‘Say Anything’
If you’ve never seen it, you probably only know Say Anything as “that movie where John Cusack holds a boombox over his head.” And for sure, that’s an iconic scene in American cinema. But the 1989 romantic comedy from Cameron Crowe is wall to wall iconic scenes, from Lili Taylor’s song about her ex-boyfriend, to the line, “I gave her my heart, she gave me a pen.” Funny, sweet, sad, and beautifully played by Cusack and Ione Skye, this is a romance for the ages.