Milf Femdom Sissy Stories

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Delving into Femdom Ch. 01

by readytokneel2907 on Jun 1, 2020
BDSM

**Chapter 1. Growing up Oh my where to begin, I imagine it is best to start at the beginning (or as close to it as I can remember). I grew up in a relatively medium sized east coast city living what some may call a normal life with two sisters and both my parents. Growing up I was always into sports and when I entered middle school I had begun to focus on b...

Journey into Feminization Ch. 01

by KneelingNancy on Jul 14, 2020
BDSM

***Chapter 01 - The Beginning Like so many of our beginnings, mine started to what some would call a normal life. I grew up in on the west coast and would consider my family upper class. Both my parents had successful careers and my brother and I had a lot of great experiences growing up (private sports clubs, investment in the arts, etc.). During my chil...

My Naughty Diary

by SubFantasy on Apr 22, 2025

This contains all my erotic stories that are not long enough to be their own stories. If i get enough support on a chapter, i would make it own separate story. I generally prefer writing femdom stories. But i hope to write in all kinds of genres, so it would be more encompassing. The choices below are the various stories. If a chapter gets 10 likes, i would...

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Michael Myers Cuckold

by DickThePimp on Feb 12, 2019
Celebrities & Fan Fiction

Horror Movie Fuck Parody "Thanks for coming over James. It's great to see you again Big Daddy." Jamie Lee Curtis hands me a glass of champagne and sits on her sofa next to me, her legs crossed, slowly swinging back and forth. She sips her champagne, and gives me a seductive smile... her wet, red lips kissing that glass in such a sexy, come hither type of wa...

The Experimenting Fiance

by erogeek on Nov 11, 2020
Cheating Spouses

This is currently a work-in-progress. Updates to the ongoing story and paths, with reference dates, will be included here on the first page. Any questions/comments/compliments/insults are welcome via chapter comments and private messages, don't hesitate to reach out if you feel inclined! This story has multiple flags and variables that will influence how the...

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Tales of Seth and Travis Pt. 01

by pantywriter on Sep 16, 2017
Transsexuals & Crossdressers

The early June morning dawned misty but cloudless; it was forecasted to be one of those absolutely perfect late spring days with dry air, sunny skies and temperatures in the seventies. Nothing could be better. Whether it was the weather, or just his state of mind, but Seth woke in a wonderful mood. He sang quietly to himself as he made his bed, tidied up h...

From Princess – Mistress

by subway1962 on Sep 17, 2017
BDSM

This all started about 6 months ago on a Saturday afternoon, my wife had said that she would be out all day, shopping with her friend, then she was going to the cinema to watch a film and said she would be back about 10pm. My little princess (Ana) was having a sleepover with her friends so she was out for the night, that's when I realized I would be by myse...

Sissy Academy

by Tricentennial on Apr 28, 2018
Transsexual

Your name is Allen George, you are walking home after work, when you get a message from your girlfriend, Samantha Conners, saying she has a surprise for you. With this is mind you hurry to your apartment. You get home and open the door to find it pitch black, you flick on the hallway light and take off your shoes. “Samantha?” You call out as you walk down th...

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Losing Everything

by ScottyBoi3 on Jul 11, 2020
Exhibitionist & Voyeur

Hello, everybody! This is a little side project I thought I'd try out to flex my creative muscle. I've always been somewhat fascinated with ENF and ENM stories, but I've never written any of my own! That's going to change, through. The concept is simple. You create a character that finds themself in a situation where all of their worldly possessions are lost...

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Hubby Drop To Thy Knees! Ch. 01

by Ashesh9 on Sep 17, 2017
BDSM

CH1. : HUSBAND, DROP TO THY KNEES!!! IMMEDIATELY! "Husband drop to thy knees!!! Immediately knave, dost thou comprehend???" her right hand shot out & expertly boxed the ears of the blond, blue eyed Greek God standing deferentially to Her Majesty's left!! Without demur he smoothly dropped to his knees at his Sovereign's Royal Command!!! The vast assemblage...