Hats: hatshop.com

Hats are an underappreciated part of a man's wardrobe. Most men who do wear hats either wear baseball caps, which is not a good look for a grown man (basically anyone over 30), or ski caps, which is not a good look for anyone who isn't skiing. Having said that, fedoras (unless you're this guy) are corny as all hell, and won't be cool for a long time. Having said that, some guys can actually pull off these sort of wool caps without looking like old irish farmers...