9. Mr. Smith

Movie: Mr. & Mrs. Smith

Actor: Brad Pitt 

 Complex Says: Pitt's character,  John Smith, is a spy who's assignment was to kill his wife. Thing is, his wife Jane is played by Angelina Jolie, who's out to pump him full of lead as well. Pitt's style was uber cool in this flick. He kept his attire professional yet cool with his tailored fit suits and killer accessories. You gotta do something to stand up to Angelina Jolie's fine self, and when you're looking this fly, it's no wonder why after this flick there was Brangelina.