Alexander Payne's hard-edged film about a power struggle between a frustrated and disillusioned high school teacher and an overachieving student is my favourite of his films. It's smart and funny and features Reese Witherspoon's very best performance.
This was one of my favourite movies when I was a kid. It's been a number of years since I've seen it, but I still have very fond memories of it. Matthew Broderick makes for the perfect protagonist in this saga of a day spent skipping out on school.
One of my favourite movies period. I mean, what's not to love? It boasts a great script based on Jane Austen's Emma, charming performances across the board, and a heart admist the popculture based comedy.
Perhaps the ultimate teen movie. It's not the only film which directly engages with the archetypes and social rules that can make up the high school experience, but few others have done it as memorably or had such a lasting impact.
Nicholas Ray's anthem to teenage angst practically invented the teenager. Factor in great performances from Natalie Wood, Sal Mineo and James Dean in his defining performance, and it's no wonder this one is a classic.