Shy Grandma Stories

54,743 results
Orientation
Length
Source
Infinite Scroll

Switched Ch. 05

by DickMarks on Apr 15, 2020
Sci-Fi & Fantasy

Welcome back to the story! Read the previous chapters if you haven't, unless you don't want to. Be advised there is freaky body-swapping sex in this story. Everyone doing sex in the story is at least eighteen years old. Special thanks to icedragonmo3 for excellent beta-reading and proofing. Any mistakes are my own doing. * * * * * SWITCHED CHAPTER 5: FRO...

A Most Graceful Life Ch. 09

by CJMcCormick on Jul 9, 2019
Sci-Fi & Fantasy

"Can you tell me how he is? Will he be alright?" Stephen was driving a bit too quickly down the road, with Grace in the passenger seat. Shortly after receiving his mother's call, they fully dressed and were out the door, making the short trip out to the hospital. "He's.. in a lot of pain," said Grace, slowly, with a fearful expression on her face. "Is he...

Cornfields

by My Erotic Tail on Sep 17, 2017
Text With Audio

* * * * * (This story is read by Bamagirl (Deb), Thanks Deb) Click Here to listen to Bamagirl read the story. (20 min/RealMedia) You need the free Real Player to listen to this file. * * * * * They run through the cornfields darting and sprinting. Dodging each other's grabs and playful slaps. Sue Ann, "Squealed," as Luke grazed her arm with a diving gras...

Edie's Journey Ch. 05

by penny_coyne on Sep 16, 2017
Transsexuals & Crossdressers

Waking up sometime later and remembering everything Grandma told me I was still exhausted and overwhelmed as I made my way into shower and dress. I opted for basic day wear clothing donning jeans and a light pink sweatshirt over my matching beige panty and bra, wearing no hosiery or socks as I slid into some straw colored canvas espadrilles giving me a littl...

18-year-old Designed for SIN!

by showguy on Sep 25, 2017
Group Sex

If you enjoy this story please revisit my last two submissions: Naughty High Class Mom parts 1&2. Thank You, hotteeat60. I would like to express my thanks to istanbulnoir for helping edit this feature. Background In The White Trash Trailer Park: The following story is an account of the wild experiences that a friend of mine had fucking my trailer par...

The Memory Star

by Desdmona on Sep 12, 2017
Romance

I was twenty-eight when my Grandma Pearl passed away. I still remember every moment of that call. I knew immediately it was bad news. My great Aunt Mary didn’t make many phone calls. “Emily, are you sitting down?” Aunt Mary said. “I don’t know how to tell you this. It’s your Grandma Pearl. She died today.” I didn’t cry then, or at the funeral, or even in...

Sarah is 90 Years Old

by Brad31 on Sep 16, 2017
Exhibitionist & Voyeur

It was very late and everybody was asleep. I heard a noise. It was a very soft noise and I didn't recognize it. I thought it must have been the dog or cat into something so I went to the balcony and looked over the railing but there was total darkness down there and no more noise. The house is at the end of a gravel road in the woods in northern Idaho so it...

The Male Escort Ch. 02

by DG Hear on Sep 16, 2017
Romance

I have been out of college for almost four years now. After graduating at the top of my class and having saved so much money, I opened up my own computer service business. I did some repairs and installations of new units. My main goal was still teaching. I was afraid to apply in case the solicitation charge showed up again. The summer teaching job I lost du...

Theodora - Gallantry Rewarded

by XXscribbler on Dec 23, 2017
Erotic Couplings

Byron's hackles were up - he had never in his life seen an elder so rudely treated by her family. Sunday noon in San Diego, at a large, inexpensive "soup-salad-bread" restaurant, he was sitting alone in one of the big horseshoe-shaped booths, dressed in shorts, running shoes, and the tee-shirt from the morning's 10k race. His flight back to the east coast...

Grandma's Butterfly Tattoo

by dlcalguy on Sep 18, 2017
First Time

Me and Davey were back together after our first year away at college. We'd been inseparable in high-school, but had gone to different universities and hadn't reconnected since he went away. I'd picked a school in our home town, so was still living at home. It was cheaper, but I wished I was getting more of the college experience by living away. Anyhow, we...