i don't know much about fashion, (even less about that type) but my suggestion would be for her to check out thrift stores & see what she likes.
men's (or teen sizes) dress shirts, trousers, vests, hats & ties. maybe mix things with jeans? for example; jeans with, a men's shirt & tie. maybe the shirts, ties, Etc. could be in some funky color or pattern? not everything worn should have that, maybe just one item in the outfit.
and maybe a more traditional menswear outfit with unusual socks? i hear good things about sock dreams.