100 Questions to Ask Your Crush When You're Ready to Open Up

Alongside silly questions, having a list of deep questions to ask your crush is just as important. Why? Because their answers to these questions may reveal more about them than what's on the surface.

1. What do you miss about your childhood?
2. What's your favorite thing about yourself?
3. What's your biggest regret in life?
4. What makes you the happiest?
5. What would you tell your 15-year-old self?
6. What makes you mad about society?
7. How is your relationship with your parents?
8. Are you religious?
9. How do you feel about therapy?
10. What's the worst part of dating today?