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After he’s fired from his job — by his mother, no less — Bob Funk agrees to quit drinking, see a therapist, and eventually report to a new boss, who might just be the woman of his dreams.

Six New Yorkers have an interrelated series of relationships. TV producer Tommy, who’s just broken up with his girlfriend, has a short relationship with commitment-phobe Maria, who he meets in a video store, and also hooks up with married real-estate agent Annie, who he meets while apartment hunting. Annie is open to a relationship because her husband, Griffin, is cheating on her, which she slowly comes to realize through talking to her friend/co-worker who’s gone through the same thing. Griffin, a 39-year-old dentist, is cheating with 19-year-old waitress Ashley, who he picked up in a park; she realizes she can do better when Ben, a hotel doorman and aspiring musician, tries to pick her up, in a belated attempt to recover from his divorce a year ago from schoolteacher Maria (the same Maria from the video store). Most of these relationships seem driven more by a desperate need to be in a relationship than actual love.