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A Very Harold & Kumar 3D Christmas (2011)
In April 2009, Kal Penn accepted the position of Associate Director of the White House Office of Public Liaison in the Obama administration; when asked if his new job would mean no more Harold and Kumar films, he said, "That's probably true for now."

A new film entitled A Very Harold & Kumar Christmas was announced on May 7, 2009, for release on December 5, 2010 at the earliest and possibly deferred to the 2011 holiday season. Jon Hurwitz and Hayden Schlossberg returned to write the film while Todd Strauss-Schulson directed. Greg Shapiro returned as producer with Kal Penn and John Cho reprising their title roles. Penn left his job with the White House on June 1, 2010 to reprise his role as Kumar in the third Harold & