Life had been really difficult since my kind and beloved mother had died. I went from having a loving household to being under the care of my Stepmother who wasted no time in showing me exactly what her true really was. Overnight I had gone from a member of the family to an outsider to her and her daughters. Being the only man in the house they had nothing but scorn for me and no longer had anything to keep them from expressing that disdain. Not even one day passed before I was informed of my new place in the house. I had been written out of my mother's will, a last minute bit of legal trickery that was entirely my Stepmother's doing which left me with absolutely nothing to my name.

With no money and nowhere to go they had all the leverage over me and they knew it. Letting me continue to live in my Mother's home which they now owned was the utmost act of kindness and mercy, or at least they had told me, one that was deserving of something in return. Of course they had just the thing in mind already, which they revealed when they brought out a Maid's uniform and told me that they had already gotten rid of all of my other clothing.

And so my new life had begun, one that consisted of nothing my domestic drudgery and humiliation. Every bit of cleaning that needed to be done in the house was done by me, every meal cooked by my hand, and no chore or errand that I did not take care of myself. My wardrobe was replaced with women's clothing, mostly consisting of various maid's uniforms. My bedroom had been converted for other purposes and I was given new "maids quarters" which was little bigger than a supply closet. To top it all off nearly every moment of my life was no spent in some level of fear of punishment, mistreatment, and humiliation from my Stepmother and Stepsisters.

Despite my best efforts it did not take long for hopelessness at my new lot in life to set in. Ironically it was my wicked step family themselves who reignited a flicker of hope within me. It all started when they returned home one day gossiping about the Princess and her plan to hold a ball to find herself a spouse.

Hello there DPP! I hope you enjoyed my prompt. As you can probably tell today I am looking to play out that classic Cinderella fairy tale but with one major difference. Cinderella is a femboy and the Prince is instead a tomboy Princess. There can be a focus on either part of the story, my enslavement or my rescue, but ideally there would be a healthy amount of time spent on both.

As for the transformation part of the story that could go one of three ways. Either it consists of nothing more than a makeover and getting a beautiful dress, it consists of some light magic that keeps me as a man but makes me more passable and pretty as a woman, or it could transform me entirely into a woman.

My kinks for this include crossdressing, feminization, clothed sex, femdom, bondage, pegging, discipline, and spanking.

My limits include blood, scat, watersports, vomit, cuckolding, and forced bi.

Full Kinklist

If you're interested then shoot me a message with you like from this setup or an idea of your own. Maybe you have a different plans in mind, I'm open to hearing any ideas for crossdressing and feminization scenes you have. We can figure out the details so we both get what we want out of the scene.

Thanks for reading. Looking forward to your response. Don't worry if you respond late, I'll get back to you as soon as I can.