Butt Plug School Stories

165,046 results
Orientation
Length
Source
Infinite Scroll

My Canvas Pt. 04

by Nina27 on Mar 16, 2020
Fetish

Things are going really well. The website is making $6000/month and climbing. The big money is in the private cam shows. The pervs will pay $100 just to watch Nina have a BM. We also started doing bachelor parties. Nina was doing basic one hour topless shows for $200 plus tips and fully nude shows for $350. She would basically dance around for a while then...

Amanda and Me Ch. 06

by Tallnhard1 on Sep 11, 2017
Transsexuals & Crossdressers

The room was still dark when I awoke. Blinking the sleep from my eyes I sat up in bed and glanced towards the window where the faintest of light was beginning to creep in under the blinds. It was definitely too early to get up so I lay back down and closed my eyes, letting my mind wander over the last week of my life while I listened contentedly to the sound...

The Package

by AzraelAOD on Apr 23, 2019
Anal

I arrive home from work a couple of hours before the kids get out of school, having gone in to work at 5 am. I call out to you to let you know I'm home. I hear your voice from upstairs telling me I have mail on the dining room table. I go into the dining room and start looking through the mail. Mostly bills and a few mail order catalogs, but also a package....

A is for Ass Worship & Anal Sex

by chanstevens on Sep 12, 2017
BDSM

Introductory Comments Hello reader(s) – I am new to this (as of September 05) this is my 2nd submission. I would appreciate if anyone who reads my stories would give me feedback to encourage me to continue or perhaps to stop! All the stories I hope to submit (including this one) are based on real situations – read my Bio to learn more about me if you wish...

Diane's Desire Ch. 05

by ElRoylk on Sep 15, 2017
Exhibitionist & Voyeur

Moments later, he came over and stood between her legs, pushing them open completely exposing her muff to anyone close enough to look between them. "Fuck!" She whispered, pulling him down to shove her tongue into his mouth. "When are we going to leave?" She needed to cum. She needed to feel him fuck her. She couldn't sit here any longer and it had only bee...

Finding the Perfect Fit Pt. 11

by Joshana on Jan 20, 2020
Transgender & Crossdressers

If you're a first time reader drawn in by the tagline, Jamie is a guy with gynocomastia and Gen introduced him to bras then more female clothing over time. And that's all the backstory needed! Read on and I hope you enjoy! This Fucking Week Classes Monday and Tuesday, work Wednesday then home for Thanksgiving where I slept the first half of the day. After...

One of the Girls Pt. 02

by Erotictales4u on Sep 26, 2017
Transsexuals & Crossdressers

All characters in this story are over 21 years old. This is a fictional fantasy that contains elements of both femdom, maledom and transsexual/cross-dressers niche, it is focused on humiliation. This is the second chapter of One of the Girls. Sorry for the long delay. ***** The studio lights blinded and disorientated me for a few minutes as Lana led me by...

Sarah, 2d Meeting Ch. 02

by deadeye_76 on Sep 16, 2017
BDSM

Sarah and Deadeye... second meeting. Part 2: The Mall. As he led her to the elevator, he turned and said to her "Listen, my little enema lover, you will not call me master while we are out, you will call me Uncle Bob." "Yes, Uncle Bob." she said with a grin. While in the elevator, Deadeye reached down under her plaid skirt and tapped on the butt plug. Sh...

Fact Checker Ch. 01: Sadie

by nochoiceleft on Sep 15, 2017
BDSM

I have a pretty sweet deal. I'm a professional writer and work from my home office writing grant proposals for nonprofits, schools and businesses. Every so often I get hired on to manage grants or run a capitol campaign. I get to set my own schedule and work as hard as I care to. Don't get me wrong, I work hard for a living, it's just that I get to do it in...

Cynthia's Submission Ch. 24

by GettingItDone on Sep 25, 2017
BDSM

Thank you for reading my stories, and I am sorry if the wait between chapters is longer than you would like. I am doing my best, and promise to keep writing them as long as the response to them is positive. As always, rating and commenting on the stories are greatly appreciated, and if you would like to make suggestions as to possible scenarios you would lik...