90s Crush Confessions date idea illustration

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90s Crush Confessions

Duration: 3 hours
Budget: Varies

Step back into the 90s, a time of colorful fashion, mixtapes, and arcade games, where you and your partner play the roles of a boy and girl harboring secret crushes. Embrace the sweet awkwardness and anticipation of confessing feelings that were all too common in that era.

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  • You both decide to dress in iconic 90s attire. Think flannel shirts, denim overalls, and choker necklaces. You start the evening by exchanging carefully curated mixtapes with songs that 'accidentally' reveal your feelings.
  • Head to a local arcade or set one up at home with video games from the 90s. Exchange shy glances and blushes as you compete in a playful match of Pac-Man or Street Fighter, engaging in light-hearted banter that hints at deeper emotions.
  • After the games, walk to a makeshift or real diner reminiscent of the era. Slide into the booth with your milkshakes and fries. While doodling on napkins, playfully challenge each other to tell a secret. Here's where the brave ones make their move, slipping a 'Do you like me?' note across the table.

Preparation steps:

  • To set the mood, create a playlist of 90s hits to play in the background during your time together, or better yet, exchange actual mixtapes if you have the means.
  • Find or rent 90s costumes or dig through your closets for clothes that scream the decade. Outfits make the scenario more authentic and heighten the playful atmosphere of the evening.
  • Prepare or research a diner with a 90s aesthetic or set up your kitchen to resemble one. A jukebox, neon signs, and posters of 90s bands and movies will add an authentic feel to your setting.

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Some tips:

  • Discuss beforehand which songs you found most touching in each other's mixtapes and why. Music can be a powerful emotional connector.
  • During the arcade games, allow deliberate 'accidental' touches that build tension and tease the affection you have for each other.
  • Keep the conversation filled with references to 90s pop culture, making each other laugh and reminiscing about your favorite moments from the decade.

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