I'm not much for dating anyways, but I'd have to say that if you're too 'try-hard', you'll make me run in a hurry...for instance, if I never gone on a date with a girl, but we've talked on the phone a couple times, then she shows up at my workplace (after having tracked down where I work, cause I never told her) with a pan of brownies and introduces herself as 'Aaron's girlfriend', then she shouldn't be surprised when I don't want anything to do with her...
FYI, she was very surprised.