5. Any Tom, Harry or Dick Tracy (1990)
Her celebrated affair with Warren Beatty made Dick Tracy one of the biggest hits of 1990. And while Madonna got to sing Sooner or Later at the Oscars, the film did little to improve Madge’s box office standing or her love life. Warren Beatty and she moved on after the film. So much so, that her next album post the Dick Tracy OST had a song bitching out Annette Bening, Beatty’s to-be wife. It was called “Thief of Hearts.” It didn’t help matters much that Annette Bening had been nominated for an Oscar for her performance in Stephen Frears’s The Grifters in 1990.