Welcome! The hats look great—I never knew about the squatter.
The self-consciousness will go away the more you wear your hats. Absolutely they can be worn with anything. I tend to wear old beaters the more casual I get but really anything goes.
Enjoy!
You will find people on both sides of this issue on the site. Most here are purists of one stripe or another and it probably also depends what modification is being discussed.
Converting a quality vintage homburg into a fedora is not uncommon, at all, and there are several talented members who...
The one I’m thinking of was actually gray but I did a quick search and can’t find the photos I was thinking of. I did see some original color photos (not the colorized ones) of him and MacArthur together wearing one that is silverbelly so I’d go with that.
I’ll throw another wine-colored ribbon on the pile. My old beater that @Randall Renshaw put a new sweat in and cleaned and shaped. Ready for another 70 years….;)
Jeez, I sent Randall a couple of perfectly decent beaters—good for snow storms, hiking trips and dive bars—and he sent me back these two fancy hats I’m going to have to start looking after. ;)
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