Gay Dirty Old Man Stories

20,374 results
Orientation
Length
Source
Infinite Scroll

Grandpa's Man Cave

by timmywells on Sep 14, 2017
Gay Male

For Glenn Saunders, the summer of 1979 promised to be pure hell. While his friends were enjoying the time after graduating high school doing things that 18 year old kids do before entering college or going on with life, Glenn was stuck out in the middle of nowhere. His parents were spending the summer in Europe, and while Glenn could have joined them, he ch...

Blowjobs for Beers

by Fit_for_a_Fuck on Sep 25, 2017
Gay Male

Jamie and Liz were shit out of luck as they stood in the parking lot of the local beer and liquor store. Jamie, eighteen years old, slender-framed with medium-length blonde hair, had been dating Liz for four months. Their relationship began over the summer and continued into the fall semester of their senior year of high school. Liz was also eighteen and a r...

Old Ike

by 80niner on Aug 18, 2017
Gay Male

When I think of dirty old men, I think of Ike Thomas and when I think about Ike I get a hard on that won’t quit. Sixty years ago,I worked in what was once my Grandfather’s Greenhouses. Gramps had died a year earlier and Grandma, now in her seventies had been forced to sell to the competition. I got a job with the new owners and mostly worked the range by m...

Doctor Exam Ch. 01

by buttcheeks777 on Aug 31, 2017
Gay Male

This is a fantasy of mine. Yes, I know it may seem strange to some people, but for those who are into such things I hope it'll be a turn-on. It involves male-on-male, group sex, and forced sex. If you're not a fan of those things, please don't continue reading this story. It's not meant to be a great work of prose, just a fantasy. As a healthy young man I a...

Tattoo

by drmweaver705 on Jun 9, 2020
Gay Male

All participants are over 18. I didn't wake up in horror. That came later. It started with the nausea and the vomiting and the piercing pain behind my eyes. I took stock of myself and found my t-shirt soiled and stinking. I had vomited in my sleep. I quickly realized I had also pissed my pants. My sheets were equally dirty; I was glad I had a mattress cov...

First Time Bare

by standingstones on Sep 14, 2017
Gay Male

I got a call from an old high school friend named Ross. Some of the old gang were in town and there was going to be a party Friday night at Ross's house. I hadn't seen most of my old male high school friends in a couple of years. I was busy at college and I didn't get home much, only on the holidays and summer. When I arrived on Friday night, it was just li...

Highway Ride Ch. 02

by buttcheeks777 on Sep 14, 2017
Gay Male

This is a fantasy of mine; no more, no less. It's not real! Please don't leave negative feedback if you're surprised that it's male-on-male sex. ***** .. The van came to a stop and I was still tied to the ceiling. I was just hovering there above the carpeted floor of the van so that my ass was about 2 or 3 feet off the floor; perfect butt-fucking height. S...

Used For a Week Pt. 03

by mralx99 on Aug 22, 2018
Gay Male

"More Firsts" - Wednesday & Thursday Part 1: https://www.literotica.com/s/used-for-a-week-pt-01 Part 2: https://www.literotica.com/s/used-for-a-week-pt-02 So many questions: Had I really changed so much in just three nights? How had William - my old school friend, now in his fifties - gotten me to suck his cock, wear women's underwear, and be ass-fucked...

Old Jack Ch. 02

by exaucer on Sep 14, 2017
Gay Male

My Working Day: I didn't get to work until after 9.30 and when I entered the office my boss called me over to inform me that I would be going out with Jack for the best part of the day to visit claimants who could not make it in for interviews on account of their physical difficulties. Part of me was delighted and part of me was quite apprehensive. However,...

Forced Slutty Transformation Ch. 02

by beachboi_3 on Sep 14, 2017
Gay Male

Once I got there, I walked up the front path to Roy's house. It was the biggest house in town, a total mansion. I rang the doorbell, and Roy opened the door with a smug look on his face. He was wearing the same clothes as the day before, minus the football pads. "Come on in, fag. We have the place to ourselves, since my parents are gone for a couple weeks,"...