Which type of hat is appropriate?

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rhodesbe

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I am a fugly, mid aged white guy with a growing thin spot on the back of my head. I have worn baseball caps my entire life, but I am thinking I am a getting too old to carry that look off.

What is appropriate fashion for me to wear daily? I'm going for a look more distinguished than 'flea market' and less stuffy than 'oligarch haberdash'.

s2.gambeson.pl_cf_19_medieval_headwear_for_men.jpg
 

JB Books

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I wear a cowboy hat when I wear boots. In my youth, I'd even wear them with suits. I'd like to wear a fedora, but unfortunately, I think that look is long gone.
 

Lurker66

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Im partial to Sombrero's when im mowing the yard. I always wanted one like Willy Nelson wore in that one movie, crap, drawin a blank.
 

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