Crossdresser Boss Novels & Stories

So I have to get ready before someone comes to check. I wore my work clothes which were very uncomfortable. It's a mini skirt with a cropped T-shirt. I managed to get a bigger size somehow. When I came here, they didn't have many uniforms left and this was the smallest they could find. I got lucky you can say. After some time, they brought new uniforms and asked me if I wanted to change, but I refused. You would be shocked to hear but our boss is a woman. I mean like it's a very uncomfortable dress and as a woman she should understand it, that's all I'm saying. Don't take double meaning in it.

First, we will be welcoming the CEO of Latin wears, Mr Marcus Maecenas" he called and a tall slim, and Handsome young man stood up and went to one of the front tables. "Next is the CEO of GLAMEROUS Austin Glamorous" he called and the ex-boss of Skyler stood up and went to take the front roll. "The CEO of D•S styles" It was Mason's turn and as if he carried a lot of power, the place shook for him alone. Everyone was clapping, grandpa Mario and Skyler had a proud look on their face as he carried his perfect physique to the stage to sit on his chair. "Our boss is the most handsome in this role," Cynthia said from the backroom, they were getting ready with their models and also peeping at what w

Roll your eyes" I can always replace lunch at dinner time. And regarding work, you know I can't leave it, how would I pay for the house? Now it's my turn to roll my eyes. This is a town where, even as a homeowner, you have to pay a monthly fee for always living here. Go town. Wow boss. The whole town is run by one person: the boss of the Russian mafia, or as many call it: The Boos. Few people have seen his face, few people know where he is, and few people know exactly what he does. I don't know what he does with all the money from the townspeople, since being so filthy rich I highly doubt he needs it. But hey, it's not like I'm going to ask. I've told you a thousand times that... "And I have

By weekend, at a few minutes before midnight, Adrian stepped out of his apartment, dressed in a hooded outfit, his beards overgrowing and a tinted car approached him, he got in and the car zoomed off out of sight. Everyone was seated when the boss arrived. He was dressed in a mask, only his eyes were visible. His face and body were all covered up and even his hands were having gloves on it. Everything appeared mysterious. No one knows who the boss is nor what his name is. When the company was acquired a few months ago, the deal was done and sealed before they knew it.

I was dressed in a baby blue flare gown and black heels. " Let's go" I said picking up my bag and intertwining my arms with his. Antonio didn't want to go but it was mandatory as sister companies. As for me I was really looking forward to seeing the CEO of Cruz group. They were one of the fast rising companies in the industry and they were gradually turning to our competitor. Yet, no one has the slightest idea of what the owner looks like, not even the people working there.

Maybe it wasn't a good idea pushing her that much in the first place… "You can't die right now, young man. I need you for many years." He is still coughing when he hears Robert Aldridge's voice. He turns around and stands up, smiles at his boss with respect. The high heels sound follows his boss's presence and Mrs. Aldridge enters the meeting room. Even she has that strict expression on her face as always, her doe eyes and plump lips give her an alluring vibe. Theo wonders if she tries to look acidic on purpose, to intimidate the workers around.

” “I look at him, his staring too.” “Who the hell is that?” I asked.” His eyes go wide. Like, like you seriously don't know?” “i don't know people.” I add.” That's Machado Lorenzo. The Pablo Machado. Cosa Nostra.” Still not impressed. “He's the most feared Mafia Boss alive. Just looking at him makes my hands sweat,” Carl said, trembling. “Still don't care. “I hate him,” I mutter, Just as a lady in red passed by.

ELARA D.C. Damien Cross. The stranger who'd claimed my virginity, who'd fucked me senseless for an entire weekend, was my boss. The CEO of Cross Enterprises...the man who'd built this empire from nothing, the ghost I'd never seen in three years of working here. My knees give out, but I don't fall... I manage to steady myself using the back of the chair in front of his desk. This can't be happening. This cannot be happening.

Finally, the door closes, and I sigh with relief. It's a total bummer. What does my boss want from me? If Dimitri were here, he would assume that I'm seducing the boss when I have no idea how to lead a man on. Fucking nitwit, I curse out loud. ... I'm striding down the hallway wearing a fucking black body dress and a killer badass hat that has a creative short fringe, something that models on a fashion runway wear. Not just that, I'm wearing black long gloves since the dress is strapless and has a deep V-cut over my cleavage.

He was screwing with me. He had to be. "Oh, sure. Now you've got some weird fetish for wedding dresses?" Christian smiled, clearly amused. "Maybe." I turned to my boss. "Are you sure he… actually wants to buy a dress?" "Absolutely! He's already looked at several, but he says he wants your opinion." I swung back to him. "What are you up to?" He just tilted his head. "Come on, Zoey. You sell wedding dresses. I need one. Where's the weird part in that?"