what to ask your date

Inspired by this funny post, 25 Things You Wish You Could Ask Someone On A First Date, here are some (more serious) good questions for budding relationships that I found in a book about dating:

1. What kind of relationship do you have with your most recent ex? How about other exes?
2. What made your past relationships go south? Who ended things? What happened?
3. What would your past partners say their biggest complaints about you are? Do you agree or disagree?
4. Would past partners say you are emotionally open?
5. Do you think partners should be honest about everything in a relationship or do you think some things should be kept private?
6. What have you learned from your past relationships and what do you do differently now?
7. How would you like to change in the next 5 years -- what parts of yourself do you want to dwindle and what parts would you like to grow?
8. Do you feel you are more the caretaker in your relationships or the one who's taken care of?
9. What have you learned about yourself emotionally in the past ten years? How has it changed you?
10. What are your weaknesses? Do you have any vices? Do you drink? Smoke? Have an addiction of
    any kind?
11. Do you feel comfortable expressing your feelings?
12. What feelings are difficult for you to talk about? What is easy? Has this changed over time?
13. When you do open up, how do you feel afterwards?
14. What kinds of things do you think are inherently wrong, and what wouldn't bother you?
15. Are you usually on time or late?
16. What areas of your life are you the most irresponsible? (finances, health, returning phone calls, etc.)
17. What are your worst health or living habits?
18. How do you treat yourself when you want to do something special just for yourself?
19. Do you feel people are essentially good or bad? Why?
20. Have you ever been fired? Quit? What happened?
21. What are you most proud of about yourself and in your life?
22. What risks have you taken? Are there any risks you've avoided?
23. Do you ever procrastinate?
24. How do you act under duress?