Justin Timberlake and Britney Spears followed up the next with head-to-toe matching denim. Y2K fashion mirrored—and responded to—the uncertainty, fear, optimism, and novelty of the times with ...

The matching sets were worn by the decade's biggest "it" girls, like Paris Hilton, Britney Spears and JLo. And with the return of Y2K fashion and ... more boxy fit, making it so comfy to slip ...