>>13
This explains why you're having so much trouble. You stress way too much about what would go wrong. Considering that you don't believe in matchmaking and the like, I don't see how you would be hard hit if she said "no". Afterall, you said so yourself, you have around 5 "chances" a semester...which is alot?

How is music a false interest? The points I just mentioned are for small talk. It's what you usually do when you get to know someone and make them feel comfortable about your presence. Music, borrowing liquid paper, talking about the weather are examples. You just find a way that would suit your situation and character. Don't expect a deep and meaningful convo as your first.