Crossdressing Villainess Novels & Stories

If I had been shocked before, it was nothing compared to what I felt as I looked at the beautiful silk gown that sat inside the now open box. Ever so slowly, I fingered the material, loving how soft it felt. Just as slowly, I picked it up, holding it against my body as I looked in the mirror. I realised it was an evening gown, the kind I'd seen displayed in opulent boutiques, but somehow ten times prettier. It was a mermaid style gown with a sweetheart neckline and long sleeves. The sequins on the skirt gave it an ethereal look, almost as if it were meant for an actual mermaid and not me.

I wore a very tight black dress that hugged my body perfectly, with a large black cosmopolitan hat that held most of my ego, my make up was a little mild but my lip were bloody red. I was death in human form ready to serve it for free. The dramatic scene came when the door was open wide for me, breeze blowing and I stood before men, totally deadpan, this was a different me, with eyes staring probably wondering where I came from. I said nothing, scanning through the room for my prey. There he was, the very man who turned my life upside down, how can he still have a smile on his face. The pain again started returning, I can’t forgive because I can’t forget all that I went through, seeing him n

A woman dressed head to toe in full gothic glory—all black clothes clinging to her body, jet-black hair falling straight like a curtain, heavy dark eyeliner that could cut glass, deep black lipstick, a chunky silver cross necklace, and knuckle rings that looked like something that came from thanos finger. Hell. She looked like she’d stepped out of a Tim Burton movie. The curly-haired girl pulled her phone back with a proud little smirk. “Trust me, it works. Guys like that — cold, distant — they lose their minds over the gothic vibe. It’s the mystery. The whole ‘don’t touch me I’m dangerous’ energy.”

I turned to her, my voice colder than the room. “Get me a dress. Now.” She blinked. “Y-Yes, ma’am. Which one?” “Something dark. Something sharp. I’m going out.” She disappeared into the closet without another word, hands fumbling over hangers. I didn’t wait for her. I stood, crossed the room, yanked my black trench coat from its hook and slid it over my shoulders like armor. Black stilettos. No phone. No makeup. No smile. If the world wanted a villain, they’d get one.

Since he was the one who ordered the maids to dress me up in this dress, he should be able to order them to change it into something lighter. “What a rude behavior.” The same woman who had admonished me yesterday, or should I say my current identity stepmother walked into the room and berated me. “How dare you speak to your father without even a greeting?” Today, the woman was dressed in an even more luxurious outfit. Her dress was embroidered with a flowering gold pattern. She wore bold makeup, generating the effect of how an actual villainess looks like in those fairytale movies. “And here comes the villainous character.” I rolled my eyes backward as I muttered to myself.

Duke Raziel did that…for her? ~~~~~~~1300 years ago~~~~~ "Kneel before me." Lady Vienna Estelle Thaleia Xaviera, the villainess said to the crown prince. She once was known as the Crown Prince’s stalker throughout the kingdom. She dedicated her whole life to bullying Princess Avelina, stalking the crown prince, and now she successfully killed the female lead. But she felt empty. "I said kneel." She said to the vulnerable Crown Prince in front of him. The Crown Prince, Prince Mathias looked at her like she had gone crazy. "Are you happy now? You killed my fiance, the love of my life. But now that she’s gone, I still would not love you.”

Her hawk eyes fixed on Mr. Vampire, but it wasn’t a hearted glare; rather, it was a look of desperation and helplessness on her face. I only needed to glance into her eyes to see that she was a manipulative person. In addition, her perfectly arched eyebrows gave the impression that she was a villain. When we arrived, that female vampire was dressed in a dress of a coffee-colored hue that was tight and showed every wave of her body. That outfit was considerably different from what she had been wearing earlier in the day; guess she had a hidden goal before coming here.

After years of playing the villainess, I finally reached the point where my three childhood friends would meet with the true heroine. The time finally came for me to go home. System’s notification rang in my head. [Host, complete your final task of bullying your childhood friends, and you can return to your world as a billionaire.] I rubbed my hands together. ‘What do you need me to do?’ System: [Slap Maddox Strait during his happiest moment.] The script of a wicked side character was lackluster. There was no rhyme or reason to the role’s evil deeds.

‘ I realize in the images the girl from the mirror was also from the game. Aurelia Giliam... That is her name. She was the villainess of the game. She hated the heroine so much. She did countless things just to mess up her chances. Even though she was always causing trouble for me in the game. I could only feel a sense of kinship with her. She was like me. Even though she had a family, they didn’t want anything to do with her. Her father hated her for taking the life of the only woman he loved and her older brother didn’t want anything to do with her. She was simply something everyone didn’t care for.

I had never imagined Chad would be such a jerk. When Chad and his friend laughed at Annika, I was indignant. I rushed over to cover his mouth, not realizing how pale Annika looked. She fumbled, desperately wanting to run, and eventually tripped and fell into the swimming pool. Nathan saved her, and it became a classic tale of the prince saving the ordinary girl, just like in many romantic stories. People loved to read these kinds of stories. As the couple's story gained popularity on campus, it became evident that it needed a villain, a malicious character who would bully Cinderella and try to steal her prince away. I was perfect for that role.