10 "Guilty Pleasure" Movies You Shouldn't Be Ashamed To Love
5. Clueless (1995)
Clueless already gets bonus points because it's actually an updated version of Jane Austen's classic novel, Emma (the location, the names and the, uh, "costumes" were changed), which automatically helps away from "guilty movie" territory - territory that it never had much place in anyway. Given that Clueless is the cinematic equivalent of eating an entire pack of pink bubble gum in one go, then, it's no wonder that people tend to automatically assume that this sharp, funny and satirical take on '90s high school subcultures just has to be a guilty pleasure.
Clueless has recently begun to find itself reappraised by those who may have written it off as a minor effort. Truth is, it's brilliantly witty and endlessly watchable, much like Alicia Silverstone's bratty protagonist, Cher, who manages to embrace all the worst Valley Girl stereotypes and still somehow remains likeable: that Clueless manages to both critique and embrace Cher's subculture is hugely impressive. But whereas on the surface this is a movie about a spoilt teenager who likes to get her own way, it's also a soft meditation of what it means to be yourself.