The menswear trend has gone in and out of vogue for decades, but it’s typically not considered sexy. Leave it to Jessica Biel to elevate the look to eveningwear territory by stepping out in a formfitting dress with a windowpane check. Her version boasts a cascade of ruffles and a thigh-bearing slit, which she deftly styled with sharp pumps and a fuchsia pout. How’s that for looking like a boss?
Jessica Biel wears Self-Portrait in New York City for the premiere of The Sinner at the Tribeca Film Festival. Photo: Getty Images