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The films are considered buddy stoner comedies , with surreal and animated elements in later sequels. Contrasting ideas and perspectives on life, romance, and maturity feature as recurring themes, while the series is notable for its racially diverse main cast. The first film was directed by Danny Leiner , the second was directed by creators Hurwitz and Schlossberg, and the third by Todd Strauss-Schulson. On their journey, they encounter many obstacles, including a gang of extreme sports punks, a crazed raccoon, a group of Asian nerds, a racist police department, a cheetah that has escaped from a zoo, and an out-of-control Neil Patrick Harris.

Immediately following the events of the first film, Harold and Kumar fly to Amsterdam so Harold can pursue a budding romance with his vacationing neighbor. During the plane flight, an elderly woman sees Kumar lighting a hand-crafted smokeless bong, and, thinking it is a bomb, screams "Terrorist!

After a confusion of the words "bong" and "bomb", two undercover air marshals tackle Kumar, who accidentally drops the bong on the floor, breaking it and releases what another passenger thinks is poison gas. But just as they are about to get sexually assaulted, the neighboring prisoners assault the guards and they are able to escape back to the United States with the help of Cuban boat people they encounter. They meet with their college friend, Raza, who arranges a car for them to travel to Texas in search of Colton, a member of a family who has connections with political officials.

Greg Shapiro returned as producer with Penn and Cho reprising their title roles. Seven years after the events of the first and second films, Harold and Kumar reconnect and embark on an adventure to find a new Christmas tree after Harold destroys the original while trying to dispose of Kumar's joint.

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