Keeping it all together can look a little more hot mess than hotness during Fashion Week, but not for those who've got it down. Take Club Monaco's Jenny Olson, who's toting not one, but two carryalls (both are part of the Tommy Ton for Club Monaco bag collection), braving a chill, and looking downtown chic in her all-black ensemble (yep, that's a Club Monaco coat as well!). Mostly monochrome can err on the side of simple, but not with all the mixed textures in this school girl-esque look. Take notes: pleated skirt plus edgy leather plus fun fuzzy earmuffs equals an A+.
Photographed by Marc Iantosca