Nobody expected a whole lot from Clueless when it was released in July of 1995. It appeared on the surface to be yet another teen comedy, largely indistinguishable from the hordes of others Hollywood had unleashed over the years.

But critics praised the movie, proclaiming it to be much smarter than it looked. Then audiences outside the core teen demographic started buying tickets for it, too, thanks to stellar word-of-mouth. In the end, the movie became a sleeper hit, evolving into a certified genre classic over time.

Written and directed by Amy Heckerling, who loosely based it on Jane Austen’s classic novel EmmaClueless made Alicia Silverstone a household name. She plays Cher, a popular, fashion-obsessed rich girl who joins together with best friend Dionne ...

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