ProteinNerd
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If you're a 38 in the Dustbowl, a 36 or 34 (36 for a more generous fit and 34 for a more fitted look) should be about right in the Aero Highwayman...when the Highwayman in sized down, the fit looks very, very nice!
But would you describe it as a snug fit that tapers from the chest to the waist? You would have a hell of a lot more experience fitting them than my sample size of one, but seeing as he specified those characteristics, I wouldn't have though a highwayman would be his best option?