Well, I'm feeling positively with it because I've got Neko Case on my playlist thanks to my son who has been a big fan of hers since the late 90s.
But, to get back to your question, as the only female in a totally male dominated family, I'd say that simple and understandable are probably the safest bets, unless you know the guy is fashion forward or fairly sophisticated. A pair of "normal" well-fitting jeans, your drapey white top, and the black tuxedo jacket are easy for most guys to figure out. A lace Givenchy sneaker is a bit harder, but would probably be dismissed as a "funny-looking" shoe, with most guys just putting that down to women being a bit weird about their shoes.
I think, until they get to know you, leather minis are more ambiguous. While we see fashion, most males just see a short, leather skirt with all the connotations that brings to their minds. I guess my point is what do you want from this concert. If it's to get a relationship going, I'd be inclined to pick my outfit with an eye towards how a male will interpret it, while if you are just interesting in having a good time, then wear whatever pleases you.
