Year Arrested: 1982

Crime: Disorderly conduct, resisting arrest, assault.

The entire country was in love with the 21 year old star of Cheers, so who could hate on Woody Harrelson for dancing in the middle of the street in Columbus, Ohio? He then ran from the cops, so the actor also caught a resisting arrest charge and assault charge when they tussled. The polo that Harrelson is wearing is so quintessentially '80s that it may very well be a portal back to that simpler and arguably more stylish time.