Deep Questions/Hard to Answer
1. What’s the meanest/nicest thing a stranger has ever said to you?
2. What are you most ashamed of?
3. What’s your biggest regret?
4. What’s the biggest lie you’ve ever told? To who? Why did you lie and why didn’t you just tell the truth?
5. What’s the worst thing you’ve ever done?
6. Are you in love right now? With who? Why?
7. What’s the worst decision you’ve made in the past year?
8. What is something you’ve alwats wanted to get off your chest?
9. If your child self and your current self met would your child self be proud of who you are and where you are today?
10. When did you realize you’re not like everyone else?
11. At what moment in your life have you felt most alive?
12. What’s your favorite and least favorite thing about yourself?
13. If you could change anything about yourself what would you change? Why?
14. What’s the kindest thing you’ve done for someone? What’s the kindest thing someone has done for you?
15. What’s your favorite memory?
16. What do you think your purpose is? Why do you think YOU are here?
17. What’s a moment in your life that you’ve witnessed that moved you?
18. What’s your biggest fear?
19. What is the scariest thing that has ever happened to you?
20. What’s the worst memory you have?
21. What’s your biggest insecurity?
22. If you could change one negative in the world what would you change?
23. If you could have one last meal with someone who would it be? Why?
24. If tomorrow was your last day how would you want to spend it? What would you do?
25. What’s your darkest/biggest secret?
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