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‘The entire industry said no’: the story behind seminal teen comedy Clueless at 30

Amy Heckerling, Alicia Silverstone and more involved with the defining 1995 movie talk about their memories of making a film that Hollywood kept passing onIn the early 1990s, the writer-director Amy Heckerling was feeling down. Heckerling had burst on to the scene a decade earlier with Fast Times at Ridgemont High, a groundbreaking coming-of-age comedy of libidinous teens, and scored a surprise box office hit with 1989’s Look Who’s Talking. But she was struggling to fit Hollywood demands. “I was thinking: ‘Oh, I’m never going to make a film that’s what I want it to be, because you can’t have protagonists that are female, you have to do slob comedies, but there’s only a few actors that they accept in those roles, and you don’t get a chance to work with them if you’re a female,’” Heckerling told me recently.With little interest in catering to the prevailing tastes of the day, Heckerling went back to the drawing board: what did she want to write? A true native New Yorker with the accen...


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