225 Interesting Questions to Ask Your Crush: Fun, Deep & Flirty

Setting the Stage: Easy Conversation Starters

Easy Starter Questions

1. Where did you grow up?

2. What’s something you’re looking forward to right now?

3. What’s the best compliment you’ve ever received?

4. In what ways do you think we’re similar?

5. Sweet or savory breakfast?

6. What’s your current hyperfixation meal?

7. Are you a morning person or a night owl?

8. What’s your favorite app on your phone?

9. Where do you stand on reality TV?

10. What’s something you’ve done that everyone should try at least once?

11. What’s your favorite meal to eat?

12. What’s your favorite meal to cook?

13. What’s your favorite restaurant?

14. Appetizers or dessert? (Or both?)

15. If you weren’t doing your current job/major, what would you be doing?

16. What’s your favorite place you’ve traveled to?

17. What are your next three dream travel destinations?

18. What would your name be if it wasn’t your current one?

19. How do you recharge: alone or around people?

20. Who’s your favorite author?

21. Movies or TV shows?

22. Any tattoos?

23. If you skipped responsibilities for a day, how would you spend it?

24. What’s something you like that people wouldn’t expect?

25. What’s the best new song you’ve discovered recently?

26. First album you ever bought?

27. What's the first movie you remember seeing in theaters?

28. How did you and your best friend meet?

29. When is your birthday?

30. What’s the worst date you’ve ever been on?

31. Do you think you’re like your zodiac sign?

32. Do you volunteer anywhere?

33. What are your four favorite movies?

34. Favorite piece of random trivia?

35. What’s your favorite way to indulge yourself?

36. What are you proud of right now?

37. Do you get bored easily?

38. Do you have any siblings?

39. Are you similar to your siblings?

40. Are you a planner or spontaneous?

41. What’s one thing you spend too much money on?

42. Your luckiest moment ever?

43. First artist you saw in concert?

44. What does your name mean?

45. Are you superstitious?

46. Are you competitive?

47. On vacations, are you the “R&R” type or the “full itinerary” type?

48. Have you had a supernatural experience?

49. What trend do you wish would die forever?

50. What trend absolutely deserves the hype?

51. What do you like about being single? What do you dislike?

52. Which celebrity would make you lose your cool in public?

53. Favorite movie to hate-watch?

54. What were you like as a kid?

55. What’s your go-to karaoke song?

Flirty Questions to Ask Your Crush

Flirty Questions

1. If you were in a relationship right now, who would your celebrity pass be?

2. What makes a perfect date for you?

3. What’s the most romantic thing someone has done for you?

4. What’s the hottest thing someone has done for you?

5. How would you define sex appeal?

6. Do you consider yourself a good kisser?

7. What’s a non-physical trait you find attractive?

8. What makes you swipe left instantly?

9. If we planned the cheesiest date ever, what would we do?

10. What’s your signature flirting move?

11. What’s the biggest hint you’ve ever dropped to someone you liked?

12. What’s your ideal late-night hangout?

13. If I saved your contact with emojis, what would they be?

14. What’s the most distracting thing about me?

15. What kind of fun trouble would you want to get into with me?

16. Do you think we’d make a cute couple?

17. What was your first impression of me?

18. Do you prefer someone else to make the first move?

19. Top three biggest turn-ons?

20. What do your friends know about me?

21. Want to hear the dream you were in last night?

22. What’s one feature of mine you like?

23. How does this outfit look on me?

24. Why do you think I love talking to you so much?

25. Are you interested in anyone right now?

26. Do I make you nervous?

27. Is it bad that I kind of want to kiss you right now?

28. What are you doing this weekend?

29. Have you tried (restaurant)? Want to?

30. What if I leaned in like this?

31. Do you think you could resist me if I really tried?

32. When am I seeing you next?

Deep Questions to Ask Your Crush

Deep Questions

1. Do you believe in monogamy?

2. What’s your favorite childhood memory?

3. Are you close with your parents?

4. Have you been in love before?

5. Who was your first love?

6. When was your first kiss?

7. When was your last relationship, and how did it end?

8. Have you ever been to therapy?

9. What’s the kindest thing someone’s done for you?

10. What’s the silliest fear you had as a kid?

11. What’s a secret talent you have?

