Grandpa Cuckold Stories

9,681 results
Orientation
Length
Source
Infinite Scroll

Grandpa the Porn Star

by wolfwriter77 on Sep 14, 2017
Group Sex

My grandfather is an amateur porn star. I have to keep telling myself that because I find is so hard to believe. Even though I've even starred in some of his movies, I still can't believe that my gramps is making a few bucks of his sexual escapades. This is the story of how I found out about all of this. I wish it were as simple as me finding his website, or...

Thank You for Your Service

by Brittni4u on Mar 13, 2018
Mature

I was in my adjoining hotel room bathroom staring into the mirror while applying my eyeliner when my grandfather peeked his head into the door and said, "I was just checking to see if you were about ready. It's 6:45. You know you don't have to go to this boring ole dance if you don't want to. I won't be upset." I turned and looked at him before replying, "...

Jimmy Gets a Girl Ch. 04

by ScottWood on Sep 12, 2017
Fetish

"Tell you're son how you did this to yourself." Mum said angrily. Jim's Dad was lying on the couch with his foot up. He looked very sheepish and couldn't meet Jim's eye. His foot was swathed in plaster. He was still wearing his office shirt, but only boxer shorts on the bottom. These were unbuttoned. Tiffany was naked and crouching next to the couch, her he...

Alabama Nan: Good Time Granny

by SubLadyD on Sep 16, 2017
Transsexuals & Crossdressers

My first full year of college was over with and I found myself driving to my grandparents for the summer. The 'conversation' I had a day earlier with my folks was fresh in my mind... reminding me why I was making this drive. I could still hear my mother's condescending voice, "Nathan... NO your name is NOT Nancy! Your name YOUNG MAN is Nathan. I didn't car...

Festival

by TamLin01 on Dec 12, 2018
Erotic Horror

"Mine were an old people, and were old even when this land was settled. And now they were scattered, and shared only the rituals of mysteries that none living could understand. I was the only one who came back that night to the old town as legend bade, for only the poor and the lonely remember." -H.P. Lovecraft, "The Festival" *** I never knew what led my...

A Most Graceful Life Ch. 06

by CJMcCormick on Jun 18, 2019
Sci-Fi & Fantasy

"Okay, the first thing we need to do is come up with your background. My mom is going to ask you a lot of questions, so we need to make sure your backstory is solid." stated Stephen, rubbing his hands together. "Sounds simple enough," giggled Grace. It was early morning the next day, and Stephen had been awake for quite some time trying to collect his thou...

Lucky Beyond Belief Ch. 01

by Privates1stClass on Sep 26, 2017
Novels and Novellas

Thanks to my editor, Nymphwriter, and my loyal beta readers who found my errors and made suggestions to improve my story. Any other errors you may find are mine alone. * * * It's said that opportunity only knocks once, and am I ever lucky I answered that knock. Looking back, though, my childhood wasn't all that lucky. Dad and mom both worked to provide eno...

Hallelujah Ch. 03

by SirThopas on Sep 15, 2017
Novels and Novellas

A gurgling sound, and then it's done. The last of the juice leaves the tube, other than a few driblets clinging here and there, and the thick, dark, mush at the bottom of the bucket is all that remains. It's thick, purple sedimentary looking, and it almost seems biological. It's pretty gross. I turn and lean in and tap the large glass carboy...big enough...

Serving a Dominant Couple Pt. 08

by davetoyboy on Sep 26, 2017
BDSM

This is the eight part of the series and takes place after the last part. I suggest you read the previous parts to understand the people and how they got to this part of the story. ***** Karla and I walked into the dining holding hands. Anne, Bob, Mistress Emma, and Hans were sitting at a table and they waved us over to join them. Karla and I were naked. W...

Absolute Devotion Ch. 12

by KaseyLegs on Sep 16, 2017
Fetish

The cabin was much as Grandpa had described it, on a peaceful lake, surrounded by woods, and with Adirondack furniture on the porch. What he didn't describe very well was the interior, which contained two well-worn cots with stained sheets, a wobbly table with four rusty folding chairs around it, and a kitchen that included, amongst other things, an old man...