22. What’s the worst date you’ve ever been on?
23. Do you volunteer anywhere?
24. What would you consider the No. 1 best movie of all time?
25. What’s your favourite piece of random trivia?
26. What’s your favourite way to indulge?
27. When was your first kiss? Who with?
28. What are you proud of right now?
29. Are you someone who gets bored, or not really?
30. Do you have any siblings?
31. Are you someone who likes to plan ahead or be spontaneous?
32. What’s one thing you think you spend way too much money on?
33. What was your luckiest moment in life?
34. What was the first musical artist or group you saw in concert?
35. What does your name mean, and why did your parents give it to you?
36. Would you say you’re a superstitious person?
37. Are you competitive?
38. On vacation, are you the hardcore R&R type or the person who has a full itinerary for every day?
39. Have you ever had a supernatural experience?
40. What’s something you wish would go out of style forever?
41. What’s something popular that you think is 100% deserving of its hype?
42. Are there things you like about being single? Things you don’t like?
43. Who’s a famous person you would definitely lose your cool around if you saw them on the street?
44. What’s your favourite movie to hate-watch?
45. What were you like as a kid?
46. What’s your go-to karaoke song?
47. What’s something you consider a guilty pleasure?
Deep questions to ask your crush
1. Do you believe in monogamy?
2. Have you been in love before? Who was your first love?
3. When was your last relationship, and how did it end?
4. Have you ever been to therapy?
5. What’s the kindest thing someone’s ever done for you?
6. Do you believe in soulmates?
7. Have you ever had your heart broken?
8. Have you ever broken someone else’s heart?
9. What’s your love language?
10. Do you have any phobias?
11. What’s your biggest fear?
12. Is the approval of others important to you?
13. When’s the last time you felt inspired to create something? What’d you create?
14. How do you like to be comforted when you’re sad or upset?
15. Who in life do you look up to most?
16. What’s something you’d like to learn more about?
17. Do people trust you to keep secrets?
18. How did your parents meet?
19. How would you describe your approach to conflict resolution style?
20. Do you think it matters more what we achieve or who we surround ourselves with?
21. What are your coping tools for dealing with stress or anxiety?
22. What would you consider your proudest accomplishment to be?
23. What do you think happens when we die?
24. What do you think you’ll be like in old age?
25. What’s something you’re unwilling to compromise on?
26. Have you ever been cheated on?
27. What traits do you think are most important to find in a partner?
28. What do you like most about yourself?
