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Questions to Ask Your Crush | Free Conversation Cards Online

The trick with a crush is asking something they want to answer without announcing the whole thing on card one. These climb slowly, by level three, they'll know, and so will you.

Play these cards → 250 questions · 3 levels · free, no sign-up
Dating

What's the best part of your day usually?

Casual · 01
Dating

What do you notice first about someone?

Flirting · 01
Dating

Have you thought about me when I wasn't around?

Saying It · 01

Talking to a crush is hard because every sentence feels like it's being graded. You want to seem interested but not too interested, curious but not nosy. These questions help with that. The early ones are casual enough to send without overthinking, and they still show you're paying attention instead of just saying hey again.

This deck is for the person you keep finding reasons to talk to, whether that's a classmate, someone at work, or a match you've been messaging for a week. The questions get a little more personal as you go, so by the last level you'll have a pretty good sense of whether the feeling is mutual without having to say it outright.

Casual · 84 questions

Easy openers. Safe for anyone.

  1. What's the best part of your day usually?
  2. What are you avoiding doing right now?
  3. What's something you'd do every weekend if you could?
  4. What's your most-used app that isn't messages?
  5. What's the last thing you saved to send to someone?
  6. What would you do with a totally free evening?
  7. What's a song you'd put on if you wanted to feel good?
  8. What are you into that most people aren't?
  9. What's the best place you've been recently?
  10. What keeps you scrolling when you should be asleep?
  11. What's a skill of yours nobody would guess?
  12. What's your ideal way to spend a Sunday?
  13. Is your life where teenage you expected it to be?
  14. What's the last thing that made you laugh properly?
  15. What's a place you'd take someone to show them who you are?
  16. What are you looking forward to this month?
  17. What's your worst habit?
  18. What's a film you'd make someone watch?
  19. What's something you'd like to try but haven't?
  20. What are you like when you're really happy?
  21. Which emoji do you use way too much?
  22. How would you spend a random snow day off?
  23. If you could only eat one cuisine forever, which one?
  24. Do you have a go-to coffee order I should memorize?
  25. Name the most underrated snack.
  26. Which song is stuck in your head right now?
  27. How many alarms do you set in the morning?
  28. Is there a show you'd rewatch from the very beginning?
  29. Which superpower would make your week easier?
  30. Would you rather go to a concert or a comedy show?
  31. Pick a city you'd visit on a whim this weekend.
  32. How good are you at mini golf, really?
  33. Which of your friends is the funniest?
  34. Do you like surprises or do they stress you out?
  35. Name a movie you've seen way too many times.
  36. If you had a theme song, what would it be?
  37. Which ice cream flavor says the most about you?
  38. How do you feel about pineapple on pizza?
  39. Is there a hobby you've always wanted to try?
  40. Which childhood game would you still play?
  41. Would you rather have a picnic or a rooftop dinner?
  42. Name something you're weirdly good at.
  43. How do you usually spend your Friday nights?
  44. Which animal would you want as a sidekick?
  45. Do you sing in the shower?
  46. If you could time travel for one day, where would you go?
  47. Which app would you save if you could only keep one?
  48. How would your best friend describe you in a text?
  49. Is there a place in town you think is underrated?
  50. Name the best thing you've eaten this week.
  51. Which holiday do you love the most?
  52. Would you rather go to an arcade or a bowling alley?
  53. How spicy can you handle?
  54. Which season fits your personality?
  55. Do you have a hidden talent you'd show me?
  56. Pick a board game you'd crush me at.
  57. Which celebrity do people say you look like?
  58. How early do you start holiday shopping?
  59. Is there a trend you secretly love?
  60. Name a fear that's totally irrational.
  61. Which fictional character would you date?
  62. Would you rather sleep under the stars or in a treehouse?
  63. How do you take your fries: curly, waffle, or straight?
  64. Which class or job taught you something useless but fun?
  65. Do you plan things or go with the flow?
  66. If you were a candy, which one would you be?
  67. Which road trip snack is non-negotiable?
  68. How would you describe your dance moves?
  69. Is there a song you'd play to cheer someone up?
  70. Name the funniest thing that happened to you this year.
  71. Which pet name would you give a goldfish?
  72. Would you rather win a lifetime supply of pizza or coffee?
  73. How do you pick what to watch on a lazy night?
  74. Which famous landmark would you want to see with a friend?
  75. Do you prefer texting or voice notes?
  76. If you could have any job for a week, what would it be?
  77. Which dessert would you share, and which would you hide?
  78. How competitive are you at video games?
  79. Is there a place you go when you want to be alone?
  80. Name the best gift you ever gave someone.
  81. Which weather is perfect for a walk?
  82. Would you rather have a movie night in or a night out?
  83. How do you spend the first warm day of spring?
  84. Which of your habits would surprise me?

