Shy Grandma Stories

54,743 results
Orientation
Length
Source
Infinite Scroll

Redo Ch. 03

by cassandraharper on Sep 16, 2017
Interracial Love

Hello everyone, just wanted to apologize for the last update. I am my own editor and if you have read any of my other stories, you will see that there are very little to no errors. I had a lot going on that day and my focus was off. With that being said, I saw the comments and there is a difference between constructive criticism and being rude. Anon, I don...

Redo Ch. 02

by cassandraharper on Sep 14, 2017
Interracial Love

The alarm clock beeped incessantly, startling her awake as she groaned, slapping her hand against it repeatedly. "Shut up!" Tiredly, she regarded the time, snuggling comfortably under her blanket in preparation to fall back asleep until reality dawned on her and her brown eyes popped open in surprise. 10:25 A.M., she read then reread, turning over on her si...

Camp Initiation

by LaTourEiffel on Sep 15, 2017
First Time

Chapter 1 It all started when I turned 15. My mom and dad were getting divorced and my grandmother told my mom that I was going with her to camp for my birthday. I didn' t want to go. I didn't want to do anything, least of all spend time with a bunch of screaming girls. Grandma explained that it wasn't that kind of a camp. It was a private camp, for familie...

Timmy's Talented Tongue Ch. 04

by milfleglover on Sep 25, 2017
Mature

My Fourth of July had been fruitful. At my usual gathering of friends at my house, Timmy, a shy, handsome 18-year-old friend of the family, had come by. Quite unexpectedly, and delightedly so, I, and then later my sexy old girlfriend Linda, drained the young stud dry, between us milking six gorgeous loads from him, all the while enjoying his talented tongue,...

A Vacation at Clairbourne Manor

by darkstone57 on Sep 14, 2017
Romance

(Author Note: As always, I want to thank you for taking the time to read my story and hope you enjoy it. I know I am not the perfect writer, but if you find something that will help me improve or have good or bad comments, please, let me know. Thanks!) * This had to be the worse vacation she had been on in her life, even the yearly camping trips that her...

Deidre's Faerie Tale Ch. 08

by LaLaLady on Sep 13, 2017
Interracial Love

Lady Ilyn was pale, well, more pale than usual. She wore a long black dress, her hair was pulled back in a severe bun, and her eyes were red-rimmed. Yet, when she walked up to me, she smiled. "You're ruling was fair, and just, and extremely generous," she said bowing her head. "I'm sorry, Lady Ilyn. I really am sorry." "You've no need for apologies, my qu...

Decades Ch. 04

by YDB95 on Sep 16, 2017
Novels and Novellas

"Your fondness for these floral patterns continues to elude me, Doug," Kelly said. Setting down her beer, she took yet another look down at the loud print dress she'd found herself in after playing "Stayin' Alive" on the jukebox. "Feels like acres of fabric here." "Too much fabric beats too little, doesn't it?" Doug replied. "I feel like somebody must've po...

Kitten Spreads Her Wings

by dmallord on Oct 6, 2020
Novels and Novellas

Prologue The setting for Kitten Spreads Her Wings is in mid-continent USA and opens with Ray, an eighteen-year-old western transplant, recounting his summer fantasy with his cute as a button, eighteen-year-old step-cousin, Marie. It recounts their experiences with Katelyn, a college freshman, in a three-way love triangle that begins during the summer when...

Decades Ch. 01

by YDB95 on Sep 16, 2017
Novels and Novellas

Doug had a photograph of Grandma and Aunt Doro on the beach, which he had kept on his desk throughout his four years at Columbia. Snapshots of various buddies and girlfriends had come and gone, and for appearance's sake he had occasionally also displayed a picture of his mother when he could stand to; but Grandma and Aunt Doro were there with him throughout...

Nina's Night Visitor Ch. 02

by SexyNina071989 on Oct 12, 2020
Romance

This story is pure fiction. This story Is for adults only. Do not read this story if under eighteen years of age, or live somewhere where adult material is illegal. All Characters are eighteen years of age or older. ***** Nina's body continued to tremble post-orgasm. The juice of her sex still dripped, Her cunt still agape. She had mixed emotions. Nina...