Shy Grandma Stories

54,743 results
Orientation
Length
Source
Infinite Scroll

Learning to Pee Ch. 01

by diapergrrl on Sep 19, 2017
Fetish

Chapter 1 Standing naked in front of the full length mirror, I pulled the white diaper up around my hips. I got the small size, but it was still too big so I pulled the tabs tight across my belly. The pressure on my full bladder felt incredible. I couldn't wait to start my adventure. But let me back up a little. I have been vaguely interested in diaper pla...

The Cure Ch. 01

by CaraDailey on Sep 14, 2017
Romance

"Why are you still here?" Ava questioned to herself as she stepped out of the club several hours later, to find her human still sitting in the parking lot in his jeep. She'd known through out the night that he had remained close. She could feel that through the gnawing pain in her chest. She hadn't realized, however that he'd remained in the parking lot. "St...

A Stick Of Gum

by velvetpie on Sep 12, 2017
Romance

You are amazing. I stared at the wrapper, seeing the words but not fully comprehending their meaning. I clandestinely looked around the room, checking to see if anyone else was looking at me. But everyone else's eyes were facing the six pages of trigonometry test that we'd just been handed. You are amazing. The words were still there. Scribbled in black f...

Supernatural: Change of Plan

by starrkers on Sep 19, 2017
Celebrities & Fan Fiction

This story uses the characters of Sam and Dean Winchester from the Supernatural TV series. I do not own these characters (damn, but I wish I did!). * Ruefully Dean tugged at the handcuffs neatly chaining him to the pipe. When was he gonna get smart and start carrying paperclips? He could see Sam sitting with his hands cuffed behind him around a pole, his...

Black Femdom, Cindy Story

by Dunn81 on Sep 14, 2017
Fetish

My name was Cindy, I'm a petite white blond girl really shy and submissive out and in the bed. I knew i was Lesbian since I was 12 years old and now I was 21 years old and I moved to Philly. I loved the city and it was great to have school there even if I had no friends or family there. I had a long relationship before moving to Philadelphia, we had to split...

Dan Loses Control for a Toe Ring

by Lrt83 on Apr 18, 2018
Mature

Dan was normally shy around women, except when he was standing in front of an older woman. It was somehow easier for Dan to put sentences together, as he found older women sexy as anything. Spring was the greatest season for Dan, as he knew women would remove their winter clothes and walk around in the sexiest dresses, walked around in sandals showing thei...

Fun with Neha

by indianExhibitionist on Jul 31, 2018
First Time

This is my first story on here. I would really love feedback and edits. *** This story is about how I met Neha and how that led to me losing my virginity. I was a horny and virgin 18 year old kid and I was in the first semester at college. I had a couple of girlfriends before college but had never done anything more than making out. If you are from India,...

My Work Fantasy Ch. 03: Sharon

by NobbySon on Jan 13, 2018
Fetish

My work colleague Sharon had been known as Miss goody two shoes for five years now, but after the relief of ending a failed marriage and a change of work roles, she had become sexually attractive - and available. In an hour we'd gone from me unavoidably peeking both down her blouse and up her skirt, to her teasing me about it and eventually I'd licked her t...

What are You Going to Do to Me?

by BobBaxter on Sep 18, 2018
Fetish

Eloa was a beautiful Brazilian with long, charcoal brown hair and big blue eyes. She was blessed with an olive complexion and a radiant smile that dazzled audiences across Europe. At only 155 (5'3 for the Yanks), she had dazzling 36c boobs and a voluptuous bum that appeared carved from a Roman myth. Classically trained as an actress, Eloa had discovered stan...

Riding Out The Storm

by sweetkd on Nov 27, 2018
Erotic Couplings

The rain beat softly on the roof top. The dark clouds had been rolling in all day. There was a storm coming and it was predicted to be fierce. The wood had been cut and stacked into neat little piles on the floor next to the fireplace. There were candles lit around the room casting a warm soft glow against the darkness. You handed me a glass of wine to soo...