First off drop your friend off like a block away. Ask for two deposit slips. Fill out one and write your phone number on the other. Hand them both to her and ask her if she is free after work and if so to give you a call. If and when she does call, again drop your friend off a mile or so away this time. He isn't helping. Dont F ups! she has access to your money... which ends up happening in the long run anyways... nevermind then.
Kevin
but seriously. just ask her. flirt a little. see where that takes you. if its going well and shes flirting back. ask her to dinner or ask her when she has a day off and ask if she would like to get together for lunch or dinner...add my treat at the end or something so she don't think your a cheap ass. and take her somewhere decent.