A contemporary romantic comedy about a high school teacher who meets and falls in love with a successful businesswoman. Although their lives are vastly different, the relationship seems perfect until the baseball season begins and she has to compete with his first true love: the Boston Red Sox.

According to Red Sox super-fan Ben Wrightman (Jimmy Fallon), finding romance is about as likely as his beloved team winning the World Series. But when Ben scores a beautiful new girlfriend (Drew Barrymore), suddenly anything is possible. Now the two passions in his life have a chance to go all the way... if he doesn't strike out first.

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