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What do you like to learn about?

Inquisitives

Questions for skipping small talk. Start anywhere; go as deep as the other person lets you.

How to play

  1. Whoever draws the card answers first, then asks it back.
  2. Swipe sideways for another card at this level; swipe up to go deeper.
  3. Go as deep as the other person lets you, and no deeper.

Level 1

  1. What do you like to learn about?

  2. What's the last thing you got weirdly good at?

  3. Where do you go when you need to think?

  4. What did you want to be when you were ten?

  5. What's a small thing that reliably makes your day better?

  6. What are you a snob about?

  7. Who taught you something you still use?

  8. What do people get wrong about the place you grew up?

  9. What's the best meal you've had this year, and who was there?

  10. What are you reading, watching or listening to that you'd actually recommend?

  11. What do you do on a day with nothing in it?

  12. What do you spend money on that other people think is wasteful?

  13. What's a job you've had that changed how you treat strangers?

  14. What did you think adults knew that it turns out nobody knows?

  15. What's a phase you went through that you're glad ended?

  16. What have you owned far longer than you expected?

  17. When did a stranger last make you laugh?

  18. What piece of old technology do you miss despite it being worse?

  19. What did your first bad boss teach you?

  20. Who changed your taste in music?

  21. What smell instantly takes you back to being a kid?

  22. What job would you be terrible at but love doing?

  23. What is your most boring memory that you can't forget?

  24. What's the best money you've spent in the last year?

  25. What song do you play when nobody else is choosing?

  26. Which local place would you hate to see disappear?

  27. What was your worst summer job?

  28. What board game do you take way too seriously?

  29. Where did you go that felt like another planet?

  30. What do you eat when you are home alone?

  31. What are you looking forward to that nobody else cares about?

  32. Which small superstition do you still follow?

  33. What do you always notice first in someone's house?

  34. What's in your bag right now that would surprise me?

  35. What did you get in trouble for at school?

  36. Who's the funniest person you've met in real life?

  37. What are you bad at but keep doing anyway?

  38. What was the last Wikipedia page you read all the way through?

  39. How did you get your oldest scar?

  40. What do you know about the people who live next door?

  41. What's the strangest job anyone in your family has had?

  42. What expensive thing did you break by accident?

  43. Who taught you to drive, and how did that go?

  44. What was your first email address trying to say about you?

  45. Which local rumor did you grow up believing?

  46. What seemed luxurious when you were growing up that seems ordinary now?

  47. What is the oddest thing a neighbor has done?

  48. What have you rescued from someone else's rubbish?

  49. What have you eaten because refusing felt rude?

  50. What's the worst haircut you've ever had?

  51. What did you do for cash as a teenager?

  52. What travel mistake became a good story?

  53. What piece of clothing did you ruin almost immediately?

  54. What did travelling ruin for you?

  55. What are you an expert in that nobody ever asks you about?

  56. Which film did you see far too young?

  57. Which everyday word did you pronounce wrong for years?

  58. What do you hide when people come over?

  59. What happened on your most chaotic morning?

  60. How did you get your most recent bruise?

  61. What’s the most dramatic entrance you’ve made by accident?

  62. What's the best thing you've ever found on the street?

  63. Which minor celebrity encounter do you still tell people about?

  64. What is the strangest sentence you have overheard?

  65. What's the strangest thing you've eaten and gone back for?

  66. When did you last dress for the wrong occasion?

  67. Who got the best gift you ever gave?

  68. What have you eaten just to be polite?

  69. When did a shortcut take longer?

  70. What do you do in the first ten minutes after you get home?

  71. What do you talk about with a barber or a taxi driver?

  72. What did your family do on Sundays?

Level 2

  1. What did you believe for a long time that turned out to be wrong?

  2. What's an opinion you hold that most of your friends don't?

  3. When did you last change your mind about something that mattered?

  4. What did your parents get right?

  5. What's a compliment you got that you still think about?

  6. What's the most useful thing anyone has ever told you?

  7. What do you do that you suspect is unusual?

  8. What have you quit, and were you right to?

  9. What kind of person do you find hard to be around?

  10. What's a rule you live by that you've never said out loud?

  11. Which stranger has stuck in your head?

  12. What kind of tired are you these days?

  13. When did you realize an adult had no idea what they were doing?

  14. What do you miss about a time you would never go back to?

  15. Which smell takes you straight back somewhere?

  16. Where would you go back to, knowing it won't be the same?

  17. What do you do that you'd be embarrassed to have filmed?

  18. Who were you at sixteen?

