That Boombox
Have you ever had a guy stand outside your window and serenade you with his boombox blasting Peter Gabriel? No? Me neither. That is because no man will ever be John Cusack, except John Cusack obviously. There is something so classic about a bad boy falling for the right girl, but Say Anything managed to take that and make it new again. Transforming the defiant kick boxer into a lover, with all his rough edges in the way. The perfection of this scene, no less the entirety of the movie, set unreal expectations for girls everywhere. He gave her his heart, she gave him a pen - and that lovelies is one of the greatest love stories ever told.
[Photo via @ashleypettway]