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Well Dressed Young Man with Dark Suit and Bower Hat.
Mens hats from the were very big. They often had a strap on them made of silk, velvet, or cloth to give them an extra pop.
Shapes for men's hats - Fedora = reporters, Boater/ Gambler = Hollywood Agents, Top Hat for Ladahlord and Grasshopper.
Bollman Hat Company Mens Bollman Collection Homburg Black S, Men's, Size: Small
Don's costume idea
Working Class Men’s Costume
Maybe a bow tie instead will give it a jauntier look . Love the staw hat - Pat
Fashion for Men: A Complete Suit Guide
(Madison Register) (Picture Spring/Summer Catalog, National Cloak & Suit Co.) Mens suits during this time period were more fitted through out, mostly due to limited fabric availability from the war.