Botticelli Babe

Challenge: Oversized sweaters
Why it works: Larger-cut clothing can make you look boxy and bigger than you really are, but it's all about the right proportions. Keep your oversized sweater roomy, but not too tented. Pair it with a slim-fit pant, low booties, or pumps, or, to accentuate the curve of your waist, a thin accent belt.

Acne Shore Waffle Sweater, $320, available at La Garçonne .