Grandma Cuckold Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

The Cuckold Diet Challenge Ch. 08

by FinishTheDamnStory on Sep 12, 2017
Loving Wives

The Cuckold Diet Challenge Ch.08 FinishTheDamnStory © ~ * ~ * ~ * ~ * ~ * ~ * ~ Chapter 8: The End of the Story My final chapter in the continuation of the The Cuckold Diet Challenge by RazorLyt, (2/2/09) In the last chapter, Rick's journey toward health had taken a detour. He's lost and gets advice from friends and strangers. He decides to try to ta...

First Time Cuckold

by 1_happy_hubby on Sep 25, 2017
Loving Wives

It must have been about 7 PM when I walked in the door. My job had kept me a little longer than normal, and the Friday night traffic was imposable. I must have startled her when I called out, "Hi honey, I'm home." She jumped a bit with fright, but when she turned around and saw that it was me, a smile came over her face. She said, "Oh, I didn't hear you ge...

Cheating Wife & Cuckold Husband #09

by SusanJillParker on Sep 15, 2017
Mature

Please vote. Please give me the support of your vote. I dedicate this story to Walter from Southern California. * Ruth confesses the sexual affair she had with Jack, Jay's older friend and neighbor. The final leg and the culmination of a long, tiring trip home from Japan, Jay's taxi drove down his street and neared his house. A quiet street with a lot...

The Death of a Cuckold

by Azpiri on Sep 14, 2017
Loving Wives

I hated my father. When I was younger, I had a favorite stuffed animal. However, since I was young, I couldn't pronounce my v's properly. So my favorite stuffed animal was affectionately known as 'My Beaber'. I carried my beaber everywhere with me. I loved the stuffed animal so much that I couldn't part with it, no matter how many people tried to take it aw...

You Don't Deserve My Pussy

by B_Couric on Sep 12, 2017
Fetish

A cuckold story, not particularly extreme, more about the head-game than the sex. A hard working salary-man's wife and annoying boss are attracted to each other. The story is less about the potential sexual relationship between the boss and wife, and more about the couple discovering how to enjoy each other erotically. Some sexual humiliation. Five years ago...

Create a porn star story

by fethishboy on Jan 23, 2010
Fan Fiction

There are many porn stars in the world. They are women who bring pleasure to men and women by performing the arts of porn. But what about their stories? What do they do in their spare time. Well these are their adventures. You could tell stories of the like of Gianna Michaels, Jenna Jameson, Summer Cumming, and many others. But who does the story star. Other...

Love, Lust and the Cuckold

by PKenny5860 on Mar 17, 2020
Loving Wives

This is a story requested by a reader who want my spin on his fantasy of becoming a cuckold. As I personally do not understand this choice or particularly the desire to engage in such a lifestyle, I really have no desire to write from this perspective. However, Oscar convinced me to give it a go. I counterpointed by having Oscar push back on several occasion...

Fifteen Hours

by stev2244 on Sep 18, 2017
Loving Wives

Warning - If you're looking for willing cuckolds, consensual swinging, wife-sharing or a lot of detailed sex scenes, you're wasting your time with this story. Like with my other stories. Thanks to SexyGeek for editing help. Any errors still present are probably mine because I've fumbled around with it afterwards. * Boring. The highway is just so mind-bl...

Fantasy Date Night Goes Awry

by ImACuck on Sep 19, 2017
Loving Wives

Please note that this story contains subject matter related to cuckoldry, cheating wives, wife watching, voyeurism and group sex. If this subject matter offends you, then you have been fairly warned. Finally, all characters in this story are of legal age and beyond. ***** Chapter 1 – The Plan What started as one of our typical date/fantasy nights, chan...

Amber Gets Them Both

by misskattmc on Sep 13, 2017
Group Sex

Finally, thought Amber. Her fuck buddy and her sub cuckold with the tiny penis were both here at the same time. It is a turn on for her when her fuck buddy, Jake, a well hung handsome black man, shags her while Leo, her husband with a tiny dick and a three stroke limit, is on the road making her money. But, Amber thinks, it is so much better to be taken lik...