Butt Plug School Stories

165,046 results
Orientation
Length
Source
Infinite Scroll

Evelyn is Given a Rose

by SplendidSpunk on Sep 17, 2017
BDSM

When I returned from Mistress's house that night, having watched as my old classmate and once friend Chelsea was pierced and tattooed for her unauthorized use of my body, I went to my closet and took out the sex toys I had stored. I had not used any of these since those first weeks with Mistress Mai Lyn. At that time I was trying to understand my desire for...

21st Century Subterranean Slavery Pt. 10

by Reavantwo on Sep 13, 2017
BDSM

One-eight-six waited in her madam's bedroom for her twice-weekly reward. She couldn't believe her eyes when the door opened; she was looking at a miniature Greek God. Like the red head he was not a midget or dwarf but not much taller than one. His wavy almost blonde hair was set in a page cut ala early Beatles. She waved him over as the guard left, revealing...

You Promised Me Geeks: UK Summer

by PennameWombat on Jan 22, 2020
NonHuman

Copyright PennameWombat December 2019 The author asserts the moral right to be identified as the author of this work. This is a work of fiction. Names, characters, businesses, places, events, locales, and incidents are either the products of the author's imagination or used in a fictitious manner. Any resemblance to actual persons, living or dead, or actua...

Servicing Sara's Friends

by nada_doing on Apr 22, 2020
Transgender & Crossdressers

This is a sequel to "Sara Gets What She Wants", where the narrator's domme girlfriend leads him deep into his own taboo desires, from pegging to bi sex. Check that out for some background on their relationship. * "Are you going to be a good boy for me today?" Sara stood behind me, on her tiptoes so that her lips could brush my ear. Her slender hands traile...

All the Bells and Whistles Pt. 08

by luciddream81 on Jun 25, 2019
BDSM

22. A Helping Hand "Seriously, I'll help you clean this room." The look on her face said she wasn't kidding. The look on my face was stunned disbelief. "Wait -- what? Why?" I stammered. "Why not? You look like you could use the help," -- she tapped my hands for effect as she said it. "What's the matter? You don't want any help?" She looked at me in...

Gwen Becomes A Pissmop

by TheDarkCloud on Sep 11, 2017
Fetish

"You do understand the type of videos we make here? They are, how can I say, highly specialised. It's not just run of the mill porn, you know?" "I know, you've told me like, three times now and I've told you I need the cash, simple as that. I'm willing and able to do whatever it takes, I need the money." The girl was called Gwen, she had applied to be a st...

The Ultimate Punishment Ch. 03

by Quiet One on Sep 15, 2017
Fetish

Austin’s words would have given me an orgasm right then and there with the exception of the pain he was inflicting upon my bare bottom. The hot images he was affording me, coupled with the stinging sensations of his hand, had me torn between the two worlds of pleasure and pain. The enema was nearly half empty now, and was growing more then just a bit uncom...

Serving the Masters Ch. 03

by AngiesSiren on Sep 14, 2017
BDSM

The pain was incredible. She wanted to run from it almost as badly as she wanted to run towards it. Almost, but not quite. She needed it. Her entire world shrank until it became that one thought, and that one thought only. Then, somewhere outside of it, she heard a woman saying something. Before she could even really register what had been said, the whip cam...

Carrie's Punishment Pt. 02

by Masterdamon88 on Sep 17, 2017
BDSM

This is my second submission for this nine part story. For those of you who read Pt 1 I noticed the name error and I am going to look into getting an edited version up. Criticism is as always accepted. ***** Damon gently caressed Carrie's cheek as she tried to control her breathing. He had just gotten done thoroughly thrashing her ass with his hand, and sh...

How To Be A Boi Bitch Lesson 09

by gothicboibitch on Sep 13, 2017
Fetish

Of course, coming out, that's an awfully big step, and one that requires months to perfect it. To plan it just right. But by now, my darlings, you have most of your accessories and have had enough time to feel comfortable with them. The suit fits you perfectly. The painted claws have become you. You feel naked without them. Not complete. The art of the smoke...