Say Anything... (1989)
Stars: Ione Skye, John Cusack
Since 1989, every girl has wanted the boom box moment: the moment when John Cusack stands outside Ione Skye's house blasting Peter Gabriel's "In Your Eyes" in a bid to prove how much she means to him. This half-baked idea—just standing there and letting a pop song do the talkin'—would not work in real life, but that's beside the point. The point is the box.