Year Arrested: 1994

Crime: Criminal poessession of a weapon.

We're not gonna ask why Christian Slater was trying to carry a gun through JFK airport, but if you lived through the '90s you'll know that Slater was the decade's resident bad boy. And even heading to the line-up didn't affect his badass swagger. That varsity jacket looks like something you bookmark on Mr. Porter and wait for it to go on sale.