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Flirting · 83 questions

Personal, but not heavy.

  1. What do you notice first about someone?
  2. What's the fastest way to get your attention?
  3. What do you find attractive that isn't about looks?
  4. When did you last properly fancy someone?
  5. What's the best thing anyone's ever said to you?
  6. What would someone have to do to make you nervous?
  7. What's your idea of a perfect first date?
  8. How do you act when you like someone?
  9. What's something you'd want a person to know about you early?
  10. What's the most romantic thing you'd actually enjoy?
  11. What makes you feel wanted?
  12. What's a compliment you've been given that stuck?
  13. How do you know when you're into someone?
  14. What's the last thing that gave you butterflies?
  15. What would you want a first kiss to be like?
  16. What do you find impossible to resist?
  17. What's the boldest thing you've done for someone you liked?
  18. What are you like when you're nervous around someone?
  19. What would make you cancel other plans?
  20. What's something you'd never admit on a first date?
  21. Which kind of text makes you smile the most?
  22. How long does it take you to trust someone new?
  23. Is there a love song you secretly relate to?
  24. Name a quality that instantly makes someone more attractive.
  25. Which date idea have you always wanted to try?
  26. Do you get shy around people you like?
  27. Describe your flirting style in a few words.
  28. Which is better: slow burn or love at first sight?
  29. Where would you want to go on a spontaneous date?
  30. Is there a rom-com you'd watch with someone you like?
  31. How do you feel about holding hands in public?
  32. Which small gesture would win you over?
  33. Name the most romantic place you've ever been.
  34. Do you believe in soulmates?
  35. How would you want someone to ask you out?
  36. Which of your habits would someone have to get used to?
  37. Where do you feel most attractive?
  38. Is there a first date disaster you still laugh about?
  39. How important is humor in the people you like?
  40. Which song would you put on a playlist for someone special?
  41. Name something that makes you feel butterflies instantly.
  42. Do you like it when someone takes the lead?
  43. How do you know if someone is flirting with you?
  44. Which love language speaks to you most?
  45. Where would your dream date end?
  46. Is there something you find cute that others think is weird?
  47. How quickly do you catch feelings?
  48. Which compliment would make you blush?
  49. Name the kind of person you usually fall for.
  50. Do you text first, or wait?
  51. How would you want a surprise from someone you like to look?
  52. Which of your friends would give me the toughest interview?
  53. Where do you picture yourself on a perfect weekend with someone?
  54. Is there a movie couple you'd want to be like?
  55. How do you feel about slow dancing?
  56. Which question do you wish someone would ask you?
  57. Name something that would make you feel special.
  58. Do you believe in second chances in love?
  59. After a great date, what are you like the next day?
  60. Which small detail do you notice about people you like?
  61. Where would you want your first kiss to happen?
  62. Is there a type you've been trying to break?
  63. How honest are you about your feelings early on?
  64. Which moment made you realize you had a crush on someone?
  65. Name a romantic gesture you'd actually do.
  66. Do you prefer cozy dates or adventurous ones?
  67. How do you feel when someone remembers little things about you?
  68. Which trait of yours do you hope someone falls for first?
  69. Where do you get most nervous around someone you like?
  70. Is there something you'd want to do on a date that you've never done?
  71. How much do you read into texts?
  72. Which kind of hug is the best kind?
  73. Name what you find sweet but would never admit.
  74. Do you like being chased, or doing the chasing?
  75. How do you show someone you're interested without saying it?
  76. Which of your friends knows about your crushes first?
  77. Where would you take someone on a rainy day date?
  78. Any pickup line you'd never fall for?
  79. How long would you wait for someone you really liked?
  80. Which do you prefer: a handwritten note or a playlist?
  81. Name a sign that tells you someone likes you back.
  82. Opposite or mirror: which kind of person pulls you in?
  83. How fast do you tell your friends about someone new?

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Saying It · 83 questions

The ones that stay with you.

