Punishment Enemas Stories

32,118 results
Orientation
Length
Source
Infinite Scroll

Mistress Pat

by Clausimotto on Sep 17, 2017
BDSM

The story is about my first experience with D/s. It started back in 1996 after going through a divorce and having retired from the military. I had a lot of fetishes growing up but was unable to act upon them until now. I logged on to the computer one night scanning chat rooms. I found one that seemed to be in my local area. I entering the room and politely g...

A Girl, Over a Lap

by Mrstrict1 on Sep 19, 2017
BDSM

She lies over his lap, feeling his fingers in the waistband of her panties. All too aware that, once he has pulled them down, she is going to receive the first enema of her life. She knows she presents a tantalizing view, her crack visible to him through the transparent seat of her underpants, her behind framed by her raised skirt above, the garter straps t...

The Need

by sexual_chocolate_sub on Sep 17, 2017
BDSM

I am a "bitch" and have a "master"; we are a couple that is totally into experimentation as well as domination and submission. I am my masters bitch at the age of 27 my master is 32. I am ordered not to wear any clothes when we are at home except when we have company. When we are out I am to dress exactly how my master tells me. I have to obey or I get the c...

Brasilia

by Jamie_and_Lisa on Oct 6, 2020
Fetish

EMB 120 Brasilia - by Jamie - 2114 words about fetishes. Nothing in this story is non-consensual, and nobody is ever left restrained and unattended. All participants are well over 18 years of age. Bloomington Minnesota - 1995 Lisa and I, Jamie, had just awakened fifteen stories in the air, in a hotel room overlooking the beautiful Interstate 494 - Highway...

How We Became An "Owned Couple" Ch. 09

by watchdwag on Sep 11, 2017
Loving Wives

Laura and I got married shortly after she graduated and we decided to make our home in Raleigh. The first few years of marriage was great but we knew we both enjoyed a little variety in our lovemaking and we tried experimenting with threesomes and swapping with other couples that we met in clubs. But it was difficult as neither of us was rather bold when it...

Neighbourhood Terror to Sissy Pt. 17

by Fibaro on Feb 3, 2020
Transgender & Crossdressers

Chapter 19 The drive back home was pretty uneventful, Lisa just sat behind the wheel smiling ear to ear. She had had an awesome day so far, making out with two gorgeous women and now she would spend some quality time with her sissy boyfriend. Marcy was very worried about that quality time. She hoped for sure that it wouldn't involve that dildo going up her...

A Week End with Mistress Pt. 04

by gasissynora on Oct 8, 2019
Transgender & Crossdressers

This is a continuation from part 3 of this series. To understand what is happening you should read the previous parts of the story. I hope you enjoy this and would welcome your comments. * Mistress Nikki grabs our hands and leads us to a room behind the stage. There are some lockers in the room, a bed, some bondage equipment and other kinky paraphernalia....

Teased and Denied Ch. 03

by bighouselover on Sep 25, 2017
BDSM

For the next three days life went on. We swam, talked; I cooked and cleaned, not to mention bringing my wife to orgasm with my mouth several times a day whenever she wanted. Sunday morning dawned clear and bright. After breakfast we showered together and I soaped and washed her beautiful body, then dried her off. We retired to the bedroom where she handed me...

Hotel Bound Ch. 02

by ladysub on Sep 16, 2017
BDSM

I awoke to an almost painful pressure in my bladder. Some wicked part of my brain reminded me of the safety releases on the handcuffs, that I could easily go use the bathroom instead of wetting myself, but I knew that my Master would know. I don't know how He would know, but He would. He always knows. Secondary to the discomfort of my bladder was a dull, ach...

How To Give A Blow Job

by hisemerald on Sep 16, 2017
Transsexuals & Crossdressers

Hello my pet. The first three words of the letter already had Gary's cock thickening. She only called him that when she had something special planned. Sometimes, he wondered why he put himself through it. He'd had his ass practically raped by her dildos, a bigger one every time it seemed like. She spanked him, humiliated him, last time. She made him give...