Butt Plug Training Stories

119,106 results
Orientation
Length
Source
Infinite Scroll

Caught Doing Laundry

by willowjill on Sep 17, 2017
Exhibitionist & Voyeur

Last night I was all out of clean clothes, so I put on my cotton flannel nightgown and took my clothes downstairs to the community laundry room in the basement of my building. (I live in a coop apartment.) It was a quiet night and I settled in to do a few hours worth of laundry. I brought several erotic stories to read while I waited. Several loads into it...

Chaffernaught 04

by MistressColleen on Sep 15, 2017
Fetish

Chapter 04: Leg of Lust On the way to my chair I whipped off my clothes, heels, blouse and skirt, leaving a trail Hansel and Gretel couldn't miss. Didn't need to tell joeie to strip, he was already naked, and like an eager puppy he met me at my chair looking happy as could be. I grabbed the chair's arm and spread my legs wide, turning my butt to his face. I...

Christine Takes Charge Ch. 06

by cynthiablaine7 on Sep 12, 2017
Erotic Couplings

Christine found that she was truly enjoying her new dominant situation which featured her taking control of the lives of her younger sister Susie and her husband Jim, as well as Chris's teaching colleague at the high school, Dorothy. She found that she had been easily able to introduce them to increasingly embarrassing humiliations beyond the usual spankings...

New Mexico's Best Club Ch. 5

by mindtravler on Sep 15, 2017
BDSM

There are two costumes that turn me on one is, Belly-dancers. There are two slaves and one Mistress that practice the art. My slut ann is learning and tries but no one can wiggle her ass like sharon. She is teaching both ann and the other slave. As jealous as it makes ann I just cannot stop using sharon when she is available. What makes the slave even more...

Cunt Caning Carnival

by AlphaBeatHer on Sep 12, 2017
BDSM

As soon as Master told her that they were going to hold a cunt caning carnival Sheila knew that she was to be the cunt. There was no other possibility. she had no idea what the carnival would involve and there was no way that she could ask, but caning was clear enough. There was no doubt that she was to be caned. How much? By whom? A carnival sounded more t...

Sex Drugs & My 1st FFM Threesome

by sex_on_drugs on Mar 25, 2019
First Time

A few years ago, I was dating a lovely young woman; for the sake of this story, we will call her Carolyn. She was my ex's best friend, and we always knew we had chemistry. Needless to say, when things ended with my ex, Carolyn swooped in and claimed me for her own. I definitely wasn't complaining. Carolyn was definitely petite, coming in at five-foot-two-inc...

Becoming My Girlfriend's Girlfriend

by PassionateFruit on Sep 23, 2019
Fetish

I was your typical guy. Facial hair, slightly chubby, 5'11'', at most a solid 5/10 or a 9/10 on the dadbod scale. I wasn't all that happy with myself physically so I decided to start working out. At first, things went well. I lost a few pounds but I only got more average as time went on. My girlfriend was excited to help me and was always there to curb my ea...

Hostile Takeover Ch. 01-05

by fitstr8 on Jan 8, 2019
Transgender & Crossdressers

Prologue: This story is set in the year 2045. By 2020, gene editing, stem cell treatments, and many other next generation treatments have advanced sufficiently to be available in general medicine in rich countries. Due to ethical concerns of such medical technologies, specifically the fear that they would lead to the wealthiest families utilizing these ne...

Toy Test

by blklthrjkt on Sep 13, 2017
Group Sex

Jim arrived early for the meeting; his face filled with the boyish excitement that made this 35-year-old man so attractive. The fact that he was 6 feet tall with dark short-cropped hair and the slender with the build of a much younger man also helped. He carried with him a large black plastic shopping bag, a clear sign he had been to the local adult "Toy Sto...

Hotel Porter to Private Maid

by KinkyBiLad on Sep 12, 2017
Transsexuals & Crossdressers

This is my first story, please leave comments below and tell me what you think, I hope to carry on the tale, if the readers like it. I suppose I should explain how I got like this. How an ordinary guy who was a porter in a hotel became the sissy, dressed as a maid, with a butt plug firmly inserted into my tight sphincter, on my knees, and throbbing 8" cut...