As Seen In: Say Anything (1989)
The Perp: Lloyd Dobler (John Cusack)

Who could forget the iconic boombox scene from Cameron Crowe’s classic 1989 rom-com Say Anything? The image of John Cusack holding the stereo above his head has topped lists the world over as one of the most romantic gestures in film. And now it’s topping ours as one of the creepiest.

Diane Court’s (Ione Skye) breakup with Dobler is brought on by her parents; our exes, more often than not, are exes for good reason. Blasting a boombox beneath your beloved’s apartment like a desperate Radio Raheem isn’t the key to winning them back, particularly if you’re playing Peter Gabriel. It’s not only likely that you’ll weird them out­, but you’ll probably piss off their entire building. Don’t even think about attempting this if you live in New York City.