Gay Older Grandpa Stories

6,900 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...

Crestwood Motel - Room 119

by timmywells on Aug 17, 2017
Gay Male

I turned off the shower and stood there for a long moment, trying to get myself to calm down. I was nervous and excited, somehow managing to both dread and look forward to what awaited me when I came out from behind the shower curtain, or should I say who was waiting for me. Mr. Fields. Mr. Roger Field, to be exact, and from what he had told me over the cou...

Just Like Old Times

by timmywells on Aug 18, 2017
Gay Male

This is a story - a romance of sorts - that involves a grandfather and and his grandson. Readers should take not of that and the category it is under. *********** The bed I'm resting on is every bit as lumpy as I remembered it from back in late Spring, but that's okay by me because I wasn't interested in sleeping anyway. Besides it's muggy despite the win...

Grandpa's Summer Visit

by timmywells on Apr 3, 2019
Gay Male

I knew that my grandfather was going to visit us, so I wasn't shocked when I saw him that Thursday afternoon in the guest room. It was the way I saw him that set me back a bit. I walked down the hall that afternoon, and when I passed the bathroom I could tell that someone had gotten out of the shower recently. That someone was my grandfather, and while it w...

Caught By Grandpa

by timmywells on Sep 14, 2017
Gay Male

Day one of my summer long visit to my grandparents farm had certainly been an interesting one, I thought to myself as I prepared for what I expected to be at best a fitful night's sleep. It was amusing in a way to think that while I had managed to keep a very personal secret from my folks for 18 years, a few hours up here and I was exposed. I had made a fri...

Grandpa's Surprise Visit

by timmywells on Apr 3, 2019
Gay Male

This story takes place in a sleepy town in upstate New York. ***** Chapter One: Busted. It was the most embarrassing moment of my life; and that's saying something when I think back at the many humiliations I suffered through as a teenager. When having your own mother catch her boyfriend in the midst of taking you anally comes in second, the winner must b...

Ripe for It

by KeithD on Mar 6, 2018
Gay Male

Editor's note: this story contains scenes of incest or incest content. ***** The boys reached the cabin up the valley in the heart of the Sawatch Range northeast of Gunnison, Colorado, near nightfall and also at the time the snow started falling. "I'll stable the horses and check the cattle," said twenty-year-old Josh. "You find the candles and get a fire...

Exiled To Grandpa's Farm

by timmywells on Sep 14, 2017
Gay Male

The summer of 1969 hadn't turned out quite the way Lloyd Carmody had hoped. Expecting to goof off until college started in the fall, Lloyd got a shock when his parents told him that he would be going to spend the last two weeks of July at his grandparent's farm. "You haven't bothered to get a job, so it isn't like you have any responsibilities around here,"...

Grandpa's Toy

by timmywells on Apr 3, 2019
Gay Male

Please note that while the subject matter is gay the people are related. *************** "I'm sorry," I said sheepishly when I noticed that my grandfather was standing in the doorway of Grandma's old sewing room, which had turned into a computer room after her arthritis made that hobby too uncomfortable. "Not nice to snoop around, Andy," my grandfather sa...

The Awakening

by sr71plt on Sep 14, 2017
Gay Male

I guess it may have been because of my mother—and of the strange beliefs my grandmother formed around her. Up until the time my grandmother's ill health coincided with me being old enough to go to college, I'd been kept in the dark about so many things. I knew that my mother must have done some really, really bad things from the way that my grandmother just...