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The Naughty Secretary

Duration: 2 hours

Get ready for a steamy office affair in this secretary roleplay scenario. You play the boss, and your alluring secretary is waiting to be undressed. Will you resist the temptation or give in to your desires?

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  • It's a typical Monday morning in May, and you're running late for work. You rush to the office, still sipping on your morning coffee. As you burst through the doors, you're greeted by your attentive secretary, who's already dressed to impress in a provocative outfit. She's taken the liberty of preparing your schedule for the day, but you can't help but notice the way her skirt rides up her leg as she leans over to hand you a file.
  • You try to play it cool, but you can't ignore the sparks flying between you. Your secretary seems to sense your gaze and gives you a sly, flirtatious smile. You find yourself wondering what it would be like to take her out of her restricted office attire and into a more compromising position.
  • As the day progresses, you find excuses to call your secretary into your office, just so you can steal glances at her curves and imagine what's underneath those prim and proper clothes. Your secretary seems to be playing along, 'accidentally' bumping into you and leaving lingering touches on your arm.
  • You try to focus on your work, but the tension between you is palpable. Your secretary seems to be daring you to make a move, and you can't resist the temptation much longer. It's only a matter of time before you give in to your desires and take your secretary into a world of naughty delights.
  • As the clock ticks closer to quitting time, you know you have to act fast. Will you take your secretary into a private meeting, or will you wait until the office is empty to make your move? The choice is yours, but one thing is certain - this day is about to get a whole lot more interesting.

Preparation steps:

  • To set the scene, transform your home office into a corporate space. Clear off the desk, and add a few props like files, pens, and a phone to create a realistic atmosphere. Dress in business attire, and have your partner dress in a provocative secretary outfit, complete with a short skirt, stockings, and heels.
  • To add an extra layer of realism, create a fake company and give your partner a fictional character to play. This will help them get into character and add to the excitement of the roleplay.
  • Plan out your 'workday' beforehand, deciding on the tasks you'll need your secretary to assist you with. This could include everything from reviewing documents to taking dictation. The more detailed you are, the more immersed you'll both become in the scene.

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Some tips:

  • Don't be afraid to get creative with your secretary's tasks. The more mundane the task, the more suggestive you can make it. For example, asking your secretary to 'file' your papers could become a very personal experience.
  • Remember to stay in character throughout the roleplay. Calling your partner by their fictional name and treating them like a real secretary will add to the excitement and help you both get more out of the experience.
  • As part of the roleplay, consider including 'office' politics or power struggles. This could include conflicts over promotions, raises, or simply who gets to control the thermostat.

Dialogue ideas:

  • Let's discuss the Johnson report... over a drink, and maybe something a little more... intimate
  • I need you to stay late and work on a project with me... and by project, I mean my pleasure
  • Oh, I think you forgot to file something - my heart, which you've stolen with that smile
  • I'm not sure what's more impressive, your organizational skills or the way you fill out that skirt
  • You look like you're ready to take dictation, but I think I'd rather take direction from you

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