top: vince (exactly)
skirt: the limited (exactly)
dot tights: apt. 9 (similar)
giant bag: banana republic (similar)
creative: black and brown mixed up together! i feel like this muted taupe-ish color looks much better with black than chocolate brown since there's more contrast.
young: polka dot tights. i had a professor in grad school that wore dot tights with all black and i always liked the effect.
professional: pencil skirt, tweedy jacket, a bunch of neutrals. basically all the usual suspects.
and find more posts like this one over here.