Stepbrothers Crossdress Together Story Stories

277,000 results
Orientation
Length
Source
Infinite Scroll

Cinderella's Submission Ch. 03

by DesertLust on Sep 13, 2017
Erotic Couplings

Author's note: please read the previous chapters to understand my twisted sexy fairy tale. ***** On some sunny days, Cinderella's stepbrothers liked to take their not-so-willing stepsister on a walk, deep in the forest near their farm, and tie her up and fuck her. They liked to tease and torment their submissive little stepsister while fucking her. They wo...

Cinderella's Submission Ch. 04

by DesertLust on Sep 13, 2017
NonHuman

Author's note: please read the previous chapters in my twisted, sexy fairy "tail" ***** The night of the Royal Ball arrived and Cinderella was forbidden to go. She was left tied to her Stepfather's bedpost with his cum on her face, cum in her hair and cum on her chest. Her stepbrothers were still demanding her cock sucking ministrations as her Stepfather l...

Messy

by blushingsecrets on Apr 22, 2025

“How long have you been smoking pot?” My stepmom Tracey asked me from across the dining room table. To an onlooker, the situation must have looked like a job interview. My stepmom was sitting in the middle, flanked by my stepbrothers Max and Alex. I flushed. I had been convinced I would never get caught. But not only had my stepmom found me stoned in my room...

Open in Reader

A temporary wedding

by Amira on Apr 22, 2025

Amira was fiddling with her niqab, which was constantly getting caught by the wind. She still didn't like to wear it, as the black garment blocked her vision. She could see only through a tiny slit, unlike the hijab she more preferred. But she was forgetting more and more that she wore it after some minutes. Now outside, Ahmed pointed out that she had to use...

Open in Reader

Cinderlove Ch. 01

by allan8d8 on Sep 16, 2017
Sci-Fi & Fantasy

Author's Note: Kita and I decided that we needed to give the "Cinderella" fairy tale one more try. This time we both are enjoying writing it and we hope you enjoy it too. King Guiseppe Regalsky sat on his throne and pondered the empty throne room. His only child and heir would be returning from her trip to the outlying provinces. She was his pride and joy...

Barrack Room Betty Ch. 03

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Three -- Michele's Story The four Wrens of Collins Division woke at 'call the hands' at 0640. Doris had got out of bed at 0600 to prepare breakfast and was in the galley. She'd tried her best to do her makeup and dress like a Wren but she still looked like a 'scranbag'; not that it mattered, in the steam filled, greasy kitchen. Her hair was matted...

Grab Bag Transvestite Story

by MicheleNylons on Sep 16, 2017
Transsexuals & Crossdressers

I am a part time transvestite, who, if I do say so myself, looks quite attractive when dressed as a woman. It has taken me years to become adept at makeup and being capable of selecting sexy clothing that is in my size and that suits me. I have also had a number of lovely encounters with other TVs and male admirers. You can read my True Stories on this site....

Stephanie's Life of Shame

on Apr 22, 2025

Stephanie is a girl who has everything: pretty face, gorgeous body, and wealthy parents. Of course, she may have cheated her way around a little bit. Maybe her pretty face is nothing but a suffocatingly thick layer of makeup. Maybe her large boobs and thick ass are nothing but cheap silicon pads bought online. Maybe her bags and jewelry of luxurious brands a...

Open in Reader

Pussies and Boots

by MrJack on Sep 17, 2017
Humor & Satire

Readers; this is a fairytale fantasy I have written in response to a challenge from a friend. I did not plan on throwing in so many fairyland creatures, movie land characters, and mythological deities that I would be forced to do copious research; so much so that I have added a References list at the end. And, speaking of "The End", please forgive me because...

The Woman Next Door Pt. 01: We Begin

by jableabee on Mar 9, 2020
Transgender & Crossdressers

Do not ever doubt that your life can change in a moment. Mine did. And oh so much for the better. All it took was a knock on the door. On Saturday mornings I take care of my chores: some cleaning, the laundry, shopping, the usual tasks. I'm generally done by noon and then it's time to transform myself into "Barbara", my feminine self. I'll shower, shave, do...