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Questions to Ask: The Master List

Ellie Lusk avatar Curated by Ellie “The Player of Games” Lusk

The right question at the right moment beats an hour of small talk. This is the master list — great all-purpose questions to ask anyone, whether you’re filling a silence, starting a road trip conversation or actually trying to know someone.

Looking for someone specific? We keep dedicated, deeper lists for every situation: your boyfriend, girlfriend, crush, friends — plus deep questions and couple questions. They’re all linked below the list.

Ready? Tap the button and let the game begin. 🎉

👇 All 85 questions below — steal freely, no sign-up needed.

To Get to Know Someone

  1. What does a perfect ordinary day look like for you?
  2. What are you most likely to be doing at 9 p.m. on a Friday?
  3. What’s something you could talk about for an hour with zero preparation?
  4. What did you want to be when you were ten — and what happened to that plan?
  5. Who has shaped you the most, and do they know it?
  6. What’s the best decision you’ve made in the last five years?
  7. What’s your favorite place you’ve ever been — and what made it stick?
  8. What do people usually get wrong about you at first?
  9. What’s a small daily ritual you protect?
  10. What are you learning right now — on purpose or by accident?
  11. What’s the story behind your name or nickname?
  12. What job would you be terrible at, and why is it funny to imagine?
  13. What’s something you own that has zero value to anyone but you?
  14. What’s your favorite family tradition — or the one you’d start?
  15. In what setting are you instantly at ease?
  16. What’s the last thing that genuinely surprised you?
  17. What hobby would you pick up tomorrow if time and money didn’t matter?
  18. What’s the most out-of-character thing you’ve ever done?
  19. What kind of old person do you hope to become?
  20. What’s a compliment you received years ago and still think about?
  21. If your friends had to describe you in three words, which one would you argue with?
  22. What’s the best meal you’ve ever eaten — where and with whom?
  23. What do you wish more people asked you about?
  24. What’s something you believe now that you didn’t five years ago?
  25. What would you do with a completely free month?

Interesting Questions

  1. If you could sit in on any conversation in history, which one?
  2. What’s a “useless” skill you’d still love to master?
  3. Which fictional place would you actually want to live in?
  4. What technology do you think we’ll laugh at in twenty years?
  5. If your life had a narrator, what tone would they use for this week?
  6. What’s the best piece of advice you’ve ever ignored?
  7. What would you put in a time capsule to confuse people in 100 years?
  8. If you could instantly speak one more language, which and why?
  9. What’s something everyone seems to love that you just don’t get?
  10. What tiny decision ended up changing your life?
  11. If animals could talk, which species would be the rudest?
  12. What’s a question you wish you knew the answer to?
  13. Which year of your life would you relive as an observer — no changes allowed?
  14. What’s the most beautiful place within an hour of where you grew up?
  15. If you had to teach a class tomorrow, what would it be on?
  16. What’s a rule you follow that you invented yourself?
  17. What would your 15-year-old self find coolest about your life now?
  18. If you could ask a stranger one question and get total honesty, what would it be?
  19. What’s the weirdest coincidence that’s ever happened to you?
  20. What’s one thing you’d change about how people use their phones?
  21. If someone gave you a billboard for a month, what would you put on it?
  22. What’s something you did once and will never do again — but don’t regret?
  23. Which historical era would you visit for exactly one week?
  24. What’s the most underrated pleasure in everyday life?
  25. If you wrote a book about your life so far, what would this chapter be called?

Funny Questions to Ask

  1. What’s the dumbest way you’ve ever injured yourself?
  2. What’s your most controversial food opinion — defend it.
  3. What would be the worst “buy one get one free” deal ever?
  4. What’s the weirdest thing you’ve googled this month?
  5. If your pet could review you online, what would the rating be?
  6. What’s the most embarrassing song you know every word to?
  7. What conspiracy theory would you start just for fun?
  8. What’s the strangest compliment you’ve ever given someone?
  9. If you had to replace your hands with objects, what are you picking?
  10. What’s a completely useless fact you’ll never forget?
  11. What would your villain name be, based on your worst habit?
  12. What’s the pettiest hill you’re willing to die on?
  13. If your life were a reality show, what would the fans complain about?
  14. What’s the worst haircut you’ve ever had — year and inspiration?
  15. What smell do you weirdly love that others find odd?
  16. What’s the most ridiculous thing you’ve cried about?
  17. If you were a kitchen appliance, which one and why?
  18. What’s your go-to dance move, and does it have a name?
  19. What’s the longest you’ve kept leftovers “just in case”?
  20. What fictional character do you irrationally dislike?

Rapid-Fire Starters

  1. Coffee or tea — and how do you take it?
  2. What’s your most-used emoji?
  3. Long flight: sleep, movies or podcasts?
  4. What was your first concert?
  5. Dream weekend: beach, mountains or city?
  6. What’s your comfort show?
  7. What time do you naturally wake up with no alarm?
  8. What’s the last photo you took?
  9. Popcorn: sweet, salty or mixed?
  10. What song is stuck in your head right now?
  11. What animal would you be for a day?
  12. What song do you butcher confidently at karaoke?
  13. What’s your ideal breakfast, no compromises?
  14. What app do you open first in the morning?
  15. What’s one thing on your bucket list?

FAQ

What are good questions to ask someone you just met?

Open questions that invite a story without demanding intimacy: “what could you talk about for an hour?”, “what’s the story behind your name?”. Avoid résumé questions (“what do you do?”) as openers — they get autopilot answers.

How do I keep a conversation going after the first question?

Follow the thread, not the list. If their answer mentions a trip, a person or a feeling, ask about that instead of jumping to the next question. One good follow-up (“what made that so memorable?”) beats three new topics.

Which list should I use for a date?

For a crush or early dating, use the questions to ask your crush list, then graduate to deep questions when it’s going well. Long-term couples get the most from our couple questions page.