Every now and then, a trend will come along that makes you do a double take. In the case of this summer, matching short sets do it quite literally. These coordinated shorts and shirts offer an easygoing retro resort look, but they're not for shy guys. These often-bold printed sets make a statement—something like “it's summer, damnit and where's my cocktail?”

Like so many moves in menswear, it's a look that's been revived from the past, but reimagined for the guys of today. Earlier iterations might've been spotted on athletes like John McEnroe or Sean Connery's James Bond. And today's sets give off the same casual coolness for modern risk-takers like Maluma. “I feel it's like the man's suit for the summer,” says Oliver Cheshire, the model and founder of resortwear brand Ché Studios. “It just works and is a very easy option for looking put together.” Sure, you could just buy one piece or break them up and wear them separately, but why not embrace the effortlessness and kill two birds with one stone?