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 Dirty Little Secret date idea illustration

The Boss's Dirty Little Secret

Duration: 2 hours
Budget: any

Get ready for a steamy office affair in this roleplay scenario. Play the boss who can't resist their sexy secretary, and indulge in a forbidden encounter in the office. Will you get caught?

Add to favorites
  • It's a typical Tuesday morning in June, and you, the boss, are sitting at your desk, sipping your coffee and going over some important documents. Your secretary, who is also your partner, walks in with a notepad and pen, ready to take notes. But as she approaches your desk, you can't help but notice how sexy she looks in her tight business attire.
  • You try to focus on the task at hand, but your mind keeps wandering to the dirty little secret you've been keeping from your colleagues - your illicit affair with your secretary. You can't resist the temptation to call her over to your desk, allegedly to discuss some work-related matters, but in reality, you just want to get your hands on her.
  • As she leans in close to take notes, you can't help but whisper naughty things in her ear, making her blush and squirm in her seat. You know you're taking a risk, but you can't resist the thrill of doing something forbidden in the office.
  • The tension between you builds, and you know you need to find a way to release it. You tell her you need to discuss something in private, and she follows you to your office, her heart racing with anticipation.
  • Once you're alone, you can't contain yourselves anymore, and you indulge in a passionate, hurried encounter, trying not to make too much noise and get caught by your coworkers.

Preparation steps:

  • To set the scene, you'll need a suitable office space. You can transform your home office or a spare room into a professional-looking office with a desk, chair, and some office supplies. Make sure to add some props like files, papers, and a notepad to create a realistic atmosphere.
  • Dress the part by wearing business attire, like a suit and tie for the boss, and a tight business dress or a blouse and skirt for the secretary. You can also add some accessories like a tie clip, cufflinks, or a statement necklace to complete the look.
  • To add an extra layer of realism, you can create a fake company name and logo, and even set up a fake meeting or appointment to 'discuss' during your roleplay.

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, try to establish a clear power dynamic between the boss and the secretary. The boss can be more dominant and assertive, while the secretary can be more submissive and obedient.
  • Use the office setting to your advantage by incorporating office supplies into your play. For example, you can use a pen or pencil to tease and tantalize each other, or even use a stapler as a makeshift sex toy.
  • To make the roleplay more believable, try to stay in character throughout the scenario. Avoid breaking character or using your real names, and instead use your character names and titles.

Dialogue ideas:

  • I hope you're ready for a long, hard meeting, because I have a feeling it's going to be a wild ride.
  • Oh, I think we need to discuss the Smith account in private, don't you, darling?
  • You're looking particularly stunning today, secretary. I think you need a little...motivation to get through the day.
  • Your notes are always so thorough, but I think you might be missing one or two...vital points. Let me show you.
  • Come closer, baby, I need to whisper something in your ear. Don't worry, it's just a little office secret...

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].