Winter’s Loudest Hats, Modeled by 8 of Our Favorite Artists

From Prada’s oversize trapper hats to Missoni’s lofty turbans, the array of head-turning head gear from the resort collections requires a certain je ne sais quoi to pull off with aplomb. The artists pictured here certainly possess it. “They’re all so interesting looking—and have a great sense of humor,” says Alexandra ­Penney, who invited each of them into her studio, where they posed in the topper of their choosing. The photographer Duane Michals immediately went for the Elder Statesman’s knit cap, leaving the price tag purposely hanging—“he looks like a Muppet,” quips Penney—while the painter Katherine ­Bernhardt styled Dior’s riding helmet sideways for a little streetwise attitude. Much like Penney’s series “Vanishing Portraits,” on view through November 20 at Jason McCoy Gallery, in New York, all of the images were shot and edited on her phone, their ghostly appearance an allusion to the decrease in funding for the National Endowment for the Arts. The capper? “Their personalities still manage to come through.”