Not sure what generation should know this but I think all generations should at least see this. In the popular movie Say Anything, John Cusack’s character is a bit of odd duck. However, he’s completely awesome. He’s a guy who’s just graduated high school and instead of pursuing a career or education he’s decided his life’s work is to pursue a female.
It’s a very funny movie but poignant as well. Effectively he’s kind of obsessed with this girl and in a desperate moment to get her attention he stands outside her house with this song blasting. Great scene.