Fm Spanking Enema Sissy Stories

31,204 results
Orientation
Length
Source
Infinite Scroll

Jacki's Bitches

by reddbunnz on Sep 15, 2017
BDSM

Chapter One: Carol's Parents Return Carol was sitting in the parlor of her Uncle Rob's home awaiting the arrival of her parents. Carol, an 18 year old high school senior, was staying with her Uncle and his girlfriend, Joy, in order to finish high school while her parents were on an extended, three-month long European vacation. Carol was not only wanted to s...

High School Dilemma Ch. 06

by LaurenWestley on Sep 15, 2017
Fetish

(Authoress's note: of course all disclaimers are still in place regarding characters etc. PLEASE DON'T READ THIS IS YOU HAVE AN AVERSION TO PEE SCENES AND EXTREME HUMILIATION. This is only a fantasy story XXX+. I only wish there is enough here to make each of you happy. To those who have given me constructive criticisms as well as those with praise thanks. I...

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...

Zoey's Basement Transformation Pt. 02

by SissyStoryTime on Sep 11, 2017
Transsexuals & Crossdressers

"Stand up," the whip crack of Mia's voice caused Zoey to flinch, but she didn't move from where she kneeled. With a sigh, Mia grabbed the leash attached to her chastity cage and started to give it a firm pull. Zoey quickly found her motivation, legs scrambling beneath her to find purchase. In her haste she slipped, almost falling back down. "Slower," Mia sa...

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...

Turning into His Toy Ch.03

by vaultdweller111 on Sep 13, 2017
Transsexuals & Crossdressers

My heart raced as I saw the tray one of daddy's maids held. On it were a wooden paddle, a pair of handcuffs, a pair of nipple clamps, and a pair of white cotton lace panties. "Alright Ashley come wait with the tray by my side and Lilly put your hands on top of your head so I can get a good look at you." He commanded us both. "Yes daddy." We both answered...

Mrs. Claus's Predicament

by tcs1963 on Jan 7, 2019
BDSM

Wrote this story right before Christmas, Edited and proofread by my friend, TakeMeDown... ***** It was Christmas time again, and everyone was very joyful at the North Pole. Toys were being made on every table, hot chocolate was brewing and smiles abound. It was a beautiful holiday scene, with the exception of Dear old St. Nick being mysteriously absent....

Service Day 01: Sissy's Breakfast

by SissyHubbyD on Aug 7, 2019
Transgender & Crossdressers

His alarm goes off at 6 AM that Saturday. On any other Saturday he would ignore the alarm and sleep in until 10 or 11, but not today. Today is Service Day, and he couldn't be happier about it. He gets out of bed quietly, careful not to wake his wife as he does so, and tiptoes out of the room and down the hall to the empty guest room. His outfit for the day...

I Become Wendy's "Wife"

by Quietoldie on Sep 16, 2017
Transsexuals & Crossdressers

After the amazing weekend I thought things would settle back down to our usual routine. She was out working all day so I had to wait until the next weekend to go shopping with Wendy for my new wardrobe. In the meantime she allowed me to wear any of her clothes that I liked but most were a bit too big for me and Wendy had only a few dresses and skirts to choo...

Once Upon a Laundry Ch. 02

by thekestrelkid on Aug 7, 2018
Transsexuals & Crossdressers

At 7 sharp I knocked on Jessy's door nervous and anxious still not entirely sure what I was doing. I couldn't believe how hot a time I had down in the laundry room with her making me finger my own ass like a "pussy" and jerk off for her. The thought of taking it to the next level was exciting. Jessy answered the door dressed only in an over sized t-shirt a...