19. Ferris Bueller's Day Off (1986)
Growing up is suddenly realising that Ferris Bueller (Matthew Broderick) was actually the villain in his own story. But, in a way, that's exactly the point.
John Hughes' 80s classic Ferris Bueller's Day Off follows a rebellious Ferris as he skips out of school for a day with his best friend and girlfriend, and during their misadventures continuously breaks the fourth wall to give audiences life advice.
Innovative and wonderfully laid-back, the comedy serves as a fun reminder of what it meant to be young and break the rules, but it also hits closer to home as bittersweet portrayal of what it means to finally grow up and face the future.
Though this won't be the first time John Hughes appears on this list, Ferris Bueller's Day Off is his most captivating portrait of youthful exuberance, and very possibly his best film.