When he meets a successful workaholic named Lindsey Meeks (Drew Barrymore), he warns her that being such an avid fan has been a problem in his past relationships.

On the brink of turning 30, Lindsey is eager to make what seems like an otherwise promising romance work, and she agrees to go with Ben to opening day (of the eventful 2004 season when the Red Sox won the World Series for the first time in 86 years).

As baseball season proceeds, the truly obsessive nature of Ben’s hobby is revealed, and a love triangle is set up in which baseball plays the role of the other woman.