1. Has he ever asked you out on a formal date?
2. How intimate have the two of you got?
3. Has he ever flirted with anyone else in your presence?
4. When you are together, how would you describe the way he interacts with you?
5. Has he ever made any off-handed comments about possibly dating you?
6. How does he behave when you're around other potential romantic interests?
7. How often does he turn down invitations to hang out with you?
8. How much effort does he put in when trying to impress you?
9. How long does he go without contacting you?
10. How often does he compliment you?
11. What are the conversations like between the two of you?
12. How does he react when you talk about your future plans?
13. Does he introduce you to his friends and family?
14. How does he respond when you express your feelings for him?
15. Does he make an effort to remember important dates or events in your life?