- Vince Vaughn as Gary Grobowski
- Jennifer Aniston as Brooke Meyers
In Chicago, the art dealer Brooke Meyers feels not appreciated and neglected by her immature boyfriend Gary Grobowski, who is partner of his two brothers in a tourism business, and decides to break-up with him to make Gary misses her. Gary misunderstands her true intention, both follows the wrong advices of family members and friends, beginning a war of sexes with no winner.
Year: 2006
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