I’m all for expressing yourself through what you wear or whatever, but I fly into a rage every time I see a goddamn fedora in the 21st century.
No, random douchebag on the internet. It’s not classy. You’re not even outdoors.
You know why it works for Don Draper?
A. He’s played by Jon Hamm.
B. It goes with a suit, not a t-shirt.
C. He takes it off indoors.
D. IT’S THE 1960S!
In short, this look will not turn you into a suave, mysterious, Bogartesque gentleman. Please take your fedoras and burn them.