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The Lookbook: Leroy ‘Satchel’ Paige

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Baseball player Satchel Paige, looking dapper, lighting his cigarette while sitting on front bumper of large car. (Photo by George Strock/The LIFE Picture Collection/Getty Images)
(George Strock/The LIFE Picture Collection/Getty Images)

Some modern athletes make their public appearances an opportunity to showcase their fashion sense—no matter how acute or weak it may be. But back when Hall of Fame pitcher Leroy “Satchel” Paige played baseball, few athletes made as much of a statement, stylistically, as he did. To honor Paige’s sophisticated-meets-classic style, RealClearLife is showing you how to pull off his look from the iconic image above. So as to avoid looking like you just stepped off of the Boardwalk Empire set, however, we’ve given Paige’s outfit a 21st-century makeover—keeping it contemporary, but with a retro feel.

Belagio Medium-Brim Hat, $465 (Borsalino)
Belagio Medium-Brim Hat, $465 (Borsalino)
Princes of Wales Checked Silk Suit, $1760 (Etro)
Princes of Wales Checked Silk Suit, $1760 (Etro)
35476
Tudor Paisley Necktie, $19 (Tie Bar)
Classic Fit Dress Shirt, $245 (Robert Talbott)
Classic Fit Dress Shirt, $245 (Robert Talbott)
Prorsum Two-Tone Patent Leather Derby Shoes, $745 (Burberry)
Prorsum Two-Tone Patent Leather Derby Shoes, $745 (Burberry)