Risky Business

Thank Risky Business for two things, inspiring college girls to dress in only button-up shirts during Halloween, and Wayfarer shades. Along with igniting Tom Cruise's career, his character Joel Goodson also introduced the iconic Ray Ban Wayfarer frames to a new generation fans. Anyone looking for instant street cred and turn up the style points, these were the shades to do it. Plus its trapezoidal frame was fit for any facial shapes.