Gay Age Gap Stories

6,155 results
Orientation
Length
Source
Infinite Scroll

Brits Buggered in Bolivia

by Tiberius58 on Sep 16, 2017
Gay Male

My brother Peter was a year older than me. He had taken a gap year before starting at university, and had been working on an urban support project in Chile. I intended to go straight to uni from school, so we would both start together. That summer I flew out to Santiago as we had made plans to tour Chile, Peru and Bolivia. We kept well off the tourist rout...

The Older Man Pt. 04

by t2u1ck on May 1, 2018
Gay Male

For a few days after I had fucked Tom, my wonderful 50 something friend, I was caught up in a whole range of thoughts and emotions. Should I go ahead and let him fuck me too, or should I draw the line? If I let him would it mean that I really was gay and had been pretending to myself through my 3 years of marriage and before? I continued to feel guilty ab...

Unexpected Ch. 12

by BNDMTL on Sep 25, 2017
Gay Male

The three of us walk through the glass door to find all our guests have arrived. There were hugs and cheery holiday greetings. I pull Callen tight to me and whisper for him and Jase to meet me in the den in five minutes. I have them sit, as I pace back and forth in front of them. I have to tell them what happened with Cory this morning and I'm nervous that...

The Ffitch Nortons

by RickyRooster on Sep 16, 2017
Gay Male

Notes for the Reader This is my second submission to Literotica. This story is intended as the first tale in a series describing the sexual experiences of a young man through University and his relationship with a hedonistic family with whom he becomes more than acquainted. There are some elements of my real experiences woven into the series but overall it...

Craigslist Pt. 01: The Naked Camper

by Ken Nitsua on Apr 1, 2020
Gay Male

It's been years now since they vanished, but I still miss the Craigslist personals. Sure, they were filled with fakes, phonies and pic collectors. Even if you managed to hook up through one there was no guarantee that you'd actually have a good time. Once in a great while, though, answering an ad could lead to a unique, unforgettable encounter. The one I'm...

Marathon Rimathon

by anonymous_a on Aug 18, 2017
Gay Male

This is a work of fiction. All persons are intended to be age 18 and above. --- MARATHON RIMATHON Have I mentioned I take a walk every morning? Of course I have. How else could I have enjoyed that hot kitchen floor blowjob with the married man who lived along the way ("Taking Care of Hubby"). You may remember he moved right after our encounter. Well,...

Sex on the High Seas

by Tiberius58 on Aug 18, 2017
Gay Male

The tanker "Chelsea Bridge" was steaming westwards across the Atlantic, bound for Bayonne, New Jersey, with a cargo of domestic heating oil from North Africa. James Tully, the third engineer, had finished standing his watch in the engine room at midnight, and was dying for a drink. He showered, put on a little pair of blue shorts and a pair of flip-flops, an...

Bathhouses In Another Land Ch. 02

by glory_first on Sep 14, 2017
Gay Male

Waking up around 8am, the first thing I did was to enjoy several hits of the sticky black hash purchased yesterday, followed by taking a luxuriously hot shower. Back in the room, I took stock of, then resorted my supplies. Which included condoms, joints, cash, poppers, and a variety of maps. The weather was grey, but dry and not too cold for late October -...

Broken Days Ch. 02

by ShadowWriter96 on Sep 14, 2017
Gay Male

DISCLAIMER: ALL CHARACTERS IN THIS STORY ARE ABOVE THE AGE OF 18. This is a continuation of 'Broken Days', so it'll make more sense if you read the first chapter of 'Broken Days' before this one! Thank you~ Link: http://www.literotica.com/s/broken-days-1 ~~~~~ Written in Mark's POV ~~~~~ I shifted, yawning and stretching widely. As I opened my eyes, I fr...

Initiated Ch. 02

by GulfCoastGuy84 on Aug 30, 2017
Gay Male

Okay so last time he had just stuck the stogie in my mouth. I was tasting my first puffs of premium cigar smoke and it was good! I took lots of quick little puffs, as if concerned about it being all the way lit, the cigar moved up and down in my mouth. I saw it jutting way out in the middle of my peripheral vision, and thought, hey, wow, I'm smoking a cigar....