  1. Have you thought about me when I wasn't around?
  2. What have you been wanting to say and haven't?
  3. What would you do if I said I liked you?
  4. What's stopping you?
  5. How long have you known?
  6. What do you want this to be?
  7. What are you afraid would happen if you were honest with me?
  8. What do you feel when you see my name come up?
  9. What would you regret not saying?
  10. Is this just me?
  11. What would you want, if there were no risk in wanting it?
  12. What's the version of this that scares you?
  13. What have you already imagined about us?
  14. What would it take for you to say it first?
  15. What do you need to hear from me?
  16. If I asked you out right now, what would you say?
  17. What's the truest thing you could tell me tonight?
  18. What are we doing?
  19. What do you want to happen next?
  20. Say the thing you've been holding back.
  21. Which moment between us do you replay the most?
  22. How long have you been wondering about this?
  23. Is there something you almost said to me but didn't?
  24. Name the first thing you noticed about me.
  25. Which text from me made you smile the widest?
  26. Do you get nervous before you see me?
  27. How would you feel if I held your hand right now?
  28. Which of my quirks do you secretly like?
  29. Where do you picture us going on a first date?
  30. Is there a moment you thought I might like you back?
  31. How would you tell your friends about us?
  32. Which song reminds you of me?
  33. Name the moment you realized you liked me.
  34. Do you think about what it would be like to kiss me?
  35. Walk me through the way you'd want this to start.
  36. Which of my habits makes you smile?
  37. Where would you want our first real date to be?
  38. Is there something you want me to know about you before this goes further?
  39. How honest can we be with each other right now?
  40. Which part of me do you think you'd fall for?
  41. Name a thing I did that made you nervous.
  42. Do you want me to make the first move?
  43. What went through your head the last time you caught me looking at you?
  44. Which of our conversations felt different from the rest?
  45. Where do you see this going if we give it a chance?
  46. Is there a reason you've been holding back?
  47. How do you feel when we're alone together?
  48. Which moment would you relive if you could?
  49. Name what you'd want our first kiss to feel like.
  50. Do you think we'd be good together?
  51. How would you want me to show you I'm serious?
  52. Which of your fears about this is the biggest?
  53. Where did you think this would go when we met?
  54. Is there anything that would make you say yes right now?
  55. Could you picture me meeting your friends as more than a friend?
  56. Which part of this feels scary to you?
  57. Name one thing you want to do together soon.
  58. Do you trust me with how you feel?
  59. How do you want me to look at you?
  60. Which feeling do you get when I text you late at night?
  61. Where would you want to be when we finally say it?
  62. Is there something you're afraid I'll find out?
  63. How much have you been hiding from me?
  64. Which version of us are you hoping for?
  65. Name the risk you'd take for us.
  66. Do you want to know how I feel about you?
  67. How would you feel if we stayed just friends?
  68. Which moment made you blush the most?
  69. Where do you want this to be a month from now?
  70. Is there a part of you that's scared to be hurt again?
  71. Should I say it out loud, or have you already guessed?
  72. Which memory of us would you save forever?
  73. Name the moment you'd want to kiss me.
  74. Do you think I feel the same?
  75. How long would you wait for me?
  76. Which of your friends already knows about me?
  77. Want to sit a little closer?
  78. Anything still standing in our way?
  79. What would our first date say about us?
  80. Which of your walls should I know about?
  81. Name what you want from me, honestly.
  82. Should we find out together?
  83. How would tonight end if we were brave?

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How to use these questions

Frequently asked questions

What are good questions to ask your crush?

Start with easy, fun ones: their favorite late-night snack, the last song they had stuck in their head, or a place they'd go tomorrow if they could. Those are low risk and show personality. Later, ask what they look for in a person or what their ideal day looks like. The goal is keeping them talking and giving you reasons to reply.

How do you start a conversation with your crush?

Mention something you share, like a class, a show, or something funny that just happened, then follow with a light question. Keep it short. A simple, specific opener beats a clever one you rehearsed. If they answer with energy and ask something back, you're in good shape. If not, don't take it personally; try again another day.

How do you know if your crush likes you back?

Watch what they do more than what they say. Do they reply quickly, ask you questions, remember small details, or find reasons to keep talking? Those are good signs. Questions from the later levels of this deck, like what they're looking for, also give you clues without putting either of you on the spot.

What should I not text my crush?

Skip anything that forces them to define things before they're ready, like asking if they like you in the first week. Avoid long paragraphs, double texting when they haven't replied, and questions about their exes. Keep it playful and easy to answer. The less effort a reply takes, the more likely you'll get one.

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