Euro summer is about to be over. The linen shirts will be folded and put away, the Aperol will be replaced with whiskey, and your flip-flops will be given a nine-month rest. Now comes American fall: jeans, boots, flannel, and football back on TV. The onset of peak layering season brings answers to life’s most pressing questions. Will a corduroy suit make me look like a geography teacher (No.) Can I pull off derbies with these jeans? (Yes.) Is this T-shirt too long for this jacket? (Maybe.)
To…

