Age Verification Required

The content you are about to explore contains erotic themes designed exclusively for adult readers. By clicking "Enter," you confirm that you are at least 18 years old or the age of majority in your jurisdiction, and that you are legally allowed to view such content.

Please confirm your age to proceed:

The Boss's Private Meeting date idea illustration

The Boss's Private Meeting

Duration: 2 hours
Budget: $any

In this corporate affair roleplay, you're the CEO and your partner is your assistant. You're meeting on a Saturday afternoon to discuss a top-secret project, but things take a romantic turn as you find yourself drawn to each other in the dimly lit office.

Add to favorites
  • You are the CEO of a successful corporation, and your partner is your assistant. You've been working on a top-secret project, and you need to discuss the details in private. You've scheduled a meeting on a Saturday afternoon, when the office is empty, to go over the final plans. As you sit across from each other, you can't help but notice the way your assistant's eyes sparkle in the dim lighting of your office. You've always had a thing for them, but you've kept it professional... until now.
  • As you go over the reports and charts, you find yourself getting closer and closer, your legs touching under the table. You try to keep your hands from shaking as you point out key numbers and projections. Your assistant seems oblivious to the electricity in the air, but you can't shake the feeling that they're playing it cool, waiting for you to make the first move.
  • You take a deep breath and lean in, your mouth inches from their ear. 'Let's take a break,' you whisper, your voice low and husky. 'I need to discuss... other matters.' You can see the hint of a smile playing on their lips as they nod, and you know you're in for a wild ride.
  • As you push aside the papers and files, you reveal a small, hidden compartment in your desk drawer. Inside, you've stashed a bottle of champagne and two glasses. 'Let's celebrate our success... in private,' you say, your eyes locked on theirs. The tension is palpable as you pour the champagne, the popping of the cork echoing through the silent office.
  • You hand them a glass, your fingers brushing against theirs. The sparks fly as you clink glasses, the sound of the champagne flowing like a veil of intimacy. You take a sip, your eyes never leaving theirs, and then you make your move.

Preparation steps:

  • To set the scene, transform your living room or bedroom into a luxurious office space. Clear the furniture, and replace it with a large, wooden desk and two chairs. Add some plush, executive-style decorations, like a leather sofa, a few plants, and some sleek, modern art.
  • Dim the lights to create a sense of intimacy and exclusivity. You can also add some soft, background music to set the tone. Think jazz or instrumental tracks to create a sophisticated atmosphere.
  • Dress the part! You, the CEO, should wear a sharp, tailored suit, complete with a crisp, white shirt and a tie. Your assistant should wear a sleek, professional outfit, perhaps a pencil skirt and blouse. Don't forget to add some props, like a briefcase, a tablet, and a few pens and papers to complete the illusion.

You may need

If you make a purchase through the links below, we may earn a commission at no extra cost to you.
This helps us to keep the servers running. Thank you for your support! ❀️

Some tips:

  • To really get into character, take some time to discuss your roles and boundaries beforehand. What kind of boss do you want to be? What kind of assistant? How far do you want to take the roleplay?
  • Remember to stay in character throughout the scenario. Use phrases like 'take a memo' or 'book a meeting' to add to the illusion. You can also use body language to convey authority and confidence.
  • Don't be afraid to get creative with the scenario. Perhaps your assistant has some secrets of their own, or maybe there's a hidden agenda behind the meeting. The more you invest in the story, the more exciting it will be.

Dialogue ideas:

  • 'I want to discuss the merger... of our bodies. What do you say we make some corporate decisions, together, in private?'
  • 'You know, I've always appreciated your attention to detail, but I think I need some extra attention right now... from you.'
  • 'We've got the whole office to ourselves, and I think it's time we took our working relationship to a more... horizontal level.'
  • 'I think we've made some amazing progress on this project, but I'm more interested in making progress on getting you naked right now.'
  • 'It's not just the profits that are rising, it's my desire for you. Let's take this meeting to the next level.'

Was the idea helpful?

Let us know if you liked the idea. This helps us to improve our recommendations.

❀️ πŸ‘ 😐 πŸ‘Ž

Want spicier roleplays? πŸ”₯

Get a premium version for as low as $5.99 and transform your fantasies into unforgettable memories.

