Holly Visits Grandpa Sex Story Stories

265,819 results
Orientation
Length
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Infinite Scroll

Strictly Business

by leapyearguy on Sep 14, 2017
Loving Wives

This being my first story, I would appreciate any feedback. I would also like to thank Angel Love for her help correcting my butchery of the language. Her encouragement helped enough to stop me from hitting the 'delete all' key. Thank you again Angel. Now on to the story. * Well what the fuck now? A year ago I thought my fucked up life might actually turn...

Ai Generated Porn

by TheAiMastermind on Apr 22, 2025

They don’t call me the Ai Mastermind for nothing. Here is a collection of stories throughout the multiverse and from the mind of a machine. {Hey guys! Mastermind here, and I would like to say please please please add to this! I love seeing everyone’s creativity and enthusiasm. It doesn’t have to be entirely Ai generated. Just the picture, or the writing. Eit...

Open in Reader

The Production Assistant

by Unintentional on Nov 14, 2017
First Time

Tom Briggs was still reeling from the diagnosis his doctor had shared with him a week ago. Cancer. His biggest worries had been whether anyone would go with him to Prom and keeping up his grades for college, and now instead of trips to the beach or movie nights with friends, his only plans were therapy. The doctor had explained the prognosis was excellent an...

Ananda Ch. 03: Takes The Lead

by monkeykinglives on May 4, 2020
Group Sex

Ananda Takes The Lead All persons depicted are over 18. This is the third part of the Ananda story. In 'Ananda Visits Her Nanny,' my friend's daughter visits and gets her cherry popped by me after a street festival. In the second part, 'Ananda Returns With Her Roommate,' Ananda returns a year later with her blonde roommate and shows me her new skills. In...

Ananda Ch. 04: Blonde Virgin Learns

by monkeykinglives on May 4, 2020
First Time

This is the fourth part of the Ananda series. Summary: After the previous evening’s all-girl orgy, Ananda wakes me up with a fantastic blowjob. She asks me to teach Gretchen, her beautiful blonde roommate from Germany, how to get the special someone for whom she is saving her virginity. Gretchen is game for most things asked of her, but Ananda is worried Gr...

Ananda Ch. 05: Gretchen is Cooking

by monkeykinglives on May 12, 2020
First Time

This is the last story in the Ananda Visits series. I've created lots of future possibilities and potential side stories. It depends on the scores and comments. I have other stories that need writing. Summary: It is the last night before Ananda and Gretchen leave for their homes in Europe and their second year at university. Ananda has become a competitive...

Summer at Pond Cove Ch. 04

by The_Technician on May 15, 2018
BDSM

= = = = = = = = = = = = = = = = = = = = Walter's story continues. In this chapter, he tells of how Mistress Gloria punished him and holly for screwing around and not paying attention to their work. He also talks about a contest between the slaves which results in one of them being reduced to a bald, submissive, sex slave-- the lowest you can be. This story...

Proud Holders Ch. 09

by Adrian69702006 on Sep 15, 2017
Fetish

Chapter Nine Saturday Morning (All of the characters in this story are completely fictitious and any resemblance to real persons, living or otherwise, is entirely coincidental. Also all of the characters are well over the age of 18 – in fact the youngest is nearer 28.) "Good morning everyone." "Good morning Miss Sarah." "Did everyone enjoy their bac...

The Psychiatrist Ch. 01: The Bet

by Willupboss on Jul 16, 2019
Loving Wives

This will be an eight-chapter story and I will submit them two at a time. All eight chapters will be submitted within the next four days so please keep watch for them as they make their way through the posting process. This is a story of a loving couple where the wife has sex with people who are not her husband but she does so without her full consent. If th...

The Psychiatrist Ch. 03: The Next Day

by Willupboss on Jul 16, 2019
Loving Wives

THE PSYCHIATRIST Chapter Three THE NEXT DAY We hadn't gotten home from Lou's Tavern until 3:00am and by the time I helped Holly get cleaned up it was closer to 3:30 when we finally made it to bed. Holly was out like a light but I tossed and turned a bit before being able to drift off to La La Land. I woke up around 10:00am and snuck out of bed trying my...