The history: Bolder, more daring frames became possible in the ’50s—all thanks to plastic. Freed from a metal-and-glass palette, Ray-Ban created a thicker frame with sharper angles. The Wayfarer was born, and it an immediate impact, namely because the men who wore ’em were so damn cool: The Blues Brothers, James Dean in Rebel Without a Cause, and Tom Cruise in Risky Business. And like most styles, they experienced a resurgence in the ’80s, too: The Smiths, The Ramones—hell, even Madonna rocked the moody specs.
Style points: “Rectangular frames such as the Wayfarer are the most popular shape and look good on a large majority of people, especially on those with a round face because of the straight angular lines that downplay roundness,” DiPalma says. “Select frames with a dark color, such as black or tortoise shell, to help minimize fullness.”
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