Grandpa Cuckold Stories

9,681 results
Orientation
Length
Source
Infinite Scroll

A Perfect Crime

by oldiethevoyeur on Sep 19, 2017
Loving Wives

"A Perfect Crime" is a story of pure fiction. There is no connection in the real world to any persons either living or dead and any similarities to such are absolutely unintentional. Please Note:- NO-ONE IN THE STORY PARTICIPATING IN ANY FORM OF SEXUAL ACTIVITY IS UNDER THE AGE OF 18 ***** A Perfect Crime (Or maybe just a happy ending) Hello! My na...

Threesome Next Door Ch. 08-14

by SteveWallace on Aug 20, 2019
Group Sex

Chapter 8 – Houston, We Have Lift Off The following week Ginger had to be in Chicago area to see one of her clients. She was away two nights, and our daughter took it upon herself to be my consort both nights, although she wasn't the only one. We sexted pictures to Ginger – usually erotic and sexy but with us making funny faces to keep it light. They were a...

Life as a Venn Diagram

by Andyhm on Sep 28, 2020
Loving Wives

Copyright: Andyhm. 2020 The author asserts the moral right to be identified as the author of this work. This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. All characters engaging in sexual relationships or activities are 18 years...

Wife Gets Carried Away

by Woulditkillyou on Sep 26, 2017
Loving Wives

Disclaimer: This story deals with Cuckolding and impregnation. Please do not continue if any of these subjects offend you. This is a work of fiction, meant to be enjoyed. Please click back if this does not suit your style. In a fantasy, there are no STD's, and pregnancies become nothing once you stop reading. Sorry it is so long. I get carried away with t...

Loosening Up Bk. 01 Ch. 01-10

by SteveWallace on May 14, 2018
Group Sex

Book 1 -- Loosening Up: Initial Journey Chapter 1 -- A Crack In The Façade Alice sedately drove her seven-year old silver Honda Civic into the parking lot of the company she worked for -- Knightsbridge Manufacturing. She looked around, but only a few cars were present. Along the back side of the lot four cars were already parked in the spaces under the tre...

"Sissified": 12 Days of Sissy-mas

by silkstockingslover on Jan 7, 2019
Transgender & Crossdressers

Summary: Straight man is turned into a submissive sissy by.... Note 1: This is my 400th story release. To mark the occasion, I thought I would try something longer... mixing many of my themes into one long, complex story. Thus be warned that with over 40,000 words, this story is a marathon not a sprint, and it includes a variety of themes including: cross d...

The Quality of Her Tears

by angiquesophie on Sep 14, 2017
Loving Wives

There was no doubt: she was crying. It triggered a reflex in him to reach out and comfort her. Except – he didn't. Why should he? She wasn't the one hurt, was she? He was. So why should she be the one crying? And yet, she was. Clear liquid trembled on the lower rims of her beautiful eyes – reflecting the candlelight. For a moment it clung to her painted l...

January Sucks

by DylanThomasLives on Oct 26, 2020
Loving Wives

January Sucks Let me begin by saying that I am a first-time contributor to this website and, while I have enjoyed reading the works of my betters, I cannot recall reading a story that bothered me as much as "February Sucks" by GeorgeAnderson.The original can be found at https://www.literotica.com/s/february-sucks".I highly recommend that you take a look; al...

Starlight Gleaming Ch. 20

by TJSkywind on Mar 2, 2020
Sci-Fi & Fantasy

Chapter 20 Paying the Devil His Due with Interest by T. J. Skywind © To the curious, when I write I listen to several artists. Among them Jean Michel Jarre, Medwyn Goodall, Johnny Clegg, David & Diane Arkenstone, Lindsey Stirling, and a recent addition are Two Steps From Hell. Sometimes I rock out on classics from the 1920s to current hits, but I p...

Bare and Dead: Pauline

by davebccanada on May 11, 2020
Novels and Novellas

MIKE CLAYMORE MYSTERY #3: PAULINE ***** Chapter 1 "I am Richard, son of Michael, son of Mary Morris and Duncan Claymore. I don't understand, Dad. Why is Grandma as important in my lineage as Grandpa? Why is Grandma Claymore more important than Mom or her parents?" Father and son are bonding in a way they seldom have time to do daily. "Because your Gr...