In order:
1. Movie, makan, coffee. Tried and tested. Cliched, but
works.
2. Just wear casually. You're already nervous enough as it is...
wear some clothes you're comfortable in.
Of course, wearing an orange spandex bodysuit with swimming trunks
while wearing SBO and helmet is asking for trouble. 
3. Be confident, and she'll be confident. Even if you're not
confident, just act confident. Chances are she won't know the
difference.
4. Unless if it's Valentine's day/her birthday/any other special
occasion.... no.