My Old Horny Grandma Stories

344,272 results
Orientation
Length
Source
Infinite Scroll

Katelyn's New Sissy Pt. 01

by bluesbirds on Dec 25, 2018
Transgender & Crossdressers

I remember she made me try the Sissy Peni-Pacifier in the store. It was a humiliating day outing, meant as "my" Christmas gift. Dressed up in a tiny bright red sexy elf costume with marabou trim around the edges that ended at my sissy clit, black fishnet stockings and 4" black heels, with a ridiculously large shiny red bow in my hair, surrounded by mirrors a...

Cum Hungry

by Grandflasher C. on Sep 19, 2017
Group Sex

Billy was shit out of luck. His problem was that he was just an average Joe - but he was really, REALLY average! He was twenty-five years old, working as a delivery man, and not a bad person. But he just couldn't get laid. It wasn't that he was ugly or fat or anything else like that. He had ordinary looks with an ordinary body (bordering on the chubby side,...

After the Reunion Ch. 10

by robertl on Sep 10, 2018
Loving Wives

"Yes, maybe next time," she whispered as she hugged my body to hers. With that little sentence, she confirmed to me that there would be a 'next time'. I would say that we resumed somewhat of a normal life after that, but it wasn't normal at all. When Addie came home from her pole dancing class Wednesday night, she was on fire. She rode my cock that night as...

Monstrous Ranch Ch. 20

by GigglingGoblin on Mar 19, 2018
Sci-Fi & Fantasy

In her dreams, Valina was Kitten. And Kitten was being a very, very good girl. She was immersed in slick vines, lost in tentacles from a vine dryad she had known many years ago. The vines slid over her like tongues, lapping over her breasts. She hung suspended, arms and legs spread out, as a vine slid between her legs and slithered over her pussy. And she...

Birth of a Rose

by maturesubmale_for_F on Apr 13, 2020
Transgender & Crossdressers

The birth of a Rose The following story is a fantasy. But a fantasy rooted in experience and reality. This is what I am and these are my desires and longings. Mistress Amanda embodies what I wish for, and though the woman portrayed in the story is not real, the portrayal of her does contain many elements of women I have known and loved. I live my life...

Prof Wot Pt. 01: An Unearthly Ass Ch. 01

by SFantasy on Jul 6, 2020
Sci-Fi & Fantasy

AN UNEARTHLY ASS Part 1 It was a cool November evening, as Cliff Stone sat in his class at the end of the school day, doing his marking. As a science teacher in Fail Hill School, he knew that his pupils considered him a bit of a "fuddy-duddy", not "with it" at all. Nonetheless, he kept himself in shape to the point where his muscular frame drew female atte...

Huntress of the Night Ch. 02

by LordWriter7 on Sep 16, 2017
Sci-Fi & Fantasy

Haron was a land of many species that could only exist in its northern climate. Aside from the vampire, none was so unique than the Snow Elves. This came less from their culture and more from the fact they were the only known elves to man. If any other elven races existed, they had never revealed themselves to other races. Sailors told stories of Sea Elves t...

Twenty Something Years Later - Final

by Frenchmarine1 on Sep 28, 2020
Mature

Intro: Last year my wife Michelle and I went to the Gold Coast of Australia for a long weekend to meet Rick, who was touring the East Coast. Rick was a very close friend many years ago when we all lived in the same city; we had not met for over twenty years. Apart from the chance to catch up again, this trip was going to be all about reliving our sexual adv...

Vegas

by jakewho69 on Sep 16, 2017
Loving Wives

Edited by Willyb220 Chilly Willey has made some corrections to this story Chilley Willey talked me into re posting some of my stuff, so here goes one of my better ones. If you don't like it, don't trouble yourself or me with your comments. It was the best I could do some years ago, and I'm too old to do any better now. I lost most of my stories from my com...

Cabin Fever

by _brent_123 on Sep 16, 2017
Novels and Novellas

It is a cool, clear September morning when Tricia arrives at the cabin. The sun has well risen but the chill off the lake defeats most of its warmth. Picturesque, is the first word that comes to her mind. The cabin, the lake, the fall colours on the surrounding trees, all of it together makes it look so appealing. She feels that she has arrived in paradise,...