Chastity Plug Stories

24,707 results
Orientation
Length
Source
Infinite Scroll

Simon's Sluts

by Ellyce on Sep 16, 2017
Transsexuals & Crossdressers

Chapter One – Wake Up Call The alarm went off and I groped for the "snooze" switch out of habit. Then I remembered that I had day maid duty today and sleepily rolled out of bed. Wandering into the bathroom, I pulled the shortie nightgown over my head and observed myself in the full-length mirror starting at my red-painted toenails. My gaze wandered up my sh...

Simon’s Sluts

by Ellyce on Sep 16, 2017
Transsexuals & Crossdressers

Chapter One – Wake Up Call The alarm went off and I groped for the "snooze" switch out of habit. Then I remembered that I had day maid duty today and sleepily rolled out of bed. Wandering into the bathroom, I pulled the shortie nightgown over my head and observed myself in the full-length mirror starting at my red-painted toenails. My gaze wandered up my sh...

Bike Ride

by sculptorn on Aug 19, 2017
Exhibitionist & Voyeur

Breathing deep. I've been preparing for this, but I'm nervous. Today is the Tour-de-Fat. I've decided that I'm going to engage in some long-term public bondage and see how well I can blend into the insanity. The route for the Tour rides past my house. I'm intending on joining the fray and riding roughly eight blocks with the tour and then continuing on ano...

The Perfect Pair Pt. 09

by ChangeYourPassword on Oct 6, 2020
Fetish

The Perfect Pair, Chapter 9 (fetish, chastity, consensual, cross dressing) By ChangeYourPassword Author's Note: This is a work of fiction. It is a story of sexual fantasies and fetishes. These sexual practices are not for everyone, but those of us who delve into them understand the allure. The characters in the story certainly do. If you enjoy this story...

Gimp and Pup

by felixkatz on May 22, 2019
Fetish

It was a fairly normal encounter during fetish weekend: Two masters sitting at the bar and chatting, their subs on leashes behind them. In this case, one of them had a rubber gimp on his leash, hands chained behind its back, a gas mask with darkened lenses obscuring its features. The other one had a rubber puppy sitting at his feet, hands locked in rubber pa...

How Chastity Changed My Life

by ronron1818 on Apr 22, 2020
Fetish

My name is Mary and I am 45 years old. I am ok looking, nothing that spells out sexuality in any obvious way. My life changed dramatically last year when my husband Mike started to work as an accountant for an all female sex toy company; that is owned and managed by Lisa who is a very sexual and sexy young lady. Lisa is 26 years old; tall and thin. She ha...

Just Look at Me Now Ch. 05

by GFfan on Sep 14, 2020
Transgender & Crossdressers

ACT ONE: PARTY PREP "If the item is defective, you can return it for a full refund, but no, you cannot return it if it's simply too big. I'm sure you can understand why." This was the saleswoman's reply to the question I had been instructed to ask about an item Jude and Becky had assigned me to buy. "I doubt that will be a problem though," the clerk, Felic...

Danni Ch. 03

by Coder3445 on Apr 21, 2020
Transgender & Crossdressers

Authors note I know it's been a few months since the last Danni came out and I am sorry for making those who want to read wait for so long. With that being said the reason for it is that I meant to write it but suffered from writers block at the time and eventually forgot about it. However I hope this does Justice as I tried to make it longer without sacrifi...

Chastity Vacation

by _Ashley_ on Oct 9, 2017
BDSM

Stephanie Her long, tanned legs stretched over the side of her bed as she rubbed the sleep out of her eyes. She took a few uneasy steps as she headed for the curtains. She gasped as she slowly drew them, temporarily blinding her deep green eyes. The sun was still partly blocked by trees but that didn't stop it from fighting through and melting the light cov...

Feminizing First Step Ch. 04

by antares34 on Dec 10, 2019
Transgender & Crossdressers

(All characters are age 18+) It has been months since my mom and therapist started my sissy transformation. So many changes have happened! Shortly after placing me in a chastity device, they revealed to me that the "male hormones" I thought I had been taking were in fact just the opposite -progestogen and testosterone blockers to be specific. To be honest...