The Exploration Of Nate (ch. 5)
Nate finds out what the rich and privileged really get up to behind closed doors. Best read as part of the full series. In order.
Topics: Piss, Rough Sex, Age Difference, Domination, Submission, Fucking
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 listed by date.
Nate finds out what the rich and privileged really get up to behind closed doors. Best read as part of the full series. In order.
Topics: Piss, Rough Sex, Age Difference, Domination, Submission, Fucking
A senior French-Canadian man and a young East Indian guy exercise at the same gym. Their very strong mutual attraction never sees the light of day… or night.
Topics: Muscle, Interracial, Gym, Age Difference, Bodybuilder
I decided it was finally time to introduce my boyfriend Jack to my dad. Separated from my mom, we decided to spend Christmas with him so he wouldn't be alone. Turns out, they get along just fine...
Topics: Big Dick, Voyeurism, Incest, Bareback, Dad & Son, Age Difference, Dumb Jock
Home alone dad scores a tasty twink on Sniffies.
Topics: Rimming, Daddy, Twink, Oral & Blowjobs, Age Difference
The twink mocked my dick. Now, I’m certainly not diminutive with regards to my manhood, but next to the python dong on this boy, I’m definitely put to shame
Topics: Big Dick, Humiliation, Daddy, Twink, Age Difference, Young Top, Mature Men
Ricky is Carl's bitch boy. Ricky is wearing a pink bra, skirt, and high top pink Chucks waiting for Carl to come home and fuck him. Carl enjoys topping Ricky wearing knee high black laced boots.
Topics: Crossdressing, Age Difference, Boots, Sneakers
"Watching his dark-hued meat sluicing through Marc's pretty pink ass lips had him pulsing out lubricating seminal fluids. Like a rapidly blooming flower Marc's inviting hole opened to make way for inch after inch of his main muscle."
Topics: Anal Sex, Rimming, Twink, Age Difference
First in a series about a young man named Mitch, who'll do anything for a drink.
Topics: Anal Sex, Priest, Oral & Blowjobs, Drunk, Age Difference, Fucking
The thing that made my dick jump in my wool trousers was the B-3 leather bomber he wore. It was the one that military pilots wore to keep themselves warm in the coldest cockpits. The boy’s was a dark brown mid-length with a shearling lining and shearling at the collar and sleeves. As he settled into his seat, I heard the crackle of the leather and then the strong amazing smell of leather that ...
Topics: Piss, Leather, Outdoor, Bareback, Age Difference
In the middle of the night at a truck stop, Dennis sends 18-year-old Johnny around to five trucks to earn enough money to pay back the gambling debt racked up by Johnny's boss.
Topics: DP, Brothers, Threesome, Abduction, Creampie, Interracial, Alpha Male, Breeding, Bareback, Boypussy, Age Difference, BBC, Anonymous, Boss, Blue Collar
In the middle of the night at a truck stop, Dennis sends 18-year-old Johnny around to five trucks to earn enough money to pay back the gambling debt racked up by Johnny's boss.
Topics: Black Men, Big Dick, Abduction, Creampie, Alpha Male, Breeding, Bear, Bareback, Betrayal, Age Difference, BBC, Degradation, Domination, Anonymous, DILF
I felt I was being watched, but wasn’t sure by whom and went about continuing with my plans wherever they took me and anticipated a big surprise soon, just not sure what.
Topics: Crossdressing, Daddy, Twink, Age Difference
I was used by two older men after working hard on their property.
Topics: Anal Sex, Crossdressing, Big Dick, First Time, Farmer, Daddy, Cum Dump, Age Difference, Deep Throat, Fucking
Paul is a stockbroker and work is piling up. He hires an intern to help out and soon becomes his mentor.
Topics: Anal Sex, Public Sex, First Time, Shower, Co-worker, Age Difference
For years, fifty-five year old Randy and twenty-six year old Scotty have been neighbors who only nod to one another as they pass each other in their apartment complex, but a mis-delivered package will soon have them exploring CBT and each other's asses.
Topics: CBT, Big Dick, Neighbour, Daddy, Breeding, Bear, Verbal, Bareback, Twink, Age Difference, Blue Collar
They say the Lord moves in mysterious ways. When the choirboy remains behind after practice to be fitted for his ecclesiastical robes, the vicar shows him a tiny piece of heaven on Earth. Thy kingdom cum....
Topics: Anal Sex, Rimming, Priest, First Time, Age Difference, Ass Play
I meet my lover’s colleague Monsieur Arnaud, and things get (just a little) rougher
Topics: College, Teacher, Age Difference
A trip back to my town I was brought up in leads to a reunion with old school friends and two of their sons at the rugby club
Topics: Group Sex, Incest, Age Difference, Rugby Player
Schoolmaster Tippet dresses me as his sissy student and gives me a lesson
Topics: Crossdressing, College, Sissy, Teacher, Age Difference
I visit Mr. Tippet, and we do it à la Grecque
Topics: Teacher, Age Difference
After his last ordeal young Billy pays a visit to an unorthodox doctor, who gives the tortured teen a shocking exam.
Topics: Anal Sex, Fiction, Doctor, Humour, Twink, Oral & Blowjobs, Age Difference
When Mark's coworker finds a dildo in his car, it inspires a new form of forklift training.
Topics: Black Men, Anal Sex, DP, Big Dick, Group Sex, Creampie, Cum Dump, Bear, Bareback, Co-worker, Big Balls, Big Ass, Age Difference, BBC, Blue Collar
After 35 year-old Naughty Eric finally gave into college senior volleyball jock blond 22 year old Tyler, horny Tyler visits Eric again for round two as fuck buddies---a true story. This is the 500th story by Naughty Eric.
Topics: Anal Sex, Rimming, Oral & Blowjobs, Age Difference, Sixty Nine, Dumb Jock, Cum Swallow
Nick is a twenty year old college student that goes home to visit his family. When he tells his parents about his sexuality, they send him to a pastor that decides Nick needs it repent for his sins.
Topics: Muscle, Big Dick, Daddy, Coming Out, Religion, Age Difference
Short story of a young bottom and a older top.
Topics: Age Difference, Fucking
Me and my buddy Henry were caught. We'd been bored and Henry dared me to steal some girl's panties and shove them down my jeans. It was stupid and childish and if my dad found out I'd be toast! Now I had to be searched.... thoroughly and intimately searched.
Topics: Anal Sex, Cop, Bareback, Twink, Age Difference
On New Year's Eve, two brothers and one son get together to send off the old year in style - until their long-suppressed needs send things down a different path.
Topics: Anal Sex, Brothers, Rimming, Threesome, Romance, Sloppy Hole, Incest, Fantasy, Dad & Son, Age Difference, Domination, Uncut
Carl is turned on my boys wearing high boots tucked into tight jeans. He finds Jack at a leather bar wearing jeans tucked into beautiful cowboy boots. Carl tells Jack about his collection of boots so they head to his place for hot booted sex.
Topics: Anal Sex, Rimming, Age Difference, Boots
In Nathaniel's tranquil existence, an unspoken desire stirred, beckoning him into uncharted realms. Drawn by an inexplicable pull, he embarked on a mysterious encounter with Diabolos. Kneeling, the gravity of the moment enveloped him, the hushed surroundings echoing the heartbeat of a clandestine rendezvous. The tense air bore witness to Nathaniel's readiness to surrender to the enigmatic force ...
Topics: Anal Sex, Big Dick, First Time, College, Daddy, Cum, Verbal, Virgin, Age Difference
Coach is inspired by a tv show to meet an old team mate
Topics: Romance, Coach, Sportsmen, Sex, Age Difference, Straight to Gay