Playing wanna-be kickboxing champ Lloyd Dobler had an effect on John Cusack. The actor has kept up with the martial art since "Say Anything …," earning a black belt. Has he also maintained Lloyd's level of romance? We're not sure, but you can ask his ex-girlfriends, who include former "Baywatch" star Booke Burns, Jodi Lyn O'Keefe, Neve Campbell, Minnie Driver and Jennifer Love Hewitt.
Despite dating a slew of Hollywood stars, when it comes to his personal life, John stays pretty private. Still, he's maintained a very healthy acting career, starring in movies like "Bullets Over Broadway," "Being John Malkovich" and "High Fidelity." He also has a number of movies scheduled for release in 2014, including "Maps to the Stars" with Julianne Moore and Robert Pattinson.