerranHubble 15 Nov 2025
Daddy and I go for a swim together... before he fucks my own cum back into me.
Night at The Alexandrian
By Taurean Griot 15 Nov 2025
A failed cruising experience leads to a night of hot sex with a mature businessman.
The Trucker and the Lost Boy (ch. 3)
By Will Bottom 15 Nov 2025
Jace meets his next door neighbor Timothy, the Gay Porn Actor. Well, we know where this is going!
Becoming Mr. Jackson's Pussy Boy (ch. 3)
By Baltcumcump 14 Nov 2025
Mr. Jackson sure has me hooked on his enormous dick. After another good lay in his storage closet, one of his other cocksuckers threatens me. Mr. Jackson saw to it that the other cocksuckers we’re dealt with, and I learned the secret of how he made it all happen.
The Lost Jock (ch. 10)
By Edged Bound 14 Nov 2025
Sebastian was the star quarterback, the golden boy. But when his parents discovered he was gay, they kicked him out. He responds to an online ad for a job on a farm, and his employer is everything he’s ever dreamed of. As he uncovers more of the man’s secrets, he will be thrown into a world of submission and domination.
Becoming Mr. Jackson's Pussy Boy (ch. 2)
By Baltcumcump 12 Nov 2025
Mr. Jackson did make things much better for me at school. Of course, he came to collect his “fee” for making it possible. I didn’t expect to enjoy it so much. By the next morning, I realized I’d become Mr. Jackson’s pussy boy.
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Cucked By My Dad (ch. 4)
By Freckleman64 10 Nov 2025
Dad seduces the pool boy! Finally, summer vacation. Can Leo enjoy a week of fun in the sun, relaxing by the beach, and flirting with that cute pool boy? Not if Dad has anything to say about it! He offers a truce, but Leo is pretty sure he’ll find a way to mess everything up with his big, dumb dick.
Dad's Helping Hand (ch. 3)
By M. Harding 10 Nov 2025
Ch. 3: The Videotape // In this flashback, Matt Harding uncovers a family secret with his uncle Patrick -- the one that started it all.
Submissive Grandfather
By BJJL 10 Nov 2025
Just a short story about a grandfather becoming submissive to his grandson.
Becoming Mr. Jackson's Pussy Boy
By Baltcumcump 9 Nov 2025
As a new teacher in a new high school, I was subjected to a degree of hazing I never thought possible. It was all orchestrated by Mr. Jackson, the janitor. The only way to make it stop was to submit my mouth and ass to him.
Trading Desire
By Boy Mercury X 9 Nov 2025
A father’s irritation with his son’s best friend and crush shifts when offered a blow job that spirals into an obsessive, secret affair—teetering on the edge of exposure to the love-struck son.
Fresh New Pussy in Town (ch. 2)
By FemboyDemon69 8 Nov 2025
Oliver experiences his new life in an unfamiliar place, From being left by the man he thought he loved who a booty obsessed slave master who loves to tickle anuses.
Wet Raw Fucked in Balcony
By Indiansub22 8 Nov 2025
The November rain hammered the city like it was trying to wash away every filthy thought in my head. It only made me hornier. I was stuck at work, cock twitching every time thunder rolled, desperate to drop to my knees and suck someone dry.
Clay Pigeons
By Borehamwoodman 7 Nov 2025
Ben Jacobs owns a clay pigeon shooting range. Steven and Richard like to find the clays that are missed. As Ben Jacobs sets a trap to capture the boys, he regards as thieves. He also discovers the boys have a secret that they haven't shared with anyone until that fateful day.
Fresh New Pussy in Town
By FemboyDemon69 7 Nov 2025
Oliver is a boy who just turned 18, as a senior in High School about to graduate he's been keeping a secret. Him and his 40-year-old History teacher, Mr. Amir have been secretly hiding a romantic and sexual relationship with each other for month. what happens when this leads to something more than what Oliver expected.
All Grown Up (ch. 11)
By LittleBuddy 6 Nov 2025
I felt my head nodding as I looked into his eyes. My ass twitched, remembering how good it felt when Mario’s beer can thick cock had slowly fucked me many times last year. But now I felt the slight bruising from mere minutes ago by his girlfriend’s father. Ben’s cum was still circling inside me and all I could think about was Mario’s tasty cock.
