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I always want to open with this cause it seems the most natural but I find myself always not approaching because I think ahead and realize I might not know what to say once she responds. What's an easy transition?
The first thing you have to do is erase those negative thoughts, you are thinking too much. Afer you "Open" there are hundreds of things you can say, you can talk about her outfit or her shoes... etc and tell her she has a very good taste after that ask her " Besides having a good taste in ... what do you do? " just don't overthink it, take your time to answer and don't speak fast.
You are there to get to know her better, start asking questions but DO NOT MAKE AN INTERVIEW, you are not a journalist by that I mean don't start asking random questions.