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2. Good Will Hunting

Good Will Hunting was the first film to be written by and feature real-life best friends Matt Damon and Ben Affleck. The pair took home the Oscar for Best Original Screenplay for the critically-acclaimed drama in 1998. Damon played Will Hunting, a self-taught genius who worked as a janitor at MIT. Affleck starred as Damon’s best friend Chuckie in the iconic film which also featured Robin Williams as Dr. Sean McGuire, Damon’s therapist. It was the first feature film in which Affleck was recognized in Hollywood as a talented writer.

Matt Damon and Ben Affleck
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