Plug Training Stories

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Infinite Scroll

Training Day

by LoneStarDamsel on Sep 16, 2017
Anal

I sat uncomfortably in the waiting room. I shifted my weight from one side to the next. The beautiful room was filled to capacity with gorgeous woman each studying the latest in high-fashion magazines and catalogs. Finally the woman behind the window called my name for my appointment. I was unsteady in my 4-inch heels and my blouse seemed unusually taut acro...

The Doll

by subdoll on Aug 29, 2017
Group Sex

I'd been flirting with a guy that I had met for some time, trading raunchy texts back and forth. He would come up with all sorts of nasty things he wanted to do to me and I'd always respond that I would. He would get bolder and bolder but nothing ever scared me off. I thought he was hot and got a feeling that he was a confident guy but I wondered though if h...

Pleasure Cult Boot Camp

by fannypack on Sep 16, 2017
BDSM

"I signed up for this," she told herself. But standing naked in the tiled room surrounded by trainers, Red was beginning to feel doubtful. This was not the time for fears though, it was too late. Last night she had come to the convention and followed all the procedures: signed consent, video consent, verbal agreement to all parts of the training. And the las...

Mistress Valeria Pt. 03

by BootyAllDay on Jun 25, 2019
Transgender & Crossdressers

This is part 3 of my Mistress Valeria series and I truly suggest reading parts 1 and 2 before this one if you have not done so. Thanks all for the support and feed back on the first 2. I believe this should be the best part. This is still around 90% accurate and I am looking to drag it out a little more by being more descriptive and let the story come to me...

Early Training

by lilsubalex on Sep 11, 2017
BDSM

It has been a long time since i've thought back to the beginnings of my training as a submissive. When i think about it, there were so many things and many that i'd forgotten! It was only an online relationship ... so all by my own hand... but was emotionally very attaching. i'm still amazed at how much so. Very early on my first instruction was to complete...

The Set Up Pt. 02

by undermythumb10 on Sep 15, 2017
Fetish

This is the continued story of my life as a sissy and is a continuation from part 1 The Set Up. ***** As I mentioned I am sat tied to a chair with my stepdaughters panties placed so the crutch is over my nose, it's a long story which started when I met and married my wife now Mistress some six months ago. I am now a total submissive sissy cum slut for my...

Very Nasty ButtPlug Training

by amy pussy on Sep 25, 2017
Anal

by now my ass has got to be stretched out enough to fit my boyfriend and anything else he can think of. for about six weeks I have been letting peter make my ass "ready". Most days I ware a rather large plug inside my asshole. At first it was kind of uncomfortable but peter assured me the results would be worth it. The worst was the over whelming sensation o...

Return to "Weekend School" Ch. 10

by cynthiablaine7 on Nov 7, 2017
BDSM

This story does involve bodily functions so if that is not something you find compatible with your interests, read no further. It features spanking and caning, so has been placed in the BDSM category but has equally significant Fetish contents. All characters are over 18. ***** Melody Haynes, in her early 50s, awakened and was surprised momentarily to find...

Covid 19 - Pete Turned into Charleigh Pt. 04

by His_fag_wife on Jul 27, 2020
Transgender & Crossdressers

Red unlocked the locks, unclasped the clasps on the box and then popped the lids back on the two bottles of poppers, but popped them in place for later. After this first session being so much of a hit, she thought Charleigh might be in the box for some time, every day for the coming weeks, if the lockdown remained in place for that long. At least then the du...

Comply Ch. 02

by mslv4Her on Sep 13, 2017
BDSM

Chapter 2 - The Following Week After You leave, i'm left with one dildo humming in my ass and another grinding away against my cock. i cum with a great sensation, my anus contracting around the dildo in my ass and pushing it out as my cum explodes from my cock. i lie there for a bit, relishing the wonderful training You have given me. Then i remember the li...