Questions to ask someone new

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① EASY No vulnerability required.

  1. What's something you're enjoying lately?
  2. What's the best thing you've eaten this month?
  3. If today had a title, what would it be?
  4. What's a small thing that always makes your day better?
  5. What's the most useless skill you have?
  6. What did you want to be when you were eight?
  7. Which app on your phone would embarrass you most?
  8. What's a hill you'll happily die on, even though it doesn't matter?
  9. What could you talk about for an hour with no preparation?
  10. What's the last thing that made you laugh out loud?
  11. Where would you go this weekend if time and money were no problem?
  12. What's a song you'll never skip?
  13. What's something you're looking forward to?
  14. What was your first job, and what did it teach you?
  15. What's the worst haircut you've ever had?
  16. What brought you here today?
  17. What's the best thing about where you grew up?

② CURIOUS A little more about you.

  1. What's something people often get wrong about you?
  2. What's a small decision that changed a lot in your life?
  3. What's a compliment you still remember?
  4. What are you secretly competitive about?
  5. What's something you changed your mind about in the last few years?
  6. What's a tradition you'd like to start?
  7. What's the most spontaneous thing you've ever done?
  8. What does a perfect ordinary day look like for you?
  9. What's a rule you live by that you made up yourself?
  10. Who has influenced you most without knowing it?
  11. What's a question you'd love to be asked when you meet someone?
  12. What would your closest friend say is your best quality?
  13. What's the last thing you learned just because you were curious?

③ PERSONAL Stories that shaped you.

  1. What experience changed the way you see life?
  2. When did you last feel really proud of yourself?
  3. What's something you work hard on that nobody sees?
  4. What does home mean to you now?
  5. What's a lesson you had to learn twice?
  6. What would you do more of if nobody was watching?
  7. What's a question you wish someone would ask you?
  8. When do you feel most like yourself?
  9. What's a risk you took that you're glad about?
  10. What do people usually ask you first, and what do you wish they asked instead?

④ DEEP The things still in progress.

  1. What is something you're still figuring out about yourself?
  2. What do you need more of right now, but don't ask for?
  3. What's a belief you hold that you're not sure you still believe?
  4. What part of your past do you want people to understand better?
  5. What's a strong opinion you hold that most people around you don't?

⑤ BRAVE The things you avoid.

  1. What's something you've been afraid to say?
  2. What's something you need to forgive yourself for?
  3. What's something you rarely tell people when you first meet them?

Journey

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