Knit from cloud-soft Italian cashmere, this polo has a relaxed fit, dropped shoulders, and a hem that hits right at the hip. The elongated half-placket—a GWYN signature we come back to again and again—is dotted with four tonal buttons. And the navy-and-white stripes? Very East Hampton, very "Let's take my boat around Montauk Point this weekend." Pull it on with shorts, French-tuck it into jeans, drape it over your shoulders—it's easy like that.