Die Hard (1988)
I had a huge crush on him as the quick-witted David Addison on Moonlighting, which seems kinda creepy in retrospect, given that I was in junior high when the series launched and he's 17 years old than I am. But that role set the stage for the character that would go on to define his career: wisecracking New York cop John McClane. Willis is at his charismatic best in this '80s action classic: swaggering, smart-alecky and resourceful, but, at his core, just a regular guy trying to outwit the Euro baddies. The fact that he's not a superhero actually gives the character more power.