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The Boss's Private Affair date idea illustration

The Boss's Private Affair

Duration: 1.5 hours

Step into the shoes of a powerful CEO and indulge in a private fantasy with your two dedicated secretaries. In this roleplay, you reward their hard work with an after-work experience like no other. As the champagne flows, the atmosphere sizzles with desire, leading to a steamy encounter that almostโ€ฆ

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  • It's a cold February Monday, and you, the CEO of a successful company, have a special request for your two dedicated secretaries. You've noticed their hard work and want to reward them with a unique after-work experience. You invite them to stay back, hinting at a private meeting that will be both professional and pleasurable. The secretaries, intrigued and flattered, eagerly accept, unaware of the steamy encounter that awaits them.
  • As the office empties, the three of you retreat to your private office. You pour glasses of fine champagne, setting the mood. The secretaries, a bit nervous, are curious about your intentions. With a confident smile, you reveal your desire to show your appreciation in a more intimate way. You explain that they are free to leave at any moment, but you hope they'll indulge in this secret fantasy of yours.
  • The girls exchange glances, a mix of excitement and curiosity. They decide to stay, eager to please their boss. You begin by gently caressing their arms, praising their dedication and beauty. As the champagne flows, the atmosphere becomes charged with desire. You slowly guide them closer, their bodies brushing against each other, feeling the warmth of their skin.
  • As the tension builds, you suggest they explore each other, promising to join in. The secretaries, now fully immersed in the game, start kissing passionately, their hands roaming over each other's bodies. You watch, feeling your desire grow, as they undress, revealing their lustful intentions. The office, usually a place of work, transforms into a den of sensual exploration.
  • Just as things heat up, there's a knock on the door. A colleague, working late, interrupts, almost catching you in the act. The secretaries, startled, quickly compose themselves, while you smoothly handle the situation. As the coast clears, you continue where you left off, taking the excitement to new heights. The near-miss only adds to the thrill of the forbidden encounter.

Preparation steps:

  • To set the stage, transform your home office or a private room into a CEO's lair. Add a luxurious touch with dim lighting, scented candles, and a bottle of expensive champagne. Create a playlist of sensual music to set the mood as the evening progresses.
  • Attire is key to this roleplay. As the CEO, dress to impress in a sharp suit, exuding power and charm. Encourage your partners to dress as sexy secretaries, with tight skirts, silk blouses, and glasses, adding to the allure.
  • Prepare a few props to enhance the experience. Consider blindfolds, silk scarves, and a small selection of toys or accessories to introduce during the encounter. These additions can elevate the roleplay and provide new avenues for pleasure.

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Some tips:

  • Communication is key to making this roleplay exciting and comfortable for all. Discuss boundaries and preferences beforehand, ensuring everyone is on the same page. Remember, consent is sexy, and it adds to the anticipation.
  • As the CEO, take charge of the situation but also pay attention to your secretaries' cues. Encourage them to express their desires and guide you through their fantasies. This will make the experience more engaging and pleasurable for everyone involved.
  • Build up the anticipation throughout the day. Send suggestive messages or emails to your partners, hinting at what's to come. This will keep them excited and eager to please you, adding to the overall experience.

Dialogue ideas:

  • Secretary 2: (Giggling nervously) We've never done anything like this before, but we trust you, sir. Your touch sends shivers down our spines.
  • Boss: (Whispering seductively) I can see the curiosity in your eyes, and I intend to fulfill every fantasy. Let's begin by toasting to a night of unforgettable pleasures.
  • Secretary 1: Oh my, Mr. CEO, this is... unexpected. But we're thrilled to be here. We'll do our best to... satisfy your needs.
  • Boss: Feel free to explore each other's beauty. Kiss, touch, and let your desires guide you. I'll be right here, eagerly waiting to join the fun.
  • Boss: You ladies have been an absolute delight, and I wanted to express my gratitude in a... unique way. Tonight, we'll indulge in pleasures beyond the office. I hope you're ready for an adventure.

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