Clueless (1995), based on Emma by Jane Austen (1815)
On first watch, Clueless might seem the same as all the other high school stories out there, but Jane Austen fans will know otherwise. Loosely based on Emma, the film transports the action to 1990s Beverly Hills. Here we see Cher Horowitz, aka Emma, living with her father and enjoying an apparently perfect life – that is, until she tries her hand at matchmaking and discovers that she's not quite as good at it as she thinks.
On the Clueless DVD commentary (remember those?) director Amy Heckerling spoke about how Emma subconsiously inspired her writing, saying, “I started to think, ‘What's the larger context for that kind of a ‘nothing can go wrong’ ‘always looks through rose colored glasses’ kind of girl?’ And I remembered Emma, which I'd read in college. So, I took it out and reread it, and I said: ‘Unconsciously, I've been writing an Emma-like character.’ Because I've always loved it and part of it had sort of stored it away in my brain...”