pretty in pink (1986)

Andie (Molly Ringwald) is is poor white trash in a school full of the rich and popular. Her two friends are Iona (Annie Potts), who owns the record store Andie works in and Duckie (Jon Cryer). Duckie makes no secret that he likes Andie, but she only has eyes for Blane (Andrew McCarthy), one of the cool rich kids. Blane in turn likes Andie, but they are from two seperate worlds, can they manage to work things out, whilst all around them disaprove?
Personally I prefer Sixteen Candles if I need a jolt of 80's teen comedy, less angst, but for many this is the one. The culmination of John Hughes' teen fixation. A sort of high school Romeo and Juliet with cliques rather than families.

sixteen candles (1984)

Samantha (Molly Ringwald) is having a bad day. It's her sixteenth birthday and none of her family remembers, as they are all too rapped up in her older sisters imminent wedding the next day. To top it all she inadvertently lets onto the school hunk (Michael Schoeffling) that she has a crush on him! Can the day get any worse? Well yes it can, when she has to take Long Duc Dong (Gedde Watanabe), a foreign exchange student to a dance, whilst also being hit on by the schools A1 geek (Anthony Michael Hall).
A classic teen comedy that started it all for John Hughes. Everything is here that will feature in his future Shermer comedies, including the self obsessed and annoyingly humour free Ringwald - was she ever in a movie where she didn't just frown her way through? It also features the rise of the geek, where by the end of the film he develops a certain self-awareness of his embarrassing behaviour and manages to get the hottest girl in school! Watch out for one of the other geeks, a certain John Cusack, he wasn't to remain a geek for long! For me this is the one, it's got far more comedy and far less of the annoying self obsessed teen than Pretty in Pink.