Clueless
In retrospect, the success of writer-director Amy Heckerling’s 1995 teen comedy Clueless shouldn’t have been that surprising. The movie was a Jane Austen riff, released at a time when movies and TV were going Austen-crazy. It was set among the fabulously wealthy, at the dawn of the Internet boom years. And it’s a smart, funny high-school movie, which isn’t all that common in any era. Yet Clueless took a while to come together, starting life as a TV pilot before Heckerling was encouraged to stretch the idea to feature-length. The project then continued to gather dust until producer Scott Rudin became its champion, ultimately landing the film at Paramount, home of MTV and Nickelodeon—whose promotion would help turn Clueless into a hit. The long process shaped what’s on the screen. Structurally, the movie feels like four sitcom episodes stitched together, which makes it more eventful and less gimmicky than most of the other ’90s teenpics. And Heckerling has said that the idea to use Austen’s novel Emma as a loose framework for the plot came to her late, allowing her a way to make her movie about blindered rich kids without showing them as irredeemably awful.