I’m in the midst of a hat phase. I know the common wisdom regarding hats is that only a choice few can ‘wear’ them (read: not look silly), but I wholeheartedly disagree with this sentiment. The only thing you need to successfully pull a hat is confidence. Without that, I would say fake it till you make it. One wear + compliments received = confidence gained and you’re there.
With that said, I have to share the best hat shop I’ve found: Goorin Bros. is located on the fabulous Larimer Street in Denver and carries exclusively their own stock. The shop has a cool mid-century modern feel and the prices (about $45 each) in no way reflect the quality of the merchandise. I’ve worn expensive hats before and tried the mass market designs of top milliners and Goorin Bros. are far superior. So take a trip down to Larimer and know you won’t be leaving with just one!