5. The Chunky Cardigan — Looking comfortable doesn't have to equal your college sweatshirt (at least not when you're going to work, or on a date, or... ever). Instead, stock up on a comfy cardigan that'll go with pretty much everything — and won't look sloppy.

Onassis Camden Cardigan, $198, available at Onassis; River Island Aran Cardigan, $79.16, available at Asos.