48. Clueless (1995)
Director: Amy Heckerling
Stars: Alicia Silverstone, Stacey Dash, Donald Faison, Breckin Meyer, Paul Rudd, Jeremy Sisto, Justin Walker, Dan Hedaya, Elisa Donovan
It's true, Amy Heckerling's 1995 hit about Beverly Hills do-gooder Cher Horowitz (Alicia Silverstone at her finest) and her entourage of privileged one-percenters isn't necessarily one you want to broadcast fanship of to all of your friends, but if you haven't caught this flick at least once in the million times it's been rerun on basic cable, you owe it to yourself to check out this edgy-for-its-time classic, pronto.
In addition to bold fashion and catchy lingo for your lady, there's Stacey Dash, endless quality one-liners, and the added bonus of a pre-Apatow Paul Rudd (and a plotline involving some weird stepbrotherly love) for you. Who doesn't win here? —MB