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Originally Posted by Atticus Grinch

Zero need for cold weather hats. I'm not a farmer, as Flinty is wont to say.

Absolutamente no! to a cotton fisherman, train conductor, or newsboy, as these are the very definition of costume hats.

The problem with the wool houndstooth walkers are (a.) I'm not Bing Crosby, though I think we should all aspire to be; and (b.) hats here are only necessary on pretty hot days or when it's raining. Let's put the rain scenario to one side because if you're wearing a trenchcoat you can get away with a cotton bucket hat and not look any more like a tool than many others on the street -- this ain't Carrie Bradshaw's Manhattan, at least not when it rains.

So it basically comes down to a linen or twill ivy (flat) cap -- single panel, as I said none of that newsboy look for me -- or a straw Panama. So which would look less dorky with a navy or dark gray suit? (I assume that either style would be marginally easier to pair with a summer weight suit.)

ETA that villagehatshop.com site has a stunning Panama porkpie called the Capetti that I would seriously consider wearing but it's $714. WTF?

I am reminded of Hanibelle Lector.