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For much of the 21st century, Leonardo DiCaprio has set the tone for how a certain kind of Hollywood A-list man dresses—which is to say nondescript, masculine, and exceedingly laid-back. His wardrobe consists almost exclusively of solid-color V-neck T-shirts, straight-leg jeans, knee-length shorts, and sneakers in neutral tones. Historically, the Oscar winner also tends to obscure his face when he’s out in public, be it with dark sunglasses, a hat pulled low over his eyes, a surgical…
