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. In this hilarious, heartwarming comedy, Drew Barrymore shines as a budding journalist who's determined to go from 'geek' to 'chic' when she is sent back to high school on her first undercover assignment to lern about today's teens.