Stories Of My Grandma Milking My Prostate Stories

368,987 results
Orientation
Length
Source
Infinite Scroll

Making Of a Hotwife?

by Wifeswatcher on Sep 11, 2017
Loving Wives

It started from the moment I met my wife. I was happily married at the time, or so I thought, until she opened my eyes and set free the disires and passions that I didn't realize I had. She was a new hire for the company, one of about a dozen. I first saw her walking through the halls on her orientation tour. I was immediately struck by her and she hasn't...

I've Got the Trains to Keep Me Company

by The_Technician on Oct 14, 2017
Toys & Masturbation

A lonely young woman is left the family farmhouse by her grandmother who always said, "I've got the trains to keep me company." This is a VERY mild story that will primarily appeal to those who are into machine self-stimulation or have a fetish about steampunk. There is no explicit sex. Instead this sets up a fantasy which some will live out in their own mi...

How I Became a Chastized Cuckold Ch. 04

by gizzard on Sep 19, 2017
Loving Wives

**Warning** This fantasy story series contains or will contain elements of Male Chastity, Orgasm Denial, Female Domination, Cuckolding, Interracial Sex, Bi-sexual Innuendo and Tendencies, Teasing, and BDSM Activities. If any of these topics are offensive you to, I recommend not reading. * It was a few days before she allowed me to use the rubber black cock...

Dressed for Disaster: The Prequel

by thrillerauthor on Sep 14, 2017
Transsexuals & Crossdressers

Dressed for Disaster: The Prequel Pat Summers put his suitcases on the bed, and made a quick survey of his room. He noted with approval the full-length mirror on the back of the closet door, and he poked his head into the bathroom to inspect the bathtub and vanity. Not overly luxurious, but they would do. First things first. He opened his computer case and...

Mika

by thesmutwriter on Mar 7, 2021
Erotic Couplings

It started from the moment I met my wife. I was happily married at the time, or so I thought, until she opened my eyes and set free the disires and passions that I didn't realize I had. She was a new hire for the company, one of about a dozen. I first saw her walking through the halls on her orientation tour. I was immediately struck by her and she hasn't le...

Open in Reader

It's Just Sex! Ch. 02

by velvetpie on Sep 12, 2017
Chain Stories

This wasn't a good idea. Norman tried not to fidget as he studied the advertisement for Wüsthof knives, wishing he had one about now. I shouldn't have let him talk me into this. His already sweaty palms exuded more moisture and the cooking magazine nearly slipped out of his grasp. He was glad he was alone. It would have been embarrassing to have other people...

Insane Family Ch. 1

by Queen_of_Dairy on Sep 1, 2017
Humor & Satire

This is a story about Tina, and her family. Tina is a little bit different from the rest of her family. Her qualities are unique from theirs. One of her unique qualities that she is most proud about is sanity. Not only is she proud to be sane, but also she's proud that it's unique. She loves having a crazy family, and now Tina is going to tell you why. Hi,...

Anne & Walt: Grandma Smith's Decision

by Edwin on Sep 12, 2017
Mature

Interesting crowd of people assembled. Anne made a mental note to come back one night when she hadn't any plans. She filled the empty stool next to a couple of bickering lesbians and ordered a beer after being told it would be another ten minutes for the lasagna dinner she'd phoned in. The elfin mulatto girl, with the long braids, platinum jewelry and a gauz...

Future Sex Ch. 01

by SlightlyRude on Mar 12, 2019
Sci-Fi & Fantasy

AT GRANDMA'S I had never thought about my grandparents having sex, though obviously they do. I was visiting with my twin brother Jack, and Grandma asked if we wanted to use their sex room, so we said OK. What a surprise! It was so retro! Almost everything was manual! And so limited! Even the ejaculator only had basic spunk - they didn't even have chocolate...

Mrs. Swanson's Boarding House Ch. 06

by 0ra11yfix8ed on Sep 25, 2017
BDSM

It has been quite some time since chapter 5 was submitted so if you are not already familiar with the story line it might be advisable to start with Chapter 1. Fems up, ladies! * It was getting late in the afternoon and Mrs.Swanson was at her best as she combined two of her favorite activities; masturbating young men and displaying her considerable power...