Risky Business costume, you just need a men’s button-down dress shirt and a pair of tube socks. I recommend wearing a small pair of exercise shorts under your shirt instead of tighty whiteys, though! Add a pair of wayfarers to this outfit, too — although Tom Cruise doesn’t wear them in this particular scene, Risky Business is credited as one of the main reasons why Ray Ban wayfarers made a huge comeback in the ’80s!