  19. What's the best argument you've ever lost?

  20. Which of your habits came straight from someone else?

  21. What's the last thing that made you angry on someone else's behalf?

  22. What decision are you still defending years later?

  23. What do you think I'd be shocked to learn about you?

  24. Who would you most hate to disappoint?

  25. What about getting older are you least prepared for?

  26. What makes you laugh when you're alone?

  27. Which shop or building from your childhood is gone now?

  28. Which teacher do you still think about, good or bad?

  29. When did you last feel like a fraud?

  30. What food do you associate with being looked after?

  31. What did you lose that you still haven't replaced?

  32. What age do you feel in your head?

  33. Who do you call when you get good news?

  34. What do you judge other people for that you do yourself?

  35. What compliment do you get most, and do you believe it?

  36. What are you slightly too competitive about?

  37. What do you notice about people that other people miss?

  38. What's the worst advice you ever followed?

  39. What did you think was normal at home until you saw a friend's house?

  40. Whose posts do you always read but never like?

  41. What did your bedroom look like when you were fifteen?

  42. What can't you afford that you pretend not to want?

  43. What conversation have you overheard that you still think about?

  44. What would you be doing if you'd stayed where you grew up?

  45. What did you pretend to understand for far too long?

  46. What do you resent being good at?

  47. What have you faked being good at?

  48. What awful gift did you have to pretend to love?

  49. When did dumb luck save you?

  50. What will whoever empties your house find most confusing?

  51. When did you know a relationship was over before it ended?

  52. What do you do at three in the morning when sleep won't come?

  53. Who first treated you like an adult?

  54. What's the strangest thing you've been paid to do?

  55. What did you borrow from someone and never give back?

  56. When did you first notice money changing how people behaved?

  57. What's the pettiest reason you've gone off someone?

  58. Who taught you when not to be honest?

  59. How did your family talk about money when you were growing up?

  60. When has being polite got you into trouble?

  61. Who would you defend even knowing they were in the wrong?

  62. What did you do just for the money?

  63. Who made ambition look unattractive to you?

  64. What's the longest walk you've taken on purpose?

  65. When did someone's kindness embarrass you?

  66. What makes you difficult to live with?

  67. What would you relive even knowing how it ends?

  68. What did being broke teach you?

  69. Which rule do you enjoy breaking when nobody gets hurt?

  70. Who do you act differently around without meaning to?

  71. Who calls you a nickname nobody else uses?

  72. What made you feel grown up before you were?

Level 3

  1. What are you working on in yourself right now?

  2. What do you envy in other people?

  3. What have you been avoiding?

  4. When did you last cry, and what was it actually about?

  5. What's a fear you have that sounds silly when you say it?

  6. What do you wish you'd said to someone?

  7. Which part of your life would you not want your younger self to see?

  8. What do you need more of that you have trouble asking for?

  9. What would you do differently if nobody would judge you for it?

  10. What have you forgiven someone for that you're not sure you should have?

  11. What are you currently pretending not to know?

  12. What are you pretending to be fine about?

  13. What do you do when you're hurt that you're not proud of?

  14. What would have to change for you to feel like you'd done enough?

  15. What would you want to be doing on your last ordinary day?

  16. Has anyone ever loved you more than you loved them?

  17. Who did you stop speaking to, and do you regret it?

  18. When did you first understand that your parents were afraid of something?

  19. When you imagine being old, who's sitting next to you?

  20. When did you realise someone couldn't give you what you needed?

  21. What have you forgiven without ever getting an apology?

  22. When did you stop believing an adult would come and fix things?

  23. What do you blame your parents for that they will never know?

  24. What were you wrong about the first time you met someone here?

  25. What argument do you keep having with the same person?

  26. What did your family teach you about money that you're still undoing?

  27. When did you stay somewhere longer than you should have?

  28. When did you realize your parents were just people?

  29. Who did you trust that you shouldn't have?

  30. Who are you never going to forgive?

  31. When did you last break someone's heart?

  32. What apology are you still owed?

  33. When do you feel loneliest around other people?

  34. When did you learn not to trust your own judgment?

  35. What did success fail to fix for you?

  36. What are you scared might never happen for you?

  37. Which goodbye still feels unfinished?

  38. What do you argue about most often in your head?

  39. Who did you forgive but still don't trust?

  40. Who have you replaced?

  41. Who were you before the thing that changed you?

  42. Who in your family are you afraid of turning into?

  43. When did money make you do something you didn't respect?

