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24 Questions To Ask On A First Date That Aren’t Boring

First dates can get repetitive. Mix it up with these questions!

  1. “What’s the most adventurous thing you’ve ever done or would like to do?”
  2. “Do you have any favorite travel destinations or dream places you’d love to visit?”
  3. “What’s the most memorable concert or live performance you’ve ever attended, and what made it special?”
  4. “In your opinion, what makes a successful and fulfilling relationship?”
  5. “What’s the most irresistible trait you find in a potential partner?”
  6. “How do you feel about PDA? Are you more of a subtle or adventurous type?”
  7. “What’s your favorite form of physical intimacy that you enjoy sharing with a partner?”
  8. “What’s the most meaningful or surprising compliment you’ve ever received from someone?”
  9. “If you were to create your own signature dish or cocktail, what would it be and what would you name it?”
  10. “What’s the most unusual or unique talent or skill you possess that most people don’t know about?”
  11. “What’s a hidden gem or secret spot in your city or town that you love, and why is it special to you?”
  12. “If you could have a conversation with your future self, what advice or words of wisdom do you think they would give you?”
  13. “What’s your favorite physical feature about yourself, and what do you find most attractive in a partner?”
  14. “What’s the funniest or most embarrassing thing that has ever happened to you on a date?”
  15. “What’s the most ridiculous fashion trend you’ve ever followed?”
  16. “What’s the most embarrassing song on your playlist that you secretly love?”
  17. “What’s your weirdest or funniest childhood nickname, and how did you get it?”
  18. “If you were a superhero with a completely useless power, what would your power be?”
  19. “What’s the silliest thing you’ve ever done to impress a crush?”
  20. “If we were to go on a spontaneous weekend getaway, where would you suggest we go?”
  21. “What’s the sexiest quality you find in someone personality-wise?”
  22. “If we were to have a dance-off right here, right now, what song would get you on the dance floor with me?”
  23. “If you could create the perfect date night together, what would it look like?
  24. “What’s your love language?”

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