9. Breakfast at Tiffany’s (1961)
Obviously, Mickey Rooney’s portrayal of Mr. Yunioshi is flat-out racist and doesn’t paint the movie in a great light when viewed through a modern lens, but that still doesn’t detract from Breakfast at Tiffany’s status as a titan of the romantic comedy genre.
The feature film adaptation of Truman Capote’s novel follows a young New York society girl who falls for a struggling writer in one of the most iconic films of the 1960s in any genre.
Hepburn’s Holly Golightly became a cinematic icon as well as a stylistic one, with the actress delivering one of her best ever performances in what she described as her most challenging role, given that she was notoriously shy and going for broke as the extroverted heroine.