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.

Nathan (ch. 50)

By Nathan James 30 May 2021

Carlos was beside himself with guilt, he’d sat in the hospital room and cried holding Nathan’s hand all night and finally fell asleep exhausted at 7am. He was woken by a familiar voice.

9.7 (14) 1179 7 Min Comments

Skippy Gobbles College Cock (ch. 13)

By Scott Grimes 29 May 2021

"Now make sure you’re getting your guy’s dick wet and slick because I’m going to have him stick it up your hole in about a minute!” Officer Friendly pulled out his finger and squeezed my balls while he slapped my cheeks.

8.6 (10) 835 18 Min Comments

Nathan (ch. 48)

By Nathan James 27 May 2021

He felt Nathan grip tight on his fat cock still pushing back to his thrusts. “You’re a dirty boy ain’t you Nathe?, getting your man all worked up so I have to nut in your pussy. All these people around us not knowing we’re fucking.

9.6 (16) 1136 6 Min Comments

Naval Tradition IV: Back to Normal (ch. 2)

By Bill Drake 27 May 2021

Jim attends his brother's Commissioning Week at the Naval Academy, and sparks fly with a special military man.

9.6 (97) 4611 51 Min Comments

Mail Order Slut (ch. 3)

By bootlicker 25 May 2021

The captive sissy is prepared and opened for her owner, and taken repeatedly in a night filled with oral and anal fucking by the African Chief.

8.4 (54) 7550 14 Min Comments

Breakout

By Habu 24 May 2021

Artist pursues his fetish with young escapee in Milan.

9.3 (45) 3228 36 Min Comments

Roommates

By F.E. Cooper 24 May 2021

Innocent & gullible, a university freshman is thrust into a situation in which much education occurs prior to his setting foot in a classroom. Fast-paced, astonishing standards relentlessly broaden, strengthen, & enable him. This story has been on my mind a long while. Only now, after having enjoyed loyal readership from hundreds, occasionally several thousands, have I been motivated to write it.

9.1 (26) 4839 51 Min Comments

Mail Order Slut (ch. 2)

By bootlicker 23 May 2021

The captive sissy is transported to meet her new owner and the start of her transformation into a feminized slave is begun. She is trained to provide him with pleasure and taken upon delivery...given her first thorough fucking and used as his slut.

9.0 (40) 8007 23 Min Comments

Nathan (ch. 46)

By Nathan James 23 May 2021

Nathan woke up with his head on his man’s chest. He thought about the night before and their amazing sex. He’d needed a good distraction to try and stabilise his emotions and Carlos certainly gave him that. His bowels were still bloated with the copious amounts of cum that his man had injected into him with such vigour, that he thought it was going to blow back over Carlos’s balls.

9.5 (13) 1008 4 Min Comments

Every Which Way

By Habu 21 May 2021

Everyone doing everyone at post-high prep school.

8.8 (33) 2703 26 Min Comments

Nathan (ch. 45)

By Nathan James 21 May 2021

Carlos was laying on the bed wearing his suit with his big fat cock sticking out of his fly and there was Nathan now on all fours with a lust in his eye that Carlos had never seen before. He was used to that sweet innocent face that that said fuck me Daddy but be gentle with me. Today, if he was honest, the lad looked a little possessed, but Carlos felt so fucking randy he was in the mood for a bi

9.7 (14) 1106 5 Min Comments

Straight to a sissy (ch. 2)

By Alleykat 20 May 2021

Caught forced blackmail now I’m a chaser for old men dressed as a girl

9.0 (58) 14028 6 Min Comments

Nathan (ch. 44)

By Nathan James 20 May 2021

He walked over and sat on the side of the bed. God, he obsessed about his Prince so much. Never before had he fallen so deeply in love, never before had he wanted to make love to someone so much, that your mind couldn’t conceive the passion and never before had he wanted to protect Nathan with his life.

8.9 (17) 758 4 Min Comments

The Get-A-Way Weekend (ch. 21)

By LittleBuddy 20 May 2021

“Could you see us living here? Together.” Rob said quietly. “Yes,” I said quickly, making him grab me and kiss me. Deep. He groaned into my mouth as his tongue flicked with mine. “Mmmm.” He pulled back and held me in his arms, looking at me. “90 days and this could be ours.” He grabbed my hand and pulled me to the doorway, walking with me, hand in hand, to the living room to see the realtor.

9.7 (84) 4610 25 Min Comments

Ravens Roost (ch. 5)

By Habu 19 May 2021

Lucky meets Paul on the Blue Ridge Parkway.

9.1 (18) 642 8 Min Comments

The Internship

By StoriesByASlut 19 May 2021

Sebastian has just finished University. He is 21, beautiful, and eager to get started in a career in PR. But when the guy he hooked up with last night ends up being a new co-worker, Sebastian will have to decide whether he can resist temptation or risk it all.

