Sissy Piss Stories

29,113 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2024 SmutMD.com

Unloading in Bristol Ch. 02: Davina

by DarkParamour on Sep 19, 2017
Transsexuals & Crossdressers

I head downstairs, that sex driven confidence evaporating as the post cum afterglow recedes. To be replaced by that sickening shame. Every time. Every fucking time! I tell myself I will stand up to him. That I am not going to be humiliated like this. And fucking Sonya! She promised she would stand by me. That she wouldn't just roll over and let him fuck her....

Becca is a Whore Ch. 02

by Prossie_Becca on Oct 19, 2020
Fetish

Before starting, let me explain a few thoughts. The experiences that I am sharing are real. At times I will change the names of people where it might expose who they are, but other than that, they are true. My sister is a sissy CD, her name is julie (Pretty_Sissy_Julie). It was her idea that I join Lit and she encouraged me to start writing. For that reason,...

The Basement Ch. 04

by FiveDots on Feb 24, 2020
Transgender & Crossdressers

Please enjoy another chapter of this horrible situation. I have plans for the dark place this is going next, but please comment with ideas you would like to see explored! ***** The night where things became more violent had actually begun relatively mildly. Sure, there was an underlying current of violence in his every action as Ryan had blackmailed, shrun...

AliExpress and Sissy Downfall Pt. 08

by His_fag_wife on Jul 10, 2018
Transsexuals & Crossdressers

Emma's gaze swung around the room taking in as much of the contents of the room as she could. So many of the items being completely unrecognizable to her. "Close your mouth my dear little slut or I may have to put something in it." "Yes Master, sorry Master, it is just an amazing collection." "It is, isn't it and we'll get Charlie to choose your new plug...

Cucky Trained by CD DOM Pt. 05

by sndycd on Sep 15, 2017
Transsexuals & Crossdressers

It was 9:00 am, Sunday morning. I let you sleep since you had a busy day yesterday. Today would be nothing like yesterday. Today was the day you were going to be presented to your owner, you used to call her your wife, and her bull. I was standing in your door when you woke up. Cup of coffee in my hand. I had been up for hours and was fully dressed and read...

My Girlfriend's Sister is Nasty Too

by Dr_AWES0ME on Oct 6, 2020
Fetish

Editor's note: this story contains scenes of incest or incest content. ***** Believe it or not this is actually based on a true story. The majority of this story is 100% true, some elements were slightly embellished, some were part of a vivid dream, and some parts (names for example) were completely fabricated. Although I have written for many years and ho...

From Her Ex-Boss to her Bitch Pt. 07

by His_fag_wife on Sep 25, 2017
Transsexuals & Crossdressers

Please do not read this story if fantasy is not your thing. This has scenes of outrageous levels of forced sissification, forced bi and gay scenes, watersports and general humiliation and degradation. It's just pure fantasy and includes some hypnosis. Some readers find these stories too full of fantasy, in which case please just don't read it. It had all st...

Welcome Home, Ma'am

by Miss_Ds_slave on Sep 12, 2017
BDSM

He had been waiting his whole life to find someone like her. He had almost given up any hope that there was someone out there who could give him what he so needed. He had met a few women over the years that had been willing to try and give him what he desired, but it was usually just something they did for him, not something they enjoyed for their own pleasu...

Covid 19 - Pete Turned into Charleigh Pt. 05

by His_fag_wife on Sep 14, 2020
Transgender & Crossdressers

It was a long night, Charleigh drifted off, but the warmth in her ass, the stretch and lack of comfort as her hands were padlocked together made restful sleep almost impossible. She kept on drinking but in the early hours became aware of an ever increasing need to piss. She thought she'd be able to hold on, but she was getting more and more desperate. By 5...

AliExpress and Sissy Downfall Pt. 10

by His_fag_wife on Jan 23, 2019
Transgender & Crossdressers

As Charlie with her head raised off the cushion admired her new sissy pussy, she felt a complete head rush. As she and Tim had discussed just one guiche piercing at such length, over and over, texts flying back and forth on the crest of a wave of horniness and a submissives deep desire to please, she had fixated on the idea of being pierced without her wife...