  44. Who has the life you thought you were going to have?

  45. Why did you quit the thing you were best at?

  46. When did you choose not to know something you could have found out?

  47. Whose old insult still echoes in your head?

  48. Who took the blame for something you did?

  49. When did you realize you cared about status?

  50. What did you learn to keep quiet about at home?

  51. When did you let someone take the blame for you?

  52. When did you realize you were ashamed of someone you loved?

  53. Who paid the price for your ambition?

  54. Who saw you at your worst and stayed?

  55. Whose life do you check up on when yours feels thin?

  56. When did you realize you were not as talented as you thought?

  57. Whose bad luck made you feel better?

  58. If you died tomorrow, what mess would you leave behind?

  59. When did someone see straight through you?

  60. When have you enjoyed seeing someone fail?

  61. What's the closest you've come to dying?

  62. What do we pretend to agree on?

  63. What criticism about you turned out to be true?

  64. What would you want burned before anyone found it?

  65. How do you punish people when you are angry with them?

  66. Which friendship are you letting die without saying so?

  67. What have you done that you'd do again, knowing the damage it caused?

  68. When did money buy your silence?

  69. What did you give up for someone else that they never knew about?

  70. Who in your family do you love out of duty rather than warmth?

  71. Who do you let interrupt you?

  72. What are you losing your nerve for?

Level 4

  1. Is there a belief that's useful to hold and false?

  2. What do you think happens when we die, and does it change how you live?

  3. What would you want people to say about you when you're not in the room?

  4. What's the thing you've never told anyone, or the closest thing to it you can say?

  5. What do you think I've got wrong about you so far?

  6. What do you hope is true?

  7. If you had one phone call left, who would you call, and what would you say?

  8. What's the loneliest you've ever been?

  9. If you knew you had five years left, what would you stop doing tomorrow?

  10. What do you think you're for?

  11. What did you give up on that you've never told anyone about?

  12. Have you ever felt relief when you were supposed to feel sad?

  13. What do you need from me that you've never asked for?

  14. What would have to happen for you to feel your life was wasted?

  15. Who would be hardest to lose, and does that person know?

  16. What have you wanted to ask me but decided against?

  17. What question are you hoping I never ask you?

  18. Who did you fail when they needed you?

  19. What makes you crueler than you want to be?

  20. How long do you think we will know each other?

  21. Who have you failed, and do they know it?

  22. Is there someone you still love who doesn't know?

  23. What death changed you most?

  24. What's the worst thing you've done to someone who trusted you?

  25. When have you felt closest to me?

  26. What would make your life feel wasted?

  27. What would you trust me with that you would not trust most people with?

  28. What is the cruelest thing you have ever said to someone?

  29. How do you want to die?

  30. When do you feel most ashamed of who you are?

  31. Who do you want sitting next to you on your deathbed?

  32. When did you come closest to giving up entirely?

  33. What do you think is going to kill you?

  34. What would break us?

  35. When have I made you feel alone?

  36. What would make you walk away from me?

  37. When have you trusted me least?

  38. Where do you think I am lying to myself?

  39. Who do you wish had fought harder to keep you?

  40. What have I said that you're still carrying around?

  41. Who did you leave behind when your life got better?

  42. What did you learn to laugh about so nobody would pity you?

  43. Who could ruin you with what they know?

  44. Who did you drag down with you?

  45. When did you realize someone you loved was dangerous?

  46. When have you mistaken being wanted for being loved?

  47. What do you keep from the person closest to you?

  48. Whose forgiveness have you stopped trying to get?

  49. What damage did you cause that you can never fix?

  50. What have you survived that you almost never mention?

  51. When has being useful been easier than being close?

  52. Whose body have you sat beside after they died?

  53. Whose pain have you enjoyed?

  54. What has kept you alive without making you happy?

  55. What do I do that you just put up with?

  56. What do you think I am lying to myself about?

  57. What do you think I envy about you?

  58. Who took the most from you?

  59. What do you think I need but would hate being offered?

  60. What do you believe about love that you hope is false?

  61. When do you find yourself performing for me?

  62. Who do you hope dies before you do?

  63. If I outlive you, what do you want me to keep?

  64. What do we lie to each other about?

  65. What am I to you, said plainly?

  66. Whose pain have you made about yourself?

  67. What have you kept from me to spare me?

  68. Meeting me for the first time now, would you pick me?

  69. What would you want to hear before you die?

  70. When have you felt jealous of me?

  71. What memory do you try hardest to push away?

  72. What's my worst quality?