Why did you break up with your last significant other? Why did your last significant other break up with you?
So, what makes for a great question, as opposed to a dull back-and-forth? More important than the specifics of the question is your intention in asking it.
Before you commit, here are seven questions to ask yourself before dating a divorced woman.
If we end up dating, will either one of us be settling?
What's your weirdest and/or darkest sexual fantasy?
What have other people you've dated liked the most about you? What have other people you've dated complained about the most? Have you ever struggled with any mental health issues? How do you honestly feel about dating someone who has mental health issues of their own?
And lastly, your questions should blend into conversation naturally, building on the most positive points.