Sandals

Don’t wait for foot or leg pain to arrive to get serious about supportive shoes. Jason Bergmann, owner of Natural Balance Orthotics, a Chicago-area custom orthotics company, says that the most common complaints he addresses with patients are heel pain, metatarsalgia, and various types of lower-leg issues. “Now people walk into our office and they have some knowledge; they understand that wearing high heels is bad—and also flip-flops are no good, where 10 years ago, that wasn't the case,” he says, noting that he’s seeing a younger demographic frequenting his family’s practice. "Your 50s or 60s is often when you start to have real foot issues, and now [those patients’] kids come in.”

15 seriously stylish chunky sandals that prove this '90s trend has staying power