Episode 89 - Say Anything... (1989)

It's a real "How have you never seen this?" episode, when Mary finally sits down and watches the John Cusack-Ione Skye romance with the iconic boombox scene. Turns out this movie, Cameron Crowe's first as a director, is much smarter and more interesting than one famous image, in no small part down to John Mahoney's performance as Skye's father.