Judy McGuire at TheFrisky.com, has a great post about questions to ask before going on a date. It's supposed to be for women, but the questions still have relevance for men.
- What’s the worst thing that ever happened to you? How did you recover?
- What do you like to do when you’re not working?
- What do you do when you’re alone? With your friends?
- How do you feel about your mother?
She talks about the different responses that you might get, and how certain responses might be a sign that you should look elsewhere. For instance, if he/she hasn't recovered from something, such as a breakup, then you should probably think twice before dating them. You also might want to spend time with someone that shares some of your primary interests.

