206 Questions to Ask Your Crush to Learn Who They Really Are

Asking the right questions will let you know just how compatible the two of you really are.

We all fantasize about people we're crushing on, but building up an image around someone without really getting to know them can cause serious problems down the line. Below, we've put together an extensive list of questions to ask your crush. We've also segmented things into different categories so that you can be more discriminating about what kinds of questions you ask and when. At best, these prompts will help uncover even more amazing truths about a potential partner. At worst, they'll help you determine just how compatible the two of you really are—before those fantasies become feelings.

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Questions to Ask Your Crush Over Text

person texting questions to ask a crush
Shutterstock / Tero Vesalainen
  1. Who was your first celebrity crush?
  2. What's your favorite movie?
  3. Are you a morning or night person?
  4. Do you consider yourself relatively tech-savvy?
  5. What do you spend way too much money on?
  6. What's your most impressive skill?
  7. When are we hanging out next?
  8. What's one song that you know word-for-word?
  9. What's your biggest guilty pleasure?
  10. What are your three biggest pet peeves?
  11. Can you describe your dream job?
  12. Do you play any instruments?
  13. How many pairs of shoes do you own?
  14. Are you a cat person or a dog person?
  15. What's your favorite restaurant?
  16. Do you live by yourself?
  17. What's the best meal you've ever eaten?
  18. Do you usually sleep soundly through the night?
  19. What's one movie you can watch over and over again and not get sick of?
  20. What's your favorite form of exercise?
  21. Where did you go to school?
  22. Do you get stage fright?
  23. Would you rather be rich or famous?
  24. What are some of your favorite vices?
  25. Do you prefer small towns or cities?
  26. What's your favorite color?
  27. What do you think your next big purchase will be?
  28. Do you like huge parties or do you prefer to spend time in smaller groups?
  29. Are you close with your extended family?
  30. What's your favorite TV show?
  31. Do you have any repeating dreams?
  32. What's your favorite cocktail?
  33. What's your favorite childhood memory?
  34. If you could only bring three things to a deserted island, what would you pack?
  35. What's the next thing on your bucket list?
  36. What did you study in college?
  37. What's your favorite possession?
  38. Would you rather stay in a beach house or at a cottage in the woods?
  39. Do you watch reality television?
  40. Do you have any allergies?
  41. What shows are you currently watching?
  42. Do you freak out about bugs?
  43. What are you looking for in your next relationship?
  44. Have you ever broken any bones?
  45. What's your favorite season?

READ THIS NEXT: 236 Important Questions to Ask Your Girlfriend Before Getting Serious

Deep Questions to Ask Your Crush

woman holding man's hand from across a table - deep questions to ask your crush
Shutterstock / View Apart
  1. Why did your last relationship come to an end?
  2. Have you ever broken someone's heart?
  3. What's something your younger self would not believe about your life today?
  4. Are you interested in pursuing a serious relationship?
  5. Why did your last relationship end?
  6. What do you think your life's purpose is?
  7. What's your biggest fear?
  8. Have you ever cheated on a partner?
  9. What part of your past would you like to relive?
  10. What part of your past would you like to rewrite?
  11. How do you usually handle conflict?
  12. Who in this world knows you the best?
  13. What's your biggest regret?
  14. Did you have a happy childhood?
  15. Do you think maintaining strong friendships is just as important as finding a romantic connection?
  16. Do other people consider you shy or outspoken?
  17. Do you have a short fuse?
  18. If you could live anywhere in the world, where would you choose to live?
  19. How important are appearances to you?
  20. What are you scared of not accomplishing?
  21. What sort of things do you most enjoy doing alone?
  22. What's more important, physical attraction or meaningful conversations?
  23. Do you have any personal milestones?
  24. What do you think the biggest lesson you've ever learned was?
  25. Did your parents meet your ex?
  26. Do you spend a lot of money on clothes?
  27. If you could pass just one quality into your children, what would it be?
  28. Do you want to have children one day?
  29. What's a secret you've never told anyone?
  30. Do you think you're living life to the fullest?
  31. What's one memory you wish you could erase forever?
  32. Would you rather be incredibly intelligent or incredibly happy?
  33. What expectations do you have for a partner?
  34. Are you close to your parents?
  35. Do you have any savings?
  36. Do you think individuals of the opposite sex can really be just friends?
  37. Do people find it easy to trust you?
  38. What's the most frustrating part about modern dating?
  39. How do you define cheating?
  40. Do you get jealous easily?
  41. How many days a week would you like to spend with a new partner?
  42. What are your thoughts on sex before monogamy?
  43. Would you expect your partner to take an active interest in something you're passionate about?
  44. Did you vote in the last election?
  45. If you won a billion dollars would you still choose to work?
  46. Are you still close with your childhood friends?

