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Book Smart

Gentlemanly styles plus unexpected details usher in a new era of classics.

Pskaufman oxford, Prada suit over vintage sweater, eyeglasses by Saint Laurent Paris.

Double monk-strap dress shoe by Furla. J. Crew sweater worn over Uniqlo shirt with Brooks Brothers tie, A.P.C. trench coat, pants from Gap, Uniqlo socks, vintage hat.

Rockport wingtip lace-ups.

Clickwise from top left: Johnston & Murphy double monk-strap wingtip, Bruno Magli monk-strap dress shoe. Oxford by Born, Bed Stu double-monk loafer. Western-inspired T.U.K. loafer. Sebago wingtip oxfords.

Monk-strap boots by Wolverine 1000 Mile. Vintage scarf and coat worn over Maison Kitsuné cardigan, Calvin Klein trousers, stylist’s own hat, Uniqlo socks.

Felt lace-up oxfords by Woolrich. Vintage sweater-vest over Uniqlo shirt with Salvatore Piccolo tie and scarf by Yves Saint Laurent, Prada trousers, Uniqlo socks.

Helm desert boot.

Clockwise from top left: Peter Nappi lace-up boot. Wingtip by Pikolinos. Oak Street Bootmakers oxfords. Burnished brogue by Robert Graham.

Florsheim monk-strap loafers. Vintage sweater under Modesto Bertotto blazer, trousers from Calvin Klein, vintage glasses, Uniqlo socks.

Photography by Trevett McCandliss. Styling by Tara Anne Dalbow. Fashion Editor: Ann Loynd; hair and makeup: Matthew Sky/Next Artists; model: Christopher K./Red Model Management.

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