Not only is this one of the most popular and well known of the "Brat Pack" films, it also has the distinction of rightly being considered the Superbad of its day. That's a very fitting term, because I can definitely see the influence it had on that film, as well as a wide swath of popular culture overall.
This is the story of a sweet yet unappreciated girl whose family forgets her 16th birthday. On top of that, her older sister is getting married the day after her birthday, so she is ignored even more. On top if that, the boy she has a major crush on doesn't even seem to realize she exists. On top of THAT is the fact that the one boy who does know she exists is a total geek who is absolutely obsessed with her.
This is all at one a funny, sweet, edgy, and wild ball of fun, heart, and pain. It superbly captures what it is like to be a teenager and have to deal all kinds of awful, embarrassing, and ridiculous crap. One of the best things about the late john Hughes is how well he understood youth. The way he writes them and their dialogue is spot on, never condescending, and very well rounded. There are of course some stereotypes and archetypes, but only a small section of them are purely caricature- all of the rest, mainly the leads as played by Ringwald, Schoeffling, and Hall are well rounded and fleshed out characters who are more complex than they seem, and have far more to offer than what the surface shows. In the hilarious scene stealing role of Long Duk Dong is Gedde Watanabe. This character is a goofy exchange student who loves to party. The character is borderline offensive, but Watanabe's performances transcends that and elevates things to the level of genial farce.
Had I grown up with this movie, and if I were a fan of the 80s in the same way that I'm a fan of the 60s, 70s, and 90s, then I'd give this one 5 stars easily (probably). As much as I like this movie, and a good as it is, I was originally just going to give it a 4. It is really good, and pretty solid, but not all of it has aged well. The general themes and ideas and timeless, but the specific details are very much of their time, thus they are dated, but not in the same sort of way that like a blaxploitation film is. They are charming, but only to a slight extent.
I'm giving this movie the benefit of the doubt though, because it is really hilarious, very sweet, and, as I said, a very influential film. As someone who really doesn't care too much for 80s pop culture, I'd call that some definite high praise.