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A Boy's Anal Cybertronic Affair (ch. 4)
By Mr.X 3 Nov 2025
Ty gets back to the college Twink sex apartment for Gang Bang Spit Roasting and triple cock penetrations; followed by Ballroom fisting boys lined up. Bobby and Ty are in Love and crazy for each other's cum and piss. Soon they get to the Lab for the Paternity reveal... AI, wow!
Ivy League Math Papi (ch. 2)
By pervertedwriter 3 Nov 2025
Daniel goes to see Mr. Herrera at his home. He finds himself helping his teacher with a rather wet task.
Mr. J
By Danny Galen Cooper 3 Nov 2025
Kurt is an older man who has given up finding someone special.
I Won't If You Don't (ch. 4)
By FerranHubble 2 Nov 2025
“You’ve been such a good boy lately, daddy has a surprise for you. Use this to warm yourself up and then when you’re ready, come to my room... There’s something I’ve always wanted to try.”
Ivy League Math Papi
By pervertedwriter 2 Nov 2025
Daniel is a straight A student, but a new teacher causes his grades to go down. They find a solution for it amidst extra classes and tutoring. Daniel discovers Mr. Herrera's secret pictures and messages after his final text; both of them promise to try and meet in a more private setting.
The Job Interview: A Jake's Story (ch. 10)
By 138b 2 Nov 2025
Jake has a very private job interview with his enigmatic prospective employer as well as learning about hard truths about his late friend and lover.
A Pussy Boy's Good Medicine (ch. 4)
By Jon Royale 1 Nov 2025
The continuing story of Ricky Cumson, born with the genitalia of both sexes. This time Ricky takes on the faculty at his high school.
Fishing with my dad and uncle (ch. 3)
By 243907 1 Nov 2025
sex in the boat with dad and uncle
The Dig
By Borehamwoodman 1 Nov 2025
Steve and Gerry are archaeologists with a job to do. Dig an exploratory trench at an ancient barrow. Simon, a woodman in the New Forest, happened to pass by and, seeing the two PhD wearing nothing but their briefs, he invited them to the ancient stone circle nearby for a few beers, history stories and something to eat. What could go wrong?
Meeting Dave
By FantasyAfter60 31 Oct 2025
Sometime fate takes over our lives and we don’t even know it is happening. Brad found out what that was like when he meets a handsome young aviator in Baghdad. It was a night he will never forget.
The Lost Jock (ch. 8)
By Edged Bound 31 Oct 2025
Sebastian was the star quarterback, the golden boy. But when his parents discovered he was gay, they kicked him out. He responds to an online ad for a job on a farm, and his employer is everything he’s ever dreamed of. As he uncovers more of the man’s secrets, he will be thrown into a world of submission and domination.
The Next Get-A-Way (ch. 4)
By LittleBuddy 31 Oct 2025
I looked down the narrow aisle at the comically small door of the lavatory. I looked back at his six-foot-two, solid-muscle frame of 240 pounds. “In there?” I hissed. My 57-year-old retired police officer with the daring rejuvenated freedom of a teenage delinquent lately with the physique of a Roman gladiator grinned. How could I say no?
A Boy's Anal Cybertronic Affair
By Mr.X 30 Oct 2025
Ty Heads off to University to explore his gay sexuality away from the religious bounds of his strict parents. He needs a job and finds what at first appears to be a cleaning position in the Tech Wing at Queens. Soon, he realizes it's the true goal to participate in sex studies for the CAME institute( Carry on Story from Highschool Doctor Drainage)
I Won't If You Don't (ch. 3)
By FerranHubble 30 Oct 2025
Daddy asks if I’m ready for dessert…
Out With The Old. In With The New. (ch. 2)
By Borehamwoodman 29 Oct 2025
Justin arrives back from an evening with Richard. Liam, his brother, couldn't sleep and saw Justin walking home, naked. One thing led to another, and Richard once again becomes a counsellor, providing practical support for Liam's conflicted desires while Justin sleeps in late the next morning.