It's the summer of 1994, and the streets of New York are pulsing with hip hop. Luke (Josh Peck) is a socially uncomfortable teenage pot dealer with no friends, issues with his parents, and a whopping lack of confidence with girls. He trades weed for sessions with his therapist, Dr. Squires (Ben Kingsley), whose wife (Famke Janssen) is slipping away from him. Squires - a drug-addled shrink with a retreating hairline and a state of mind slouching back to adolescence - is a terrible role model. But the two of them forge a friendship based on a mutual need: neither one has a girl friend. The intergenerational duo set off on a crawl that takes them all over New York, where they encounter several of Luke's "business associates," including a dreadlocked pixie (Mary-Kate Olsen), a one-hit-wonder (Jane Adams), and Luke's supplier (Method Man). Luke has long had an aching crush on Dr. Squires' way-out-of-his-league stepdaughter, Stephanie (Olivia Thirlby), and is stunned at his good luck when she returns his affections. Luke's innocent first love experience with Stephanie becomes a life lesson that sets him on the pathway towards adulthood. And when Squires breaks down, it is up to the younger man to throw the older one a lifeline.

• Official Movie Web Site

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