TIPS FROM SOMEONE WHO KNOWS ABOUT FASHION:
Fedoras are for douchers, hipsters, clubbers, and (if wide brim), archaeologists. Very rarely does a Fedora work on someone who doesn't come across as a douche, and those gifted few, and models are the only ones that may wear these hats. Anyone else, and it's like wearing an ironic mustache or an Ed Hardy t-shirt. It may seem cool to you and a few friends, but the outside world hates you, and thinks you're an ass. Thank you.
Except for Archaeologists. We love you.