Shy Grandma Stories

54,743 results
Orientation
Length
Source
Infinite Scroll

Redo Ch. 05

by cassandraharper on Sep 16, 2017
Interracial Love

Rogue woke up the next morning with her mouth open and slobber running down her chin. She had stayed up late last night with Lily and couldn't remember when she had gone home. She sat up from her awkward angle on the couch, rubbing her painful neck which she was gingerly twisting about. A flushing toilet could be heard in the distance causing her eyes to wid...

The Shy Girl

by deepemerald on Aug 30, 2017
First Time

Jessie Stephenson was a shy high school senior. All through high school she'd wished she was more like the outgoing cheerleaders or the captains of the debate teams or anyone other than herself. She spent the day trying to disappear into the shadows at school and was incredibly relieved when the final bell went so that she could get into her car and drive ho...

Skunk Ruins the Camping Weekend

by chrisberg on Sep 26, 2017
Exhibitionist & Voyeur

As long as I can remember, my parents owned a cabin up in the mountains. It was a nice size cabin but the best part was we had a huge yard, about 25 acres, near the river. As a family, we would spend many weekends camping. I am the oldest child in the family, one sister in the middle, and one brother who is the youngest. We get along most of the time but we...

Story of an Indian Village Woman

by rubysen on Sep 13, 2017
Loving Wives

(Dear Readers, As I am trying to complete Adorable Woman – Part II, this story came up as one, which a maid told the mother. This couldn't be included in the main story, as it is too long as a side story. So, I am publishing this story as an independent one. I do hope you like it and vote. I apologise to a specific section of readers who do not like using B...

Al Capone's Treasure

by A_Little_Show on Aug 30, 2017
Exhibitionist & Voyeur

Everyone even remotely involved with sex in this story is an adult. I was intensely body shy when I was eighteen. I don't know why. My family wasn't particularly prudish or anything. My father and my older brothers often lounged around the house in underwear when I was growing up. As the only girl in a house full of men, I probably saw more flesh then most...

Doc Ch. 10

by kingkey on Sep 18, 2017
Novels and Novellas

When I woke up the next morning, I could hear a commotion coming from the kitchen. I got up and went to see what was going on. When I entered the kitchen, I found Grandpa and some other people talking. Grandpa noticed me and said, "There you are Clay, come on in and get some breakfast." As I pulled out a chair and sat down, Grandpa continued, "Do you remembe...

Kate's Mom Comes To Visit Ch. 06

by Catytheghost on Sep 16, 2017
Transsexuals & Crossdressers

Part 6 Jenna's Party Jenna The guests have all accepted their invitations--looks like a full house--and ten have said they would be spending the night. That will not include those who wind up staying over anyway. Silverfang said she and her two attendants would be here for the day; I can't wait to see the look on her face when she sees who all will be he...

Urban Girl in a Village Ch. 06

by rosh21 on Apr 13, 2020
Exhibitionist & Voyeur

Let me make something clear first. I am or have never been a girl who always dresses up like a whore. Even when I used to live in the city, the kinds of clothes I used to wear could never be considered slutty. I used to wear revealing clothes, yes, they used to expose a lot of skin, but never in a wrong way. I never used to walk towards my closet thinking I...

A Visit to Grandmother's House

by Ann Douglas on Sep 14, 2017
Toys & Masturbation

Sally Liebowitz hummed a tune as she walked down East 53rd st. It was a beautiful Friday afternoon and she was on her way to have dinner with her Grandmother. Actually she was several hours early for her usual Friday Dinner but it was such a beautiful spring afternoon she had skipped a boring lecture at the City University. One of the conditions her parent...

Wonderful Summer

by Justtoold on Sep 16, 2017
Romance

Thanks to honeywldcat for the editing on this. As a long ago failure in grammar her help was appreciated. This story is my first submission to this site. Over the last few years I have enjoyed reading many stories from other authors. My fa-vourite author is JAKE RIVERS. He puts so much heart, soul, and research into his stories that a guy just can't help bu...