Director: John Hughes
Stars: Matthew Broderick, Alan Ruck, Mia Sara, Jeffrey Jones, Jennifer Grey, Ben Stein
Lesson Learned: Cutting school is, well, cool.

Sure, Ferris Bueller's Day Off is a charming, vibrant, and rightfully beloved '80s comedy full of one-liners and classic scenes, but we like to view John Hughes' lighthearted gem through a different prism. Though teachers, parents, and principals wouldn't agree, Matthew Broderick's breakout flick is also a tutorial on how to properly cut from school. You know, the maneuver you often attempted but could never pull off beyond sneaking out to the parking lot and promptly getting nabbed by security grunts.

All teenage dudes wish they could be half as confidently manipulative as Broderick's Ferris, a rebellious kid who fakes sickness to stay home from school and cavort around town with his girlfriend (the hot-as-hell Mia Sara) and neurotic best friend (a perfectly high-strung Alan Ruck). It's entirely innocent, devoid of any drug use or fiendishly criminal actions; air-surfing atop a parade float and joy-riding in his pal's dad's Ferrari are the extent of Ferris' unruliness.

With such low stakes, Hughes created an antiheroic role model for privileged teens the world over. By movie's end, Ferris' only punishment is having to still live in ho-hum suburbia once his exploits are over. He's a hero for the silver spoon crowd.