9.1 (66) 4078 7 Min Comments

Ravens Roost (ch. 4)

By Habu 18 May 2021

Paul moves across the stage.

8.8 (20) 577 14 Min Comments

Ravens Roost (ch. 3)

By Habu 17 May 2021

Complications of both Lucky and Dabney under Hank’s spell.

9.2 (17) 532 10 Min Comments

Nathan (ch. 41)

By Nathan James 16 May 2021

Nathan was sitting on the edge of the bed, hunched up like a little old man, Carlos sat beside him. “Baby boy, we need to ask you some questions, before we phone the police". The lad lifted his face and looked around. Marco wanted to just hug him and take the pain away as he knew exactly how the boy felt.

9.8 (16) 942 7 Min Comments

Turned into a sissy

By Alleykat 16 May 2021

Forced by a stranger photographed blackmailed used by strangers at the park dressed like a little girl. This is the 3rd part of my adventure into becoming the sissy boy/girl I want to be.

8.9 (57) 15205 3 Min Comments

Nathan (ch. 40)

By Nathan James 15 May 2021

Today, Carlos wanted to introduce Nathan to his friends. For him, this was a mile stone, he’d never, ever taken a past boyfriend to the famous Sunday lunch party of his best friend Marco. Marco was a middle aged wealthy queen who had a thing for young jocks and was quite happy to pay for their companionship.

9.6 (16) 1051 5 Min Comments

Ravens Roost (ch. 2)

By Habu 15 May 2021

Hank connects the past with the present.

9.1 (21) 878 12 Min Comments

Nathan (ch. 39)

By Nathan James 14 May 2021

There he was naked, apart from his pink thong dancing around slowly with his headphones on. Carlos was mesmerised, he must have stood there for at least five minutes watching Nathe’s hips move to the music. The man was hard as a rock and Nathan wasn’t aware he was there.

9.7 (17) 1514 4 Min Comments

Ravens Roost

By Habu 13 May 2021

Lucky meets Mr. Daddy on the Blue Ridge Parkway.

9.0 (22) 1950 12 Min Comments

Chris (ch. 3)

By RJC 11 May 2021

A man in his forties meets a young man who reminds him of his husband from many years ago. As hours pass it becomes clearer what has really taken place.

9.4 (33) 1049 8 Min Comments

The Waif

By Caliban 11 May 2021

A pint of milk changes my life for the better…

9.3 (174) 2315 8 Min Comments

In His Own Time

By Habu 10 May 2021

Young, gay, black jazz pianist strives for independence

9.1 (32) 1814 29 Min Comments

Nathan (ch. 38)

By Nathan James 10 May 2021

Carlos was absolutely besotted with Nathan, the lad was in his thoughts twenty-four hours a day, and his dreams were of their love making and him protecting his boy. Meanwhile as Nathey soaked up the sun, he was thinking if his man.

9.3 (15) 1050 5 Min Comments

The Olympians (ch. 5)

By BaraloverNS 10 May 2021

Zeus' photo shoot gets wild

9.1 (14) 1717 9 Min Comments

Mr. Reynolds (ch. 2)

By Andy Andy 2000 9 May 2021

My first time I got wild with my older neighbor Mr. Reynolds and his partner

9.3 (52) 3025 3 Min Comments

Summer Landscaping Bonus (ch. 35)

By LittleBuddy 8 May 2021

And there, in the middle of the room, was Joe, wearing his new jock and nothing else. “Do you like it?” He asked, giving me a little bodybuilder pose, turning and flexing one bicep while lifting a leg in a typical pose. He was one ripped man I thought as I stared at him. The black jock he had on looked amazing on him, cupping his giant package perfectly. "Now try yours on." He said with a grin.

9.7 (105) 4420 26 Min Comments

Mr. Reynolds

By Andy Andy 2000 8 May 2021

Reconnecting with my much older neighbor friend in NYC.

9.2 (73) 6920 8 Min Comments

I'll Take Care of You Now (ch. 6)

By LittleBuddy 7 May 2021

Frank took of his plaid coat, leaving him in just a blue tee that clung to his body, showing off his meaty pecs and large solid arms. He stood inches from me, and I felt his hands move to my waist to hold me as he stared down at me. I looked up at him, his size overwhelming me as I felt Rick’s giant bodybuilder body behind me, holding me against him, sandwiching me between them.

9.7 (76) 5712 20 Min Comments

Switching Sides (ch. 6)

By Habu 7 May 2021

Settling Down to Reality

9.4 (33) 1852 13 Min Comments

Zac. Or Zack. Or Zach. Didn’t matter. He’s beautiful

By Connermt 7 May 2021

He’s beautiful. And a mouthful.

9.4 (94) 4019 8 Min Comments