12. If you had to eat only one color of food for a week, what color?

13. What reality competition would you dominate?

14. What weird object have you collected?

15. Which fictional world would you vacation in?

16. What TV show would you cameo in?

17. What’s your most useless skill flex?

18. What’s your most irrational pet peeve?

19. Have you named your car or bike before?

20. Which emoji represents you best?

21. What's the weirdest item currently in your bag?

22. Whose closet would you steal (fictional or real)?

23. Which childhood game would you crush today?

24. If you had a warning label, what would it say?

25. What song do you secretly know all the lyrics to?

26. If you could rename yourself, what would you pick?

27. What oddly specific smell do you love?

28. What music video would you cameo in?

29. Which fast-food mascot is the best?

30. Funniest “oops” social media moment?

31. What word do you overuse?

32. What’s your relationship style—slow, fast, or cautious?

33. Have you ever been cheated on?

34. What traits matter most in a partner?

35. What type of partner are you?

36. What do you like most about yourself?

37. What’s one thing you wish you could change?

38. Who in your family are you closest to?

39. Whose relationship do you admire?

40. What’s the worst part of dating today?

Interesting Questions to Ask Your Crush

Interesting Questions

1. What skill do you admire in others but never learned?

2. What historical figure would you spend a day with?

3. Most underrated thing about your hometown?

4. If you could design your dream class, what would it be?

5. What’s the most surprising thing you’ve learned about yourself recently?

6. What tradition would you want to pass on?

7. What moment in history would you witness?

8. What movie or book changed your perspective?

9. Whose perspective would you borrow for 24 hours?

10. Does technology do more harm or good?

11. What small decision changed your life?

12. What mystery do you wish you could know the truth about?

13. Would your younger self recognize who you are now?

14. What place have you never been but feel drawn to?

15. Which friend would you trade talents with?

16. What small business would you start?

17. How big of a role does timing play in love?

18. What movie would you rewrite the ending of?

19. What should be taught in school but isn’t?

20. Can travel change people?

21. Whose job would you try for a week?

22. What everyday decision says a lot about someone?

23. Do first impressions last?

24. Most inspiring place you’ve visited?

25. Passion or stability—what matters more?

26. Experience you think everyone should try once?

27. What’s the most meaningful gift you’ve ever received?

28. Most interesting tradition you’ve participated in?

29. Most stunning piece of art you’ve seen in person?

30. What's the most unusual way you made a friend?

31. Nature or nurture?

Good Questions to Ask Your Crush Over Text

Text-Friendly Questions

1. What show are you binge-watching?

2. If we had an unlimited budget for our next hangout, what would we do?

3. What movie should I watch tonight?

4. What song matches your mood right now?

5. If I dared you for a selfie, would it be cute or chaotic?

6. What made you smile today?

7. Most underrated food place near you?

8. Do you like voice notes?

9. What movie would we watch for a movie night?

10. What song reminds you of me?

11. Any fun weekend plans?

12. What’s the best thing you’ve eaten recently?

13. What are you looking forward to this week?

14. What’s your vibe tonight—chill or busy?

15. What would we be doing if we were hanging out right now?

16. On a road trip, who controls the playlist—you or me?

17. Are you the first-move type or the wait-and-see type?

18. What’s a date idea you’ve always wanted to try?

19. What's the boldest way someone asked you out?

20. If I said, “Guess what I’m thinking,” what’s your guess?

21. If I texted “come hang out,” would you?

Random Questions to Ask Your Crush

Random Questions

1. Which cartoon character would you swap lives with?

2. If your life had a theme song, what would it be?

3. Do you believe in aliens?

4. Most random fact you know?

5. Which cereal mascot would be the best roommate?

6. Which one would be the worst?

7. What's the weirdest superstition you believe in?

8. Favorite childhood snack?

9. If you had a boat, what would its name be?

⭐ AUTHORITATIVE SOURCES

• Psychology Today – communication science
https://www.psychologytoday.com

• Gottman Institute – relationship research
https://www.gottman.com

⭐ FINAL