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.

Summer Landscaping Bonus (ch. 36)

By LittleBuddy 4 Jun 2021

And as Joe’s hand slid down into my pants, feeling my bare ass in my jock, he suddenly gave a louder growl. “Oh you sexy boy,” He muttered in between kissing me. “I see you really liked your gift.” He stood up, keeping me in his arms, pushing the chair back from the table.

9.8 (80) 3351 18 Min Comments

Mr. Shepherd's Summer Vacation (ch. 2)

By Scott 4 Jun 2021

Mr. Shepherd and Thomas get to know each other.

9.5 (76) 2890 20 Min Comments

What comes next

By Max Bedroom 4 Jun 2021

I had no plans, he took care of that.

9.1 (30) 2356 9 Min Comments

Daddy issues (ch. 5)

By Bill Drake 3 Jun 2021

Things heat up between Josh and Ryan. And Josh tries some roleplay.

9.7 (100) 4337 11 Min Comments

Easy Sunday Cities

By Habu 3 Jun 2021

Male model Gene Worth segues into rent-boy in New York.

9.2 (46) 3382 44 Min Comments

Mr. Shepherd's Summer Vacation

By Scott 3 Jun 2021

The story of Erik Shepherd, High School Teacher, and the men in his life.

9.4 (93) 5382 28 Min Comments

Nathan (ch. 52)

By Nathan James 3 Jun 2021

Carlos became more dominant and protective, and his love for his Prince had no boundaries, while Nathan, was more passive, kinder and even more loving than he was before.

9.8 (10) 810 5 Min Comments

Daddy issues (ch. 3)

By Bill Drake 1 Jun 2021

Josh has a date with his dream man.

9.6 (101) 4955 11 Min Comments

And into the Fire

By Habu 31 May 2021

Homeless to rent-boy journey to escape family, crime.

9.2 (92) 7640 29 Min Comments

Hungry For More

By Bradley J 31 May 2021

James, a 22 year old twink, was bored and horny. After Gindr let him down, he went for pizza and finally found what he wanted. A daddy to use him.

9.1 (56) 4242 8 Min Comments

Nathan (ch. 51)

By Nathan James 31 May 2021

Nathan was sore. He still wasn’t used to a man of such girth and width. When he wanted to, Carlos could be an animal, but he could also be incredibly tender too. Their first night was so romantic that tears streamed down Nathans face, the way Carlos had made love to him.

9.4 (17) 796 8 Min Comments

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) 1093 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) 790 18 Min Comments

Blonde Boy

By Fox Emerson 28 May 2021

What happens at my local cruising bushes doesn't usually follow me home.

8.9 (98) 6541 9 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) 1056 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) 4342 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.

8.5 (51) 6215 14 Min Comments

Breakout

By Habu 24 May 2021

Artist pursues his fetish with young escapee in Milan.

9.3 (45) 3104 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) 4238 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 (38) 6342 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) 934 4 Min Comments

Every Which Way

By Habu 21 May 2021

Everyone doing everyone at post-high prep school.

8.8 (32) 2615 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) 1030 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

8.9 (53) 11970 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) 703 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 (76) 4309 25 Min Comments

Ravens Roost (ch. 5)

By Habu 19 May 2021

Lucky meets Paul on the Blue Ridge Parkway.

9.1 (18) 617 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 (65) 3886 7 Min Comments

Ravens Roost (ch. 4)

By Habu 18 May 2021

Paul moves across the stage.

8.8 (20) 559 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) 514 10 Min Comments