That's a great way to get to know him! I'll try to give you a few suggestions, even though I'm colossally inexperienced at this sort of thing...
If I were you, I really don't think I'd put any make-up on... Maybe a touch of perfume, just to give him a very agreeable breeze whenever you run by him. I'd put my hair in a pony-tail or wear a headband, depending on the length of your hair. I'd try wearing some light workout clothes, maybe a little on the baggy side, with shorts and a t-shirt. I'd also wear some ankle-high socks along with nice runners.
That should do it!

You're shooting hoops, so I really wouldn't expect anything too fancy from a girl...
Have fun, and good luck!