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Office Affair date idea illustration

Office Affair

Duration: 1-2 hours

Get ready for a steamy encounter as the boss makes his move on his alluring secretary in this roleplay scenario. Behind closed doors, the lines between professionalism and desire are blurred in this power play of seduction.

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  • It's a hot summer Wednesday in August and you're the boss of a successful company. You've been eyeing your new secretary, who's been working for you for a few weeks now. You can't help but notice the way she moves, the way she takes notes during meetings, and the way she smiles at you when you give her tasks. You've been looking for an excuse to get her alone, and today's the day. You've called her into your office, telling her you need to discuss an important project, but in reality, you have other plans in mind.
  • You sit behind your large mahogany desk, trying to appear as professional as possible, but you can't help the bulge in your pants. Your secretary walks in, looking stunning in her tight business attire, and you can't help but stare. You gesture for her to take a seat, and as she does, you notice the way her skirt rides up, exposing her stockings.
  • As you begin to discuss the project, you can't help but find ways to touch her, 'accidentally' brushing your hand against hers as you pass her papers, or 'coincidentally' leaning in close to point out a detail on the report. You can see the flush rising to her cheeks, and you know you're getting to her.
  • You start to make your move, slowly leaning in closer, your voice dropping to a whisper as you ask her to clarify a point. You can smell her perfume, and you know you're in trouble. You're the boss, and you're about to take advantage of your position in the worst - and best - way possible.
  • You can't wait to see how far you can push her, to see if she'll resist or give in to your advances. The power play is on, and you're ready to take control.

Preparation steps:

  • Set the scene by decorating your 'office' with props like a large desk, chairs, and office supplies. You can even set up a fake computer and papers to make it look like a real workspace.
  • Dress the part! The boss should wear a suit and tie, while the secretary should wear a tight business outfit, complete with stockings and heels. The more professional, the better.
  • Consider investing in some props like a cup of coffee or a folder full of papers to add to the illusion. You can even use a timer to create a sense of urgency and add to the tension.

You may need

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Some tips:

  • Remember to stay in character throughout the scenario. The boss should be confident and assertive, while the secretary should be submissive and hesitant.
  • Don't be afraid to get creative with your 'business meeting'. You can use the opportunity to discuss 'business' topics, like 'company policies' or 'performance reviews', to add to the intimacy and tension.
  • Take your time and enjoy the build-up. The anticipation and tension are what make this scenario so hot, so don't rush into things. Savor the moment and see how far you can take it.

Dialogue ideas:

  • would you mind picking it up for me? I promise I'll make it worth your while.
  • dropping this file on the floor
  • Accidentally
  • I love the way you take notes, your hands are so delicate. Can you show me again how you handle that pen?
  • You're doing an amazing job on this project, but I think we need to discuss it further... in private.

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