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The CEO's Late Night Meeting date idea illustration

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The CEO's Late Night Meeting

Duration: 2 hours
Budget: any

Get lost in a sultry evening of power play and seduction as the CEO and secretary blur the lines between business and pleasure in a lavish office setting.

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  • It's a sweltering July Thursday evening, and you, the CEO, have called an impromptu meeting with your secretary to discuss an urgent matter. As you sit across from each other in your lavish office, the tension is palpable. The air is thick with anticipation, and the sound of the city outside only adds to the excitement.
  • Your secretary, dressed to impress in a tight pencil skirt and blouse, takes notes as you discuss the latest business deals. But as the night wears on, your gaze lingers on her curves, and you can't help but wonder what lies beneath the professional facade.
  • You begin to make small talk, asking about her weekend, and she shares stories of her adventures. As she speaks, you find yourself getting lost in her eyes, and your mind starts to wander to more... illicit thoughts.
  • Suddenly, you slam your fist on the desk, making her jump. 'I think that's enough for tonight,' you growl, your voice low and husky. 'I'll need you to stay late and help me with some... extra work.'
  • Her eyes flash with a mix of fear and excitement as she nods, her voice barely above a whisper. 'Yes, sir.' The game is on, and you can't wait to see where it takes you.

Preparation steps:

  • To set the scene, transform your bedroom or living room into a luxurious office. Invest in a large, oak desk, and adorn it with papers, folders, and a few sleek pens. Add some plush leather chairs, and a few lamps to create a warm, intimate glow.
  • Dress the part! The secretary should wear something provocative yet professional, like a tight skirt, a blouse, and high heels. The CEO, on the other hand, should don a sharp suit, complete with a crisp white shirt and a tie.
  • Create a playlist with some sultry, jazzy tunes to set the mood. Think saxophones, smooth vocals, and a hint of sophistication.

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Some tips:

  • To really get into character, practice your dominant and submissive roles beforehand. The CEO should work on their confident, commanding tone, while the secretary should perfect their demure, obedient demeanor.
  • Don't be afraid to improvise! The scenario is just a starting point, and you should feel free to add your own twists and turns as you see fit.
  • Remember, communication is key. Make sure you and your partner are on the same page about boundaries and desires before diving into the roleplay.

Dialogue ideas:

  • 'I promise you, this extra work will be worth your while. And by worth your while, I mean you'll be screaming my name by the end of the night'
  • 'You know, I've always wondered what you look like when you're not wearing that pencil skirt...'
  • 'You're so damn gorgeous when you're concentrating on those notes, I just want to rip that blouse off you right now'
  • 'I think we've done enough talking for one night, don't you? It's time for some action'
  • 'I've been thinking about you all day, and I think it's time we took care of some... unfinished business, don't you?'

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