A half century after its release, Midnight Cowboy remains one of the most original and groundbreaking movies of the modern era. The 1969 film became the only X-rated film to ever win the Academy Award for Best Picture. But this is not a documentary about the making of Midnight Cowboy: it is about the deeply gifted and flawed people behind a dark and difficult masterpiece; New York City in a troubled time of cultural ferment; and the era that made a movie and the movie that made an era.