7. John Cusack
Roots For: Cubs
Actors are notoriously egotistical. So John Cusack's need to be recognized in the dugout box seats of Wrigley Field—while totally self-absorbed—doesn't make him anymore of a jackass than Bill Murray or Vince Vaughn. The Say Anything star is a douchebag for cherry-picking his allegiance and claiming South Side whenever the Sox are on the national stage.
While he's said that he “grew up loving the Cubs and the Sox” by our account he's shown his mug on 35th Street twice: once in the 2000 playoffs when all he could talk about was Eight Men Out (his film about the 1919 Black Sox scandal), and again during the 2005 World Series when, well, he hadn't been in anything watchable since High Fidelity.