READ THIS NEXT: 241 Clever Questions to Ask a Guy On the First Date

Funny Questions to Ask Your Crush

man and woman eating ice cream cones
Shutterstock / Joshua Resnick
  1. What's your go-to karaoke song?
  2. What's the most embarrassing moment you can remember?
  3. What's the worst lie you've ever told?
  4. Can you describe the worst date you've ever been on?
  5. Who is the last person you would want to run into on the street?
  6. Do you snore?
  7. If you had to be a Disney character, who would you choose?
  8. What's your favorite type of cheese?
  9. Can you do any good impressions?
  10. What's the most useless invention of all time?
  11. What's the most annoying animal out there?
  12. What do you think people will be nostalgic for in 40 years?
  13. When was the last time you had "an accident" in public?
  14. How do you play it off after you trip over something?
  15. How do you feel about body hair?
  16. If you had to change your name, what name would you choose?
  17. What's the creepiest thing you could say to a stranger when passing them on the street?
  18. Who's your favorite comedian?
  19. What's your worst habit?
  20. If someone based a movie on your life, what genre would it be and who would play you?
  21. How long do you think you'd last in a zombie apocalypse?
  22. What's your least favorite smell?
  23. If you had to compete on a cooking show, what dish would you make during the audition?
  24. What sport would be a lot more entertaining to watch if the players were drunk?
  25. Would you rather have no nose or no arms?
  26. How do you feel about pineapple on pizza?
  27. What actually came first—the chicken or the egg?
  28. What could work as an alternative name for peanut butter?
  29. Is cereal a type of soup?
  30. What famous people do you follow on social media?
  31. Would you rather have x-ray vision or the power of invisibility?
  32. What's the most embarrassing thing you've ever worn?
  33. How many chickens do you think it would take to kill an elephant?
  34. Do you know any good jokes you know by heart?
  35. Have you ever visited a psychic?
  36. What's the best excuse you've ever come up with to get out of work?
  37. What's the weirdest thing you've ever seen in someone else's home?
  38. What's the most imaginative insult you can think of?
  39. If you had to become an influencer, what would be your niche?
  40. Do you think you have a celebrity lookalike?
  41. What do you think would make a better pet, a hamster or a rabbit?
  42. What's something you're terrible at?
  43. What used to be trashy but is now classy?
  44. What was something you splurged on that you now regret?

READ THIS NEXT: 271 Essential Questions to Ask Your Boyfriend Before Getting Serious

Flirty Questions to Ask Your Crush

man flirting and making conversation with woman at a cafe
Shutterstock / LDprod
  1. Can you describe your dream date night?
  2. What was your first impression of me?
  3. Do you want to be more than just friends?
  4. What's your love language?
  5. What's your zodiac sign?
  6. What do you do on a typical Saturday?
  7. What do you find attractive about me?
  8. Are you a good kisser?
  9. Do you prefer the lights on or off?
  10. How do you feel about dirty talk?
  11. Do you have a favorite word?
  12. Do you ever get tongue-tied?
  13. Do you prefer cuddling or kissing?
  14. How would you react if I kissed you the next time I saw you?
  15. What's the craziest thing you've ever done on a first date?
  16. Can you tell me the best joke you know?
  17. Do you have any sexual kinks?
  18. Would you ever go to a nude beach?
  19. Where did you learn to be so funny?
  20. What are some of your biggest turn-ons?
  21. What's your favorite thing about me?
  22. What's the most embarrassing thing that's ever happened to you on a first date?
  23. Do you think you're ready for your next relationship?
  24. What's the best hobby a partner could have?
  25. What do you think of my outfit?
  26. Do you think only guys should make the first move?
  27. If I wanted to cook a meal for you, what should I prepare?
  28. Have you ever had a dream about me?
  29. Do you like cuddling?
  30. What part of the body are you most attracted to?
  31. How often do you work out?
  32. Have you thought about me yet today?
  33. Where's the strangest place you've ever had sex?
  34. Have you ever been skinny dipping?
  35. Do you have any tattoos? If so, can I see?
  36. What'd you think when we first met?

READ THIS NEXT: 228 Questions You Definitely Want to Ask a Girl On a First Date

Sweet Questions to Ask Your Crush

couple smiling and embracing
Shutterstock / SeventyFour
  1. How old were you when you had your first kiss?
  2. What's the most romantic thing you've ever done for someone else?
  3. What's the best compliment someone has ever given you?
  4. Do you believe in love at first sight?
  5. What's the best gift you've ever been given?
  6. In your opinion, what would be the perfect date?
  7. Who is your favorite person in the world?
  8. How long have you known your best friend?
  9. What's the biggest surprise you've ever received?
  10. What helps calm you down when you're feeling stressed?
  11. Do you still have any of the stuffed animals you played with as a kid?
  12. What's something you're looking forward to?
  13. How was your day?
  14. Have you ever been in love?
  15. Is there anyone that looks up to you as a role model?
  16. What impact do you hope to make on those around you?
  17. What's your favorite cocktail?
  18. If you had to sum up your life's philosophy in one sentence, what would it be?
  19. What accomplishment are you most proud of?
  20. What are you looking for in a potential partner?
  21. What's your favorite thing about being in a relationship?
  22. What excites you most about the future?
  23. When is your birthday?
  24. If a genie granted you three wishes, what would you ask for?
  25. How long do you think people should date before committing to a relationship?
  26. Would you rather plan a special date or have someone plan one for you?
  27. What makes you nervous?
  28. How direct would you want someone who had feelings for you to be?
  29. How would your mother describe you to others?
  30. How do you define love?
  31. What's one major milestone you hope to experience in the future?
  32. What inspires you to be a better person?
  33. Are you an only child or do you have siblings?
  34. What was your nickname growing up?
  35. What's your favorite quote from a TV show or movie?
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