Whether you’re looking to add a hint of indigo to your ensemble or go full-on Canadian Tuxedo, denim is a foolproof way to toughen up any look. These editor-approved picks—from 90s-inspired straight-leg jeans to an upcycled mask and the perfect dad shirt—are sure to make an impact. Even better, they’re all under $100. Craving even more denim inspiration? Check out these timeless classics.