In 1970, 'Midnight Cowboy' made history by becoming the first and only film with an X rating to win Best Picture. At the time, the X rating was not yet synonymous with pornography but indicated adult content that was unsuitable for minors. The film’s raw, gritty depiction of a naive hustler (Jon Voight) and a sickly conman (Dustin Hoffman) in New York City resonated with critics. The rating was later changed to R, but its win remains a significant moment of artistic rebellion against traditional Hollywood censorship.