The sun’s dipping low, the breeze is just right, and you're on a rooftop with a cold drink in hand. Whether it's a date, a summer wedding afterparty or a casual Friday night with friends, this is the moment to show up with effortless style. The look is confident but relaxed—refined fabrics, sharp details, and a hint of shine. Pull on a silky camp-collar shirt in a moody floral, watercolor print, or deep solid. Something that feels expensive, drapes on the body and shows a hint of chest. Ground the look with some easy slip-on shoes that have an air of sophistication but remain casual. Belgian loafers are elevated summer shoes that can handle standing, stairs, and impromptu dance floors. Don't forget to spray some cologne before you leave: Something deep, citrusy and a little mysterious—perfect for a night cap.