Grandpa Cuckold Stories

9,681 results
Orientation
Length
Source
Infinite Scroll

Husband Becomes Helen's Submissive

by Pippa on Sep 18, 2017
Transsexuals & Crossdressers

My name is Philip. I am married to a beautiful woman called Helen, and a few days ago... I did something very stupid! My wife, her mother, her beautician, my P.A. from work, and any of their friends, (in fact, anyone that they choose,) are now completely in control of my life. They are my Mistresses, and I am fully subservient to their every desire. In fac...

Another Love: Lost

by GeorgeAnderson on Feb 6, 2018
Loving Wives

Another Love: Lost an alternate ending by GeorgeAnderson after the original by RichardGerald. RichardGerald's "Another Love" (https://www.literotica.com/s/another-love-pt-01 ) is one of the more controversial stories on the site. The tale is well-written, and the characters keep the readers' interest, but the decades-long betrayal followed by near-pain...

The Vacation

by waking_dream on Sep 25, 2017
Romance

Thanks for checking out this story! It's a slow-build type romance, so if you're anxious for the sex, skip to about halfway through. This is my first longer story and I welcome all constructive feedback to help me improve my writing skills for the next one. Thank you to Ed and the others who have reviewed it and contributed to making it better. ** Samuel...

It's Not What You Think

by harrycarton on Sep 19, 2017
Loving Wives

Chapter 01 It's two days after the explosion, and I'm in an evac ride to Germany. A little background is in order. Maybe somebody I don't know is gonna read this someday, so I'll watch what I say. Officially, I was part of what we euphemistically called Operation Sandbox. Oh it had an official name or three, but it was just the U.S. Army's way of making th...

My Life, Version 2.1

by TexasFarmBoy on Sep 12, 2017
Novels and Novellas

As I reflect on my life, I see it as evolving through several distinct parts. Part 1.0 was the usual high school and college experience of a spindly, awkward guy who was late to develop both physical and social skills. In high school, I played the mandolin and read a lot. In college, I played a little in a band and then married the first girl who liked me en...

Lucky Man Ch. 18

by Mentalcase on May 15, 2019
Group Sex

Chapter 18 Duncan His phone buzzed a few times while he was on the phone with a client. Picking it up, he smirked when he saw it was a text from Marie. Knowing better than to look at it while he was trying to concentrate on a conversation with a customer, he finished the call and proceeded to unlock the phone and look at the messages that she'd been sendin...

Matchmaker 05: May

by SanityCheck on May 11, 2020
Romance

Brooklyn I staggered into my house, kicking off my heels the moment I stepped through the door. I'd flown to Seattle, Washington, on Tuesday morning, and now, Friday evening, I was finally home in Chicago, tired and ready to sleep in my own bed. Short of flying charter, first class was as good as it got, but I still had to deal with crowds, terminals, lugga...

Lucky Man Ch. 19

by Mentalcase on Sep 23, 2019
Group Sex

Hello my friends! I just want to give a quick update about this particular story. In order for it to line up correctly with another of my works, My Sister Made Me, there has to be a small time jump. The entirety of Lucky Man has taken place over the course of several months, from February to about mid-April if my quick math is accurate. Regardless, I didn't...

Indelible

by Kalavo on May 20, 2019
Exhibitionist & Voyeur

"Mark, do you think this dress is nice enough for tonight? After all, we are dining with one of the richest men in the world. I don't want to come across as a country bumpkin," asked Anne Wright of her husband. "I can't believe he wants us to dine with him." "Your dress looks fabulous," Mark replied. "I did him a big service on a contract he was negotiatin...

Birthday Celebration

by jackswade on Sep 12, 2017
Erotic Couplings

PROLOGUE I was excited. I have to admit, when it came to Emelia, just thinking about her got me pretty worked up. Tonight, however, was special. Tonight was her birthday. Serge', her husband, and I had been conspiring to surprise her for her birthday. Okay, let me backtrack a moment. I've known Emelia for years. She was part of the reason I quit being a pe...