Jessica, a Jewish copy editor living and working in New York City, is plagued by failed blind dates with men, and decides to answer a newspaper's personal advertisement. The advertisement has been placed by 'lesbian-curious' Helen Cooper, a thirtysomething art gallerist.
Louise, an unfulfilled divorced woman with regrets, gets the chance to relive her past when she meets a young man who bears an uncanny resemblance, in name and appearance, to her high school sweetheart who died many years before.
Morris Buttermaker is a burned-out minor league baseball player who loves to drink and can't keep his hands to himself. His long-suffering lawyer arranges for him to manage a local Little League team, and Buttermaker soon finds himself the head of a rag-tag group of misfit players. Through unconventional team-building exercises and his offbeat coaching style, Buttermaker helps his hapless Bears prepare to meet their rivals, the Yankees.
