Matt Damon/Ben Affleck – Good Will Hunting (1997)

“Do you like apples?” One of the most iconic lines in film history comes courtesy of this film which was written by and starred Matt Damon and Ben Affleck. It would start their careers as two of Hollywood’s leading men, with nonstop roles since. Will Hunting, played by Damon, is a struggling janitor at M.I.T. who has a gift for mathematics. When he solves a near-impossible problem, a professor takes notice, but he has a lot of emotional baggage to come to terms with before he can flourish. Few can forget the Oscar acceptance speech by Damon and Affleck as the young men were caught completely off guard by their dramatic win. Affleck would later took home another Academy Award for his film Argo and now stars as Batman in the DC Comics Franchise, while Damon has since been nominated for his roles in Invictus and The Martian.  Not only have their careers lasted the test of time but so has their friendship, one of the strongest in Hollywood, all thanks to the bond they formed working on this heart wrenching film. “How’d you like them apples?!”