AI

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 Rebellious Babysitter date idea illustration

The Rebellious Babysitter

Step into a captivating roleplay as you embark on a babysitting job with a twist. The household is infamous for its lively kids, and as you arrive, you instantly lock eyes with the tall, brooding older brother, Chris. He's the school troublemaker, and his skepticism about your presence is evident. โ€ฆ

Add to favorites
  • You arrive at the doorstep of the family home, briefcase in hand, feeling a mix of excitement and nervousness for your new babysitting job. It's a busy household, known for their lively and sometimes troublesome kids, especially the notorious older brother. As you ring the bell, you take a deep breath, ready to tackle the challenges ahead.
  • The door swings open, and you're greeted by a group of energetic children, but your eyes are immediately drawn to the tall, brooding figure at the back. He's handsome in a rugged way, with intense eyes that seem to pierce right through you. He's none other than Chris, the infamous troublemaker from school and the oldest sibling in the family. He's clearly not thrilled to see you, his expression filled with skepticism and a hint of disdain.
  • You exchange polite greetings with the parents and the other kids, but Chris remains silent, his gaze fixed on you with a challenging stare. You can't help but feel a strange tension building between you two. As the parents step aside to finish some chores, Chris takes it upon himself to give you a 'tour' of the house, his way of asserting dominance, showing you who's really in charge here.
  • He leads you through the house, his steps purposeful and his body language exuding confidence. You find yourself drawn to his rebellious charm, the same charm that gets him into so much trouble at school. As you pass by the family room, he stops abruptly, causing you to bump into him. His strong arms brush against yours, sending a spark of electricity through your body. He smirks, clearly aware of the effect he has on you.
  • You try to hide your nervousness, but your heart is pounding. Chris leans closer, his warm breath caressing your ear as he whispers, "I don't like strangers babysitting my family. But if you play your cards right, I might let you stay." His words send a shiver down your spine. You sense there's more to his demeanor than meets the eye, a hidden desire beneath his tough exterior.

Preparation steps:

  • Costumes are key to setting the tone for this roleplay. As the babysitter, dress in a cute yet professional outfit, perhaps a button-up shirt and a casual skirt or jeans, with comfortable sneakers. Carry a small briefcase or backpack, and feel free to bring a few props like a notebook, a list of emergency contacts, or some fun board games for the kids.
  • For Chris, the rebellious older brother, imagine a casual yet edgy style. Think fitted t-shirts, torn jeans, and a leather jacket. His hair can be stylishly messy, and he could have a slight stubble to enhance his rugged look. He should carry himself with a confident air, ready to challenge your authority at every turn.
  • Set the scene in a spacious family home with multiple rooms. You can choose to roleplay in just a couple of rooms or go all out and decorate the entire space. Focus on creating a warm and inviting atmosphere, with cozy furniture and kid-friendly decor. Consider adding personal touches like family photos, children's artwork, and toys scattered around to emphasize the lively nature of the household.
  • As for timing, start the roleplay in the late afternoon, just as the kids return from school and the parents prepare dinner. This sets the stage for a chaotic and fun-filled evening, where you'll have your hands full with the children while navigating the growing tension with Chris.
  • Create some background ambiance by playing some light, cheerful music and simulating the sounds of a busy household, such as children playing and the distant noise of pots and pans in the kitchen.

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! โค๏ธ

  • Sexy Adult Schoolgirl Costume

    Unknown Binding

    A sexy adult schoolgirl outfit plays into the fantasy of being the babysitter, with a nod to Chris' school troublemaker background. It can make the roleplay more immersive and elicit a reaction from your partner.

  • Dark Trench Coat

    Unknown Binding

    The trench coat adds a mysterious and rebellious vibe to Chris' character. When he wears it, it emphasizes his edgy demeanor and creates an air of smoldering intensity, making him appear even more intriguing.

  • Home Security Camera

    Electronics

    A prop camera can be a fun and interactive addition to the roleplay. Chris could use it to 'monitor' the house and his siblings, reinforcing his protective and dominant attitude.

Some tips:

  • Communication is crucial in this roleplay, especially as tensions rise between your characters. Use assertive yet flirty dialogue to challenge each other, revealing the underlying attraction beneath the surface. Play with power dynamics, allowing Chris to tease and challenge your authority, while you navigate the fine line between standing your ground and being playful.
  • Incorporate physical touch to build the sexual tension. Start with subtle brushes and grazes as you navigate the house, and gradually progress to more intimate touches as the scenario unfolds. Remember, Chris sees you as a challenge, so he'll want to assert his dominance in any way possible, including using physical proximity and sensual gestures.
  • Experiment with different settings within the house to enhance the experience. You could start in the kitchen, perhaps sharing a private moment as you both help prepare dinner, or in the living room, where Chris can show off his 'territory' and you can engage with the other kids, trying to win them over while he watches with amusement.
  • Don't forget the element of surprise. When Chris reveals his true desires, make it an unexpected turn of events. He could confess his feelings in a private moment, or he might initiate a passionate kiss in a heated moment, surprising you with his intensity and leaving you wanting more.
  • Explore the dynamic between the characters' public and private personas. Chris may maintain his tough image in front of the family, but allow his guard to drop when you're alone, revealing a softer, more vulnerable side. This contrast will add depth to your roleplay and make the sexual tension even more intense.

Dialogue ideas:

  • Oh, I get it now. Mr. 'I'm-too-cool-for-school' thinks babysitting is beneath him. Well, too bad, because I'm here to stay, and we might as well make the most of it.
  • This family must be really important to you, since you're putting up a fight. But maybe I can convince you that I'm here to help, and who knows, we might even have some fun along the way, just you and me.
  • You know, Chris, I can't help but wonder if that hard-to-get attitude is just an act. Could it be that you're secretly enjoying this? Maybe you want me to beg to stay, huh?
  • I sense a challenge in those eyes. Are you trying to intimidate me? Because if you're trying to scare me off, it's not working. In fact, I'm quite intrigued by this whole situation.
  • I never thought being a babysitter would involve dealing with someone as... fascinating as you. That rough, don't-mess-with-me attitude might scare others, but it does the opposite for me.

Looking for a custom romantic story?

Discover the magic of our AI Story Generator where you and your partner become the main characters in your own love story.


Write a Story

Try it for free