Sissy Enema Stories

10,114 results
Orientation
Length
Source
Infinite Scroll

Forever M'Lady

by merf68 on Sep 15, 2017
BDSM

Author's preamble: I puzzled over the category to select but decided that the often brutal images in several scenes required the BDSM tag. For those who do not like surprises sprung upon them, I should add further tags: Lesbian sex, 'straight' sex, anal, oral, fisting, anal fisting, menstruation, pissing, piercing and a passing mention of gay sex (but don't...

The L Word

by StonedAsia on Sep 13, 2017
Erotic Couplings

Pulling up to Emma's house I waited in the Astra and put some music on. It was one of the cleaner streets I had been on. There were trees where I had parked, saplings held with stakes in the earth, one every forty metres on both pavements. The bins had been put out for tomorrow. I saw a fluttering of curtains in the window of Emma's house and recognised th...

The Invisible Girl

by Adamdavidson on Apr 3, 2019
Romance

Note: I submitted this story for the April Fools Contest but failed due to haste to re-read and edit it properly. I learned a valuable lesson. I received quite a few encouraging comments and critiques, and a few not so productive. I have edited and corrected the things that were pointed out and also some glaring errors in consistency and spelling I found alo...

Innocence

by stephen55 on Sep 25, 2017
Group Sex

Innocence The sun, its warmth, the sound of ocean waves, the sand and the breeze all let me know I was nowhere near home. As I laid out in the heat and let my skin feel alive once again, I kept my eyes closed and thought about how much I needed this vacation. It was overdue and I mentally made a note not to let it happen again. I had let myself get so deep...

Anathema: The Story of Lindie

by lckscknfck7 on Sep 15, 2017
Illustrated

Pam Pam didn't start to have a mid-life crisis until she was in her early forties. She divorced her first husband after learning of his affair with his secretary. She didn't meet her second husband, Arthur, until her thirty-fifth birthday, almost fifteen years later. She was looking at birthday cards at a local card store, wondering which ones she might re...

Becoming the Man He was Meant to Be Pt. 01

by fantasyhunter2 on Sep 12, 2017
Novels and Novellas

Author's Introduction. This is the first book in the chronicles of the life and loves of Anthony Madison. This is my first attempt at crafting a multivolume novel and I hope that I will somehow find the time to complete these chronicles with additional books. However, I believe this book stands alone as a complete story even though there will be a few linge...

One in Ten Ch. 10

by FinalStand on Sep 25, 2017
Sci-Fi & Fantasy

Your mind is your arsenal, fortress, and armory. Your words are potential weapons you give to your enemies to assault the citadel of your soul. To PokingFun and Talenwolf for the editing help. Also, for all those who helped with the creative process of this story. My weary mind cannot put a name to you all. We share a darkness, a confusion with the injustic...

2 Magic Marbles

by baubleheadz on Aug 7, 2018
Sci-Fi & Fantasy

Part 0 - Introduction - Not knowing can be Dangerous... and Fun! Dear Emporium Shop Owner, Here is an account of my experience as you requested. The magic marble you gave me manifested a garment for my wife and my pleasure. I lay on the bed, naked, watching my wife holding the garment to her skin. When it's impossibly thin and improbably silky texture...

Leftovers

by LittleBrain on Dec 3, 2019
Romance

I decided to put this in its correct category. Chapter 1 At the age of nearly 30 I would have preferred not to bring a stranger into my house to live on a semi-permanent basis but unfortunately it was a case of 'needs must'. My ex-girlfriend (I would like to point out that she was not 'ex' at the time that we did the deed as that would have been too stupi...

A Happy Ending

by luk77 on Oct 21, 2019
Transgender & Crossdressers

I had gotten into trouble with a school bully; a mean cuss who had beaten me and nearly raped me during my last day at high school. This bully, Jake, and his friends had made my last year of school miserable, always taunting me and calling me names like 'fag', 'sissy' and worse. That last day at school I was in the restroom when he came in with a buddy of hi...