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Naughty Little Sister date idea illustration

Naughty Little Sister

Duration: 2-3 hours
Budget: Any

A Friday night in London takes a wild turn when Emma, the girlfriend's mischievous younger sister, arrives with a bottle of tequila and a deck of cards, leading to a naughty game of 'Never Have I Ever' that gets increasingly out of hand.

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  • It's a Friday evening in May, and you're hanging out with your girlfriend at her London flat, enjoying a lazy night in. But things take a surprising turn when her younger sister, Emma, shows up unexpectedly, looking like a mischievous little thing in her tight jeans and low-cut top.
  • Emma's always been a bit of a wild child, and tonight she's brought a bottle of tequila and a deck of cards, suggesting you all play a game of 'Never Have I Ever'. Your girlfriend raises an eyebrow, but Emma insists it'll be fun, and before you know it, you're all gathered around the coffee table, sipping shots and giggling.
  • As the game gets underway, Emma starts to get more and more reckless, making outrageous confessions and daring you and your girlfriend to do the same. You can't help but notice the way she's flirting with you, her eyes sparkling with mischief as she licks her lips and makes suggestive comments.
  • As the night wears on, things start to get more and more heated, with Emma making bolder and bolder moves. You can feel the tension building between you and your girlfriend, but Emma just laughs it off, saying she's just trying to spice things up.
  • Before you know it, the game has escalated into a full-blown truth or dare session, with Emma daring you to do things you never thought you'd consider in front of your girlfriend. Will you take the dare, or will you try to reign things in before things get out of hand?

Preparation steps:

  • To set the scene for this roleplay, transform your living room into a cozy hangout spot. Dim the lights, light some candles, and fire up the playlist with some upbeat tunes to get the mood going.
  • Pick up a bottle of tequila and some shot glasses to get the party started. You can also grab some snacks to munch on throughout the night, like chips and dips or popcorn.
  • Make sure you're both dressed in comfortable, casual clothing that allows for easy movement and minimal distractions. You want to be able to focus on the game and each other!

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Some tips:

  • To really get into character, take some time before the roleplay to discuss boundaries and expectations with your partner. What are you comfortable with, and what lines do you not want to cross?
  • Remember to stay in character and have fun with the game. Don't be afraid to get a little silly and outrageous, and try to keep the energy light and playful.
  • As the game escalates, don't forget to communicate with your partner and make sure you're both on the same page. This is a roleplay, after all, and consent is key!

Dialogue ideas:

  • If you're going to make me do something naughty, you'd better be willing to do it too
  • I'm not sure if I'm more turned on or mortified by this game, but I think I need another shot
  • I never thought I'd be taking dirty shots with my girlfriend's little sister, but here we are
  • Oh, Emma, you're really testing the boundaries tonight, aren't you?
  • You're a feisty little thing, Emma, aren't you?

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