Sixteen Candles (1984)

Sixteen Candles isn't just a movie, it's a high school rite of passage wrapped in 80s synth and questionable fashion choices. In the 'Greatest High School Movies of the 80s of All Time' league, this flick stands out not just for introducing the world to Molly Ringwald but for single-handedly supporting the floral dress and awkward teen romance market. The struggle? Trying to explain why it's genius without sounding like you're stuck in a VHS nostalgia loop. But, hey, if Jake Ryan’s waiting at the end of it, count me in!