Go Premium β†’

No limits, just endless fun.

Looking for a custom roleplay?

Try our free AI roleplay generator to create your own unique roleplay scenario in less than a minute.
No registration required.

Create Your Unique Roleplay

Frequently Asked Questions


Here are some of the most common questions we get asked. If you can't find the answer you're looking for, feel free to contact us.

How is My Spicy Vanilla different from ChatGPT?

My Spicy Vanilla was designed exclusively for crafting detailed romantic fantasies. Our AI is not just any modelβ€”it’s a fine-tuned engine optimized for generating immersive, fantasy-driven narratives.

With My Spicy Vanilla, users gain control over their story’s characters, can see their fantasies come to life through realistic illustrations, and enjoy a smooth experience with our straightforward user interface. These specialized capabilities set us apart, offering a superior, customized fantasy creation experience unlike any other.

Why do generations sometimes take so long?

At My Spicy Vanilla, we strive for excellence in every story generation. The process sometimes takes longer because our app not only generates content but also verifies and refines each creation to ensure the highest quality. This meticulous attention to detail ensures that your stories are not just unique but also perfectly tailored to your expectations.

Who can see my generations?

For users who generate content without account, those generations could be visible to other users. We recommend creating an account to keep your generations private and secure.

After you create an account with My Spicy Vanilla, all of your generated content will be saved to your profile, where only you can access it. This ensures that your fantasies remain private and secure, visible only to you.

What types of content are prohibited on My Spicy Vanilla?

We are committed to maintaining a safe and respectful platform. As such, the following content is strictly prohibited:

  • Content involving characters who are minors (under 18 years old).
  • Content that promotes or suggests incest.
  • Any forms of non-consensual sexual acts, including portrayals of slavery or rape.
  • Content that promotes self-harm.
  • Content that involves or sexualizes non-human entities.
  • Content that promotes discrimination, hate, or violence toward individuals or groups.
  • Content that involves necrophilia (sexual attraction or activity involving corpses)
  • Content that invloves coprophilia (sexual arousal related to feces)
  • Any actions that are unlawful, either under your local jurisdiction or EU law
  • Representations of celebrities in any context.
  • Mentions or depictions of copyrighted characters from any medium, including but not limited to film, television, books, and video games, without explicit authorization.

If you notice any content that violates these guidelines, please report it to us immediately. We take these matters seriously and will take appropriate action to address any violations.

Our email address is [email protected].

Is my data and privacy secure with My Spicy Vanilla?

We prioritize your privacy and the security of your data. All interactions with My Spicy Vanilla are encrypted, and your personal information is never shared with third parties.

Your fantasies stay private, just as they should.

Does my subscription cover usage on multiple devices?

Yes, your subscription to My Spicy Vanilla covers unlimited devices. Once subscribed, you can enjoy our services on any device, anywhere, without needing to purchase additional licenses.

How do I cancel my subscription?

You can cancel your subscription at any time by logging into your account and clicking on the "Manage Payments" button. Your subscription will remain active until the end of the current billing cycle.

Can I get a refund for my subscription?

Yes, we offer refunds to users who have made fewer than three generations with their account. If you find that My Spicy Vanilla does not meet your expectations and you have used the service minimally, simply contact us within the first 30 days of your subscription. We’ll process your refund promptly to ensure your satisfaction.

Please reach out to our support team with your account details to initiate the refund process.

Our email address is [email protected].

is this website for roleplaying?

Yes, My Spicy Vanilla specializes in providing roleplay scenarios designed specifically for couples. Our services are tailored to enhance the experience between partners and are not intended for solo roleplays.

Can I delete my data from My Spicy Vanilla?

Yes, you can delete your account at any time from the "Manage Account" page. Your account can be restored within 24 hours of deletion. After this period, your account and all associated data will be permanently removed from our database.

Can I request a feature?

Absolutely! We love hearing from our users and welcome your suggestions for new features. If there's something you'd like to see added to My Spicy Vanilla, please reach out to us via email with your ideas. We're committed to improving and evolving our platform to better meet your needs and enhance your experience. Your input is invaluable in helping us shape the future of My Spicy Vanilla.

Our email address is [email protected].