1. Have you ever done something you regretted?
2. Where do you see yourself in five years?
3. What is your happiest memory?
4. When was the last time you shed a tear?
5. What is a tradition you did as a child that you want to do with your kids someday?
6. What are some things in life that you had to learn the hard way?
7. Do you have any dreams from childhood that you can vividly recall?
8. What were your childhood aspirations, and how have they changed?
9. How do you picture your life when you’re 60?
10. What is your most terrible memory?
11. How have you changed the most since you were younger?
12. In what areas do you want to change the most?
13. When was the first time you were in love?
14. When was the first time you said I love you?
15. Is there any book that changed your life?
16. What is your biggest insecurity?
17. Is there anything you’re ashamed of?
18. Is there anything you wouldn’t want your family to know?
19. If you could change anything about the past, what would it be?
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