16) Wonder Boys (2000)

Based on the novel by the same name, by Michael Chabon, Wonder Boys is a movie by Curtis Hanson, featuring an aging writer with a stalemated manuscript and a personal life that only gets complicated. The film, starring Michael Douglas, Tobey Maguire, Frances McDormand, and Robert Downey Jr., is well known despite its not-good box office performance as the cult classic of wit and reflections about the writer's life.
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Edited by Sarah Nazamuddin Harniswala