Gay Grandpa Stories

24,834 results
Orientation
Length
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Infinite Scroll

Fat Bottomed Girls

by SEVERUSMAX on Sep 13, 2017
Fetish

Yes, in case you're wondering, I was able to get hard again while washing my plump, cheating wife Lisa under the hot water jets of the shower, my hands caressing her soft, pampered flesh as I did so. I found my hands wandering all over her skin, just as hers did on mine. She went out of her way to arouse me, too. She knew the nature of her charms where I was...

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...

Gifted Bk. 01 Ch. 09

by JoshuaGlynn on Sep 15, 2017
Novels and Novellas

You know all the usual stuff, don't read if it's illegal or you don't like sex or sex between two males offends you. All characters are purely fictional, and any likeness is coincidence. Joshua Glynn reserves all rights to this story, the characters, and the world they live in. This story is about an 18/yo boy struggling with the gifts that he possesses, a...

Why I Write Incest Stories

by ThomX on Sep 19, 2017
Reviews & Essays

I got this interesting e-mail from this guy named Jeff who told me that he had read a bunch of my stories on Literotica and, after remarking how much he liked them, he asked me if I ever had any of the incestuous experiences like the ones I describe in my stories. That got me to thinking. First of all, it was very complimentary to me as a writer for him to...

From Across The Room Ch. 02

by trainman2k on Sep 15, 2017
Romance

Having not completely recuperated from recently having one of the best 'no sex' dreams of my life, I was busy working on the massive web site upgrade I had been contracted to do. Things in that respect were going well - it was my personal life that was in major turmoil, all because of that dream. Sam called me to his office and asked if I would go to the ai...

Swipe Right Ch. 03

by amb_anonymous on Jul 30, 2018
Transsexuals & Crossdressers

This story contains interracial, dom/sub, t-girls, crossdressing/sissification, impregnation and bondage. This story is fantasy. I like to stretch the limits of what's possible, so don't expect pure realism. For clarity: In my story, a t-girl is someone with a completely female appearance, but with male sex organs (so no hermaphrodites in the story). In...

The Veronica Story Pt. 03

by jfbreak on Oct 12, 2017
Loving Wives

------ Part Three - History ------ Over the next two months, I made morning coffee visits two and mostly three times a week, and we met for lunch more than a few times. I found myself padding all of my purchases, giving my wife inflated numbers each time I'd put gas in my truck or make a purchase at the hardware store. It wasn't a significant amount of mone...

Filius Ch. 04

by Hitman7 on Sep 14, 2017
Fetish

[Author's Note: As usual, I would like to thank my editors: Bigg Mike, Captain Krunch, Rex and Latina. Without them, this chapter would have been just stuck in my mind. So give them a round of applause. Next, to those who comment on the chapters, suggest things, and even send me messages on my email, thank you. I appreciate all of that. You guys are one of...

How I Met Sheri Pt. 01

by Kjo415 on Sep 28, 2020
Transgender & Crossdressers

I woke up as the sun was beginning to rise on the horizon, looking down at the beautiful girl sleeping next to me, and think about the crazy year it was. If you told me a year ago that I'd be engaged, I'd call you crazy. Then I look on the other side of me, and see my other fiancée, yeah it's been an insane year. Tomorrow is my 26th birthday, this is a stor...

Grandpa Wants My Ass

by 1993Anus on Sep 16, 2017
Anal

I was living with grandpa, he was 72, I was 18... Sometimes when I would take a shower I would just throw my dirty underwear out in front of my room door which was right near the bathroom or id just leave them on the floor of my room instead of the bathroom. Once when I got done taking a shower I found grandpa in my room touching my underwear, the other time...