Enema Plug Stories

21,695 results
Orientation
Length
Source
Infinite Scroll

Enticed Wife

by Roots32 on Sep 26, 2017
Loving Wives

It's okay to have unsafe sex in fictional stories because it's only fictional, but it's contraindicated to do so in real life. Always be safe and wear condoms or use other means for protection when having sexual intercourse with another partner. Part 1 Once we got to my place, my wife and our new friends settled around the table while I went to get some w...

Experimental Tailoring

by Phileas123 on May 20, 2019
BDSM

Part 1 Well, how can I put it? I'm finally living my dream. It's rapidly turning in a nightmare, but my dream nonetheless. My name is Mariam, I live in the city. Twenty four years old, just finished fashion school. Currently I'm single, and I stay in an apartment in the center of town. I've always like sewing and designing clothes, with a keen eye on the r...

The Ladies Ch. 03

by jkun on Feb 27, 2019
Group Sex

Chapter 1—Our first orgy Part C This is a continuation of the story of the ladies Part B and our get together. We are at the love hotel and Honoka had just finished getting her ass deflowered. The ladies were continuing to play with each and work each other up again. If you want to get to know M Chan better you might want to start at the beginning with M C...

The Robertson's Sissy Ch. 13

by Clite69 on Dec 2, 2019
Transgender & Crossdressers

*** The stories in the chain constantly shift in content. The main character may experience soft passionate encounters as well as humiliating rough sex at the hands of his dominant partners. All sex is mutually enjoyed by all participants as this submissive sissy is pushed to their limit. If you are only into softer stories in this category than some chapter...

Paranormal Coed Pt. 16: Body Paint

by Woreign on Jan 21, 2020
Sci-Fi & Fantasy

Chapter 49: Risqué Art Sam and Britney ate breakfast and were ready to leave in plenty of time. After hugging Gloria good bye, the girls got into the car and were about to drive off. "Oh! I almost forgot! Have the artist take some photos of the two of you together. I want to frame a couple to display in the house." "OK Mom, we won't forget. Love you!" "I...

Jaime's Journey

by jackie_em on Oct 8, 2019
Transgender & Crossdressers

My name is Jaime, and this is my story. I was always slight of build, with delicate features. I seemed to top out at about 5'4" and 130 pounds with a face that looked like it could be either a boy or a girl. When puberty hit, I didn't get the body hair that most of the other boys got. I desperately hoped for a beard, but could never get more than a few stray...

Robin's Rescue

by LiseKLord on May 15, 2019
BDSM

Prelude: Master pushed the naked girl hard off his cock where she had been trying her best to please him with her mouth. "God you are a useless cocksucker!" Tears sprang to her eyes as she cowered on the floor and her cheeks burned with shame. "I am a slave", she thought, "24-7. In my very heart and soul I am a slave." Indeed it was my calling and her...

What's a Sissy to Do?

by _pdy_ on Apr 14, 2020
Transgender & Crossdressers

The following story is a fictional re-imagining of a situation I found myself in. At this moment, I have no real plans to make it into a series like some of my previous work. It's loosely based on true relationships that I've had with some likeminded people over the years, but it is nonetheless fictional. Anyway, I think that's enough from me, on to the stor...

The List

by siennaslip on Dec 9, 2019
Mature

Pros and Cons You said it yourself. You don't do younger. There's a good reason for that. Or at least that's what you tell yourself. The list of cons is long. Younger men tend to be gauche. They won't recognize the bands you like. They haven't been anywhere. (Most of them, anyway.) They have no money. And, the corollary to that - they have roomma...

Dan's Conditioning

by headrush274 on Jun 9, 2020
Illustrated

Miss Kendra was standing over Dannie, looking down, proud of her creation. Dannie was an excellent example of what a sissy ought to be. She was down on her knees, legs spread wide, in white thigh-high nylons. Her little sissy cock was dripping precum down onto her white mini skirt, as its head protruded out of the waistband. Miss Kendra strutted around Danni...