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The hat does make him look like the sniveling sidekick from a Spaghetti Western, however I like the use of the denim jacket under another jacket (wish it wasn't a velvet smocking jacket, though).

Great Style !!! Grey blazer with white trim, camp button down shirt, olive knit tie, hunters green tie clip, blue lapel flower, white pocket square, tan belt. blue skinny chinos, tan brogues.