Gay Grandpa Boy Stories

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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...

Doctor's Orders Ch. 3

by cigarstud on Sep 14, 2017
Gay Male

Thanks to everyone who cared enough to give me their comments! Much appreciated! Chapter Three I was pleasantly surprised as I drove into the driveway of Red’s new home. Of course, it had been his son’s and daughter-in-law’s home earlier, but Red had paid off the mortgage when he moved here from Florida after their death. He was determined that his grandso...

DJ Pt. 28

by o2byoung on May 1, 2018
Gay Male

In Part 28 Rusty's grandparents return home- unexpectedly-uh, oh! It appears that Matt and Marie are a couple Gwen shares some of her plans with DJ Jamie receives an urgent call from Chuck__ __Fernando is in trouble! DJ Part 28 Sunday morning, February 11th was pretty normal in the Kendall household. DJ and Jamie were rudely awakened by the sound of D...

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...

Baker's Boy

by Penisleeve2020 on Apr 15, 2020
Gay Male

The prison baker was a convicted serial rapist and gay serial rapist and he'd been locked up a long time, I found out that like grandpa he was an old hand and knew how to get what he wanted and when he heard that I was available to drain balls, get fucked and suck he decided he'd get me when he delivered the daily bread to the quarters. Every day he rode a...

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...

Grandma's Got a Boyfriend Ch. 01

by timmywells on Sep 14, 2017
Gay Male

This story ran a little long so I've broken it up into parts. *** This was a whole new experience in this summer of 1993, because while I had been sent to spend the summer with my Grandma every year since Grandpa died four years ago, things had changed around the old farmhouse. Grandma had a boyfriend, and I know that the term sounds funny when you atta...

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...

Pizza Boy Back at the Door Ch. 02

by JKendallDane on Sep 14, 2017
Gay Male

A most wonderful Thanksgiving & busy days before Christmas Josh and Kyle had been on the road for almost three hours. The sun was behind them as the exit sign for Havana came into view. Kyle looked over at Josh and noticed that his fidgeting in the passenger seat had increased substantially the last few minutes. He grinned as he asked, "You need to pee or a...

Pizza Boy at the Door Ch. 07

by JKendallDane on Sep 14, 2017
Gay Male

8===> Bacon, eggs, hash browns, & a side of 'Why won't you fuck me?' Josh shifted almost imperceptibly in the bed as he felt the warmth on his cheek. Squinting through the slit of his partially open left eye, he realized a morning sun beam was peeking between a small gap in the heavy window coverings and had found his face. He didn't want to disturb the c...