Dilator Stories

92 results
Orientation
Length
Source
Infinite Scroll

Neighbourly Surprise Ch. 06 Pt. 02

by Learningfast on Dec 24, 2019
Erotic Couplings

As soon as Beattie and Benny started their friendship, they agree that they would experiment to try solving her vagina problem and also explore other sources for their joint pleasures. Some things were easy and Benny already had in mind the fact that Beattie, as a woman, had other openings into her body, for his satisfaction. Within a week, he raised the mat...

Heather and Sam Ch. 01: Doctor Role-Play

by piotrjohnson on Apr 20, 2020
Fetish

Author's Note: Before you go to tear the story apart in the comments section, there are a few things I don't care about. Grammar is not my strong suite. I am writing them as quick as possible as a sexual release from my frustrations. If you do not like my sexual fantasies, so be it. I just don't care if you judge me for it. Heather is the "loving wife" as sh...

Neighbourly Surprise Ch. 06 Pt. 03

by Learningfast on Jan 21, 2020
Erotic Couplings

After ten days of daily insertion of the small dilator, Beattie was comfortable with its sliding in and out of her vagina. She "wore" it inside her for prolonged periods, held in by a tight little panty girdle; doing the shopping or a daily walk; anything except sitting, which she found uncomfortable. It didn't reach very high inside her but its 4 inches was...

Lucy's Revenge Ch. 05

by Cynthia_D on Sep 18, 2017
Transsexuals & Crossdressers

The techies had fun at my expense for the rest of the week and for the most part I was enjoying it. Everyday I was ordered to wear a different set of lingerie under my male clothes to work. Then at some point each day I was ordered to remove my male clothes and give them to my Admin Gayle who would lock them up in her desk till the techies sent her an IM tel...

Chocolate Kisses! Ch. 01

by AliceTonal on Sep 13, 2017
Romance

Authors note:This is based on factual events. If not mentioned, all characters that engage in sexual activity are over the age of 18. In this variation of the story, I choose to focus on the main heterosexual coupling, so this will be a plot and character driven romance with a fair amount of erotica throughout; however if your looking for a quick fix, you...

Taken and Changed

by dpcarpenter on Sep 15, 2017
Sci-Fi & Fantasy

My name is Robert. I was, at one time, addicted to the online world called Second Life. I guess I cannot say I am not addicted to it any more but that is what this story is all about. I first heard of second life on a TV show called CSI New York. I was a little intrigued by it but did not do anything about it for over a year. I then decided to try it. My fi...

Neighbourly Surprise Ch. 06 Pt. 04

by Learningfast on Jan 28, 2020
Erotic Couplings

Neighbourly Surprise Ch. 06 Part 4 By Learningfast It soon became clear to both Beattie and Benny that her body was responding well to two major influences; the reduction of her waist and the widening of her vagina. After a month, the corset was closed at 26 inches on her waist. She had been wearing it every night and every morning until midday. Their even...

Scenes from a Marriage Pt. 10

by DopamineFan on Apr 15, 2020
BDSM

It had been an incredibly busy and stressful week due to all of the coronavirus news and restrictions. I'd been working from home and aggravating my back by hunching over my laptop. My son's school had been closed, so my wife had been dealing with him all day rather than having her customary personal time while he was at school. It had been affecting our sle...

Bethlem Mental Institute Ch. 03

by TF2123 on Mar 20, 2018
BDSM

The heavy steel door to James's room opened, waking him up, and a pair of high heels nimbly approached him. He heard something being set down on the countertop near to his bed. Then, the top half of the steel table he was bound to started to tilt upright as he heard a crank of some sorts being turned. James had no idea what was going on, as he had a black cl...

A Proper Young Woman's Guide to Anal Etiquette Ch. 04

by lordodie on Sep 18, 2017
BDSM

Disclaimer: The following is a work of pure sexual fantasy and is intended for adult audiences ONLY. If you are under the age of 18, please stop reading NOW and go tell your parent and/or guardian that you need stricter internet supervision. Any physical resemblance to a real person that any fictional character herein may bear is probably intentional and is...