Not sure I've ever been on a date as such, and a year back the only girlfriend I had was a girl whom I met whilst she had severe self-esteem problems, not a good track record.

As I said elsewhere, you convince yourself no one wants you, you'll make it true.

I've met girls whom I was flirting with and then I lose all interest just because they start being self-depreciative. Not because of the way they look, or any other part of thier personality, just the self-depreciation.