Yeah I know I'm being tough, try living with a father that would hit you for getting a B in English. But he did teach me that I can do one of two things, I can either cry and complain about getting hit, or change things so I don't hit again, or basically improve my grade. Collorary to life is that you can either complain about the shit in life or change things for the better. So yeah OP, I am just hitting you to make sure you change things for the better.
I fell for my best friend too and boy did that time suck, I kept on hitting a brick wall at every attempt. Finally I gave up, much to her dismay, but thats another story. So hanging out with her = good, anytime alone with her is good. But you got to show that you are interested in more than friends, show not tell. That is the mistake most of us makes, we never show a girl we like that them, rather we appease them thinking that by making them happy it will show them we like them and when it doesn't it forces us to tell them which is instant failure. To show we like them, got to do some flirting and depending on the reponse you can take things further or leave it as it is. And TRUST ME there is nothing wrong with leaving things as they are.
So goodluck on your 'date' man, just stay calm, a first date is nothing. And try to stay off 4ch, at least the love board, with all of this 'advice' being flooded your way, you may be overwhelled, remember you don't have to listen to us, in the end you are the one that makes the call and do what YOU think is for the best FOR YOU.