1. What embarrasses you the most?
2. What’s your love language?
3. How do you like to be comforted when you’re sad or upset?
4. What’s your all-time favorite memory?
5. Where do you hope to be five years from now? Ten? Fifteen?
6. When have you felt the most challenged?
7. Have you ever been bullied?
8. Which celeb would you want as your other BFF and why?
9. Out of all your family members, who are you closest to?
10. What do you do when no one else is around?
11. What’s one thing most people don’t know about you?
12. What do you think happens when we die?
13. Do you want to have kids one day? How many?
14. What’s the worst you’ve ever been physically hurt?
15. What’s your earliest childhood memory?
16. When you can’t sleep, what keeps you up at night?
17. What’s the last lie you told?
18. What’s the best compliment you’ve ever received?
19. What do you consider the ultimate comfort food?
20. What do you consider your best physical feature?
21. What are the top three things that stress you out?
22. What are the top three ways you deal with stress?
23. If you could only have three things on your life bucket list, what would they be?
24. If you choose to get married one day, what would your dream proposal scenario be?
25. What’s the most loved you’ve ever felt?
26. If you could create a theme park based on your personality, what would it look like?
27. When’s the last time you felt inspired to create something?
28. Have you ever experienced a “friendship breakup”? What did it teach you?
29. Who was your first friend?
30. Would you ever consider being in a long-distance relationship?
31. What do you think the best way to resolve conflict is?
32. How did your parents meet?
33. Do you feel that you have a healthy relationship with social media?
34. Do you have a favorite teacher?
35. What are your favorite childrens’ names?
36. Is there a time when I made you feel particularly well supported?
37. How can I be a better friend to you?
38. What does friendship mean to you?
Deep question to ask friends
1. What do you feel the most proud of?
2. Is there anyone you wish you could reconnect with?
3. What stresses you out the most?
4. When do you feel the most alone?
5. Have you ever been in love?
6. Do you believe in love at first sight?
7. What’s the biggest lesson your last relationship taught you?
8. What’s one thing you would change about yourself?
9. If you could apologize to someone who would it be?
10. What was the last time you did something spontaneous?
11. What thing keeps you going on hard days?
12. Who do you feel the safest around?
13. What’s your favorite childhood memory?
14. What’s the biggest leap of faith you’ve taken?
15. Who do you look up to the most, and what qualities do you love about that person?
