The Wackness is a American drama film by Jonathan Levine and starring Ben Kingsley, Josh Peck, Famke Janssen, and Olivia Thirlby. The film is distributed by Sony Pictures Classics and was released in the U.S. on July 3, 2008.

Plot

It's the summer of 1994, and the streets of New York are pulsing with hip-hop. Luke Shapiro (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 receding 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 girlfriend. 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.