Bells Are Ringing (1960)
Even if Holliday wasn’t sure about Martin’s work ethic, it’s undeniable that they made an adorable couple on screen. Martin is pitch perfect as the playboy on the verge of a nervous breakdown, the kind of guy who knows every famous person on stage and screen and yet manages to be the kind of wide-eyed naïf who believes in fairy tales and guardian angels. And Judy Holliday is, well Judy Holliday. She’s amazing.