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The Boss's Private Meeting date idea illustration

The Boss's Private Meeting

Duration: 2 hours
Budget: $any

In this corporate affair roleplay, you're the CEO and your partner is your assistant. You're meeting on a Saturday afternoon to discuss a top-secret project, but things take a romantic turn as you find yourself drawn to each other in the dimly lit office.

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  • You are the CEO of a successful corporation, and your partner is your assistant. You've been working on a top-secret project, and you need to discuss the details in private. You've scheduled a meeting on a Saturday afternoon, when the office is empty, to go over the final plans. As you sit across from each other, you can't help but notice the way your assistant's eyes sparkle in the dim lighting of your office. You've always had a thing for them, but you've kept it professional... until now.
  • As you go over the reports and charts, you find yourself getting closer and closer, your legs touching under the table. You try to keep your hands from shaking as you point out key numbers and projections. Your assistant seems oblivious to the electricity in the air, but you can't shake the feeling that they're playing it cool, waiting for you to make the first move.
  • You take a deep breath and lean in, your mouth inches from their ear. 'Let's take a break,' you whisper, your voice low and husky. 'I need to discuss... other matters.' You can see the hint of a smile playing on their lips as they nod, and you know you're in for a wild ride.
  • As you push aside the papers and files, you reveal a small, hidden compartment in your desk drawer. Inside, you've stashed a bottle of champagne and two glasses. 'Let's celebrate our success... in private,' you say, your eyes locked on theirs. The tension is palpable as you pour the champagne, the popping of the cork echoing through the silent office.
  • You hand them a glass, your fingers brushing against theirs. The sparks fly as you clink glasses, the sound of the champagne flowing like a veil of intimacy. You take a sip, your eyes never leaving theirs, and then you make your move.

Preparation steps:

  • To set the scene, transform your living room or bedroom into a luxurious office space. Clear the furniture, and replace it with a large, wooden desk and two chairs. Add some plush, executive-style decorations, like a leather sofa, a few plants, and some sleek, modern art.
  • Dim the lights to create a sense of intimacy and exclusivity. You can also add some soft, background music to set the tone. Think jazz or instrumental tracks to create a sophisticated atmosphere.
  • Dress the part! You, the CEO, should wear a sharp, tailored suit, complete with a crisp, white shirt and a tie. Your assistant should wear a sleek, professional outfit, perhaps a pencil skirt and blouse. Don't forget to add some props, like a briefcase, a tablet, and a few pens and papers to complete the illusion.

You may need

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Some tips:

  • To really get into character, take some time to discuss your roles and boundaries beforehand. What kind of boss do you want to be? What kind of assistant? How far do you want to take the roleplay?
  • Remember to stay in character throughout the scenario. Use phrases like 'take a memo' or 'book a meeting' to add to the illusion. You can also use body language to convey authority and confidence.
  • Don't be afraid to get creative with the scenario. Perhaps your assistant has some secrets of their own, or maybe there's a hidden agenda behind the meeting. The more you invest in the story, the more exciting it will be.

Dialogue ideas:

  • 'I want to discuss the merger... of our bodies. What do you say we make some corporate decisions, together, in private?'
  • 'You know, I've always appreciated your attention to detail, but I think I need some extra attention right now... from you.'
  • 'We've got the whole office to ourselves, and I think it's time we took our working relationship to a more... horizontal level.'
  • 'I think we've made some amazing progress on this project, but I'm more interested in making progress on getting you naked right now.'
  • 'It's not just the profits that are rising, it's my desire for you. Let's take this meeting to the next level.'

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