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Angry Boss and the Janitor date idea illustration

Angry Boss and the Janitor

Duration: 1-2 hours
Budget: any

Powerful CEO takes out her frustration on her janitor partner, but things take a steamy turn as she realizes her anger is mixed with arousal. Will she dominate him or give in to her desires?

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  • You are a powerful CEO of a large corporation, and your boss has been riding you all morning about the latest sales reports. You've had it with the incompetent people working for you, and now you're taking it out on the janitor, who just so happens to be your partner. You storm into the room, your heels clicking on the floor, and immediately start berating him for not cleaning the conference room properly.
  • The janitor, dressed in his worn jeans and faded t-shirt, looks up at you with a mixture of fear and defiance in his eyes. He knows he's done nothing wrong, but he also knows better than to cross you. You slam your hand on the desk, making him jump, and demand to know why the trash cans weren't emptied.
  • As you rant and rave, you can't help but notice the way his eyes seem to be drawn to yours, the way his chest rises and falls with each nervous breath. You realize that you're not just angry at him, you're also aroused. You take a deep breath, composing yourself, and reach out to grab him by the arm. 'We're going to discuss this further in my office,' you growl, pulling him towards you.
  • He stumbles along behind you, his eyes fixed on the floor, as you lead him to your office. You slam the door shut behind you, the sound echoing through the empty hallway. 'Now, let's get down to business,' you hiss, your voice low and menacing.
  • As you continue to berate him, you start to notice the way his eyes seem to be flashing with defiance, the way his jaw sets in a stubborn line. You realize that this could be more fun than you initially thought... and you can't wait to see where it takes you.

Preparation steps:

  • To set the scene, you'll need an office space that looks like it belongs to a high-powered executive. Think dark wood, leather chairs, and a massive desk. You can even add some fake papers and files to make it look like you're in the middle of a busy workday.
  • The janitor should dress in worn, casual clothes that make him look like he's been working hard all day. You, on the other hand, should dress in your best business attire - a suit, heels, the works. You want to look powerful and intimidating.
  • To really get into character, you can create a backstory for your CEO persona. What's driving her anger and frustration? Is she under pressure from her board of directors, or is she just having a bad day? The more you can get into character, the more realistic and intense the roleplay will be.

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Some tips:

  • Remember to stay in character, even when things get intense. This will help you both get more into the roleplay and make it feel more realistic.
  • Don't be afraid to get a little creative with your punishment. Maybe you make the janitor clean the floor on his hands and knees, or maybe you give him a 'warning' with a ruler across the knuckles. The more humiliating, the better!
  • As things heat up, don't forget to take breaks and check in with each other. Make sure you're both comfortable and consenting to what's happening, and that you're not pushing any boundaries that shouldn't be pushed.

Dialogue ideas:

  • You're lucky I'm not firing you on the spot, but don't think you're off the hook that easily. You're going to have to do a lot more than just clean up around here to make up for this mistake.
  • You're going to have to do a lot better than this if you want to keep your job. And I'm not just talking about cleaning.
  • You're going to have to learn to take direction better, because right now, you're not even doing that right. But I think I can teach you a thing or two.
  • I'm not sure what's more disgusting, the state of this conference room or your incompetence. But I think I can find a way to make you make it up to me.
  • You know, I've been watching you all morning, and I have to say, I'm not impressed. But I think I can find a way to make you impress me.

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