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Gentlemanly Pursuits

Gentlemanly Pursuits: The Races


Whether you're seeking Southern charm or just an excuse to look dapper, take the Derby as a guide

Photography by Joshua Scott

Cigar-chomping gamblers and crooked mobsters aren't the only guys who revel in a day at the races -- the sport also serves as the backdrop for refined gatherings. My Fair Lady's professor Henry Higgins debuts his guttersnipe-turned-lady protege, Eliza Doolittle, to genteel society at England's Ascot Racecourse. Stateside, the Kentucky Derby is known as much for being an homage to bygone Southern charms--think seersucker-clad fops sipping mint juleps (check out our recipe here) in the shade of their dates' formidable hats -- as it is for its equestrian endeavors. Enjoying some time trackside is suitable behavior whether you're a betting man, gentleman, or, even better, both.

Clockwise from top: yellow silk printed pocket square by Salvatore Ferragamo, $160; Air Colton spectator wingtip shoes by Cole Haan, $198; jacket by Joseph Abboud Collection, $495; Mad Men Collection check button-down shirt by Banana Republic, $79.50; Funk hat by Hermes, $530

30 Years of Out100Out / Advocate Magazine - Jonathan Groff and Wayne Brady

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