9. Not Another Teen Movie
Teen movies seem to be growing up, what with offerings like Juno, The Diary of a Teenage Girl, and The Edge of Seventeen, but Not Another Teen Movie is a reminder that the road was slowgoing. In this sendup of all the genre’s staples, Jake (Chris Evans in one of his earliest roles) and Janey (Chyler Leigh) are the rich, popular jock and impoverished, bespectacled nerd, respectively. Jake takes a bet that he can’t transform Janey into a prom queen, gets her a makeover, and the two of course start to fall for each other. Not Another Teen Movie not only shows us how ridiculous this premise and all the tropes that come with it are, it has Molly Ringwald herself show up to tell Jake and Janey just how dysfunctional their relationship is, and just why Janey should leave and go to art school…in Paris. Seriously, why did she not just get on the plane??!!!