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The Boss and His Secretary date idea illustration

The Boss and His Secretary

Duration: 2 hours
Budget: any

Get ready for a steamy office affair as the boss and secretary can't resist their forbidden attraction in this sultry roleplay scenario.

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  • It's a typical Tuesday morning in May at the office. You, the boss, are sitting behind your massive wooden desk, going through some important papers. Your secretary, dressed in a tight business skirt and blouse, knocks on the door and enters. You look up, and your eyes lock. You can't help but notice how hot she looks today.
  • You start to dictate a letter, and your secretary leans over to take notes. As she does, you can't help but notice the curve of her breasts, the way her hair falls on her face. You feel a stirring in your pants, and you know you need to take control of the situation.
  • You tell your secretary that you need to go over some very important documents, and that you require her undivided attention. You suggest that she come around to your side of the desk, and that you'll show her exactly what needs to be done.
  • As she walks over, you can't help but admire the way her legs look in those heels. You imagine what it would be like to have them wrapped around your waist, and you feel your dick getting harder by the second.
  • You start to 'accidentally' touch her hand as you show her the documents, and you can feel the electricity running through both of your bodies. It's only a matter of time before things get out of hand.

Preparation steps:

  • To set the scene, you'll need a office-like setting. This can be as simple as a desk and chair in a quiet room, or as elaborate as renting out an actual office space. Make sure to decorate it with some plants, papers, and office supplies to really sell the atmosphere.
  • The secretary should dress in a tight, business-like outfit, complete with a blouse, skirt, and heels. The more provocative, the better. Consider adding a pair of glasses or a tight hair bun to really drive home the theme.
  • To really get into character, consider having a few 'important' papers or documents printed out and ready to go. This will give you something to focus on as you 'work' with your secretary, and will add to the overall atmosphere.

You may need

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Some tips:

  • To really get into the roles, consider having a conversation with your partner beforehand about what kind of 'work' you'll be doing. This can help you both get into character and can add an extra layer of excitement to the scenario.
  • Don't be afraid to get a little forceful or dominating as the boss. This is a power-play scenario, and it's okay to take charge. Just make sure to communicate with your partner and make sure they're comfortable with everything that's happening.
  • Consider adding some props to the scenario, such as a pair of handcuffs or a blindfold. This can add an extra layer of excitement and can help you both get even more into character.

Dialogue ideas:

  • I hope you're not too uncomfortable standing that close to me, because I have to say, I'm really enjoying the view.
  • You know, I think we need to take a closer look at this report... from a different angle. Why don't you come around here and we can discuss it further?
  • I love the way you take notes, your fingers are so dexterous... I wonder what else they could do.
  • Oh, I think you're getting a little too close to the papers, let me help you with that, my hand just happens to be right there next to yours.
  • Let me just help you with that paper, my hand seems to have a mind of its own today... and it's telling me to touch you.

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