Trapper hats are amazing, in theory. They always look fantastic atop the head of some rustic bro on TV, perched in the backwoods of Nowhere, USA without a care in the world. Or on John Candy in Uncle Buck. But I don't know anyone who has actually had the balls to go out and buy one. This version from Woolrich John Rich & Bros is lined with rabbit fur, which might make it more approachable for you. If anyone asks you why you're wearing a ridiculous hat, at least you have a luxurious fabric as your safety net.
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