Femdom Enema Sissy Stories

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Dinner Date with Mommy Pt. 01

by SissyStoryTime on Nov 20, 2018
Transgender & Crossdressers

This is Part 1 of an update on the sissy Sophie and her cruel but loving Mommy, Amanda from the story Meeting Mommy (https://www.literotica.com/s/meeting-mommy) It contains numerous perverse and offensive themes that I'm sure you'll all eat right up. This story includes the following: Femdom, strap-on, implied forced-bi and cucking, enemas, butt plugs and...

Slave History

by timeagain93 on Sep 17, 2017
BDSM

These are my recollections of my slave history. Four Goddesses have dominated me. I'm writing this to let my current Mistress understand my story. Mistress D read "Variations" magazine and spanked me with a wooden spoon. She tied me naked to a chair and blindfolded me. She made me sit there in silence. I was wearing her panties while talking on the phone w...

Femdom Couple Island Fantasy

by bikindaguy on Sep 16, 2017
Fetish

Hedo was great. Going for BDSM week was a chance, but thankfully there were many Femdom couples here. I hoped we could find a Femdom couple to play with. I really hoped to find strong, older Dommes who would be a good teacher for Kathy. Kathy is my love, my heart. While our Femdom relationship was a good one, I wanted more and she needed some higher educatio...

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...

Caught Red Handed

by desireethtttv on Sep 15, 2017
Transsexuals & Crossdressers

With Halloween falling on a Monday, my wife Suzie was busy the weekend before trying to find her costume to wear to work. As a dutiful sissy husband that loves shopping as much as any woman, I tagged along, although our choice of stores to peruse is completely opposite. Suzie is a Goodwill addict, with anything at a bargain giving her much pleasure. Me, I'd...

Loraine's Self Bondage Re-Creation

by loraineveritas on Mar 12, 2019
BDSM

The following is my re-creation of an event that happened a few years ago. I had been a sissy slave to Mistress Marie for over 2 decades during which I become a totally submissive slave to Her every desire. I think of Her often as She has passed now. While doing Self-Bondage activities shortly following Her passing my wild imagination conjures up the Mistres...

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...

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...

You're Like a Little Boy at Times Ch. 05

by Myneed on Oct 13, 2017
Fetish

This is a slightly twisted femdom love story of James and Mel, his Mistress. It will make most sense if the chapters are read in order. In the last chapter, Mel's boyfriend, Tim, left the costume party with Tiffany. Mel made James, who is dressed as a girl, cum in public. I hope you are enjoying the series. All characters are over 18. ***** The party co...

Self-spanking Science

by Ashesh9 on Sep 17, 2017
BDSM

Science, Spirituality, Self-spanking for the Male Why are a large number of intelligent, red-blooded, seemingly Dominant Males secretly submissive, masochistic slaves to cruel women, wives, girlfriends, prostitutes, professional mistresses, phone dommes, just dommes, dominatrii, Bitch Goddesses, Mistress Wives, Female Owners, Queens, Mistresses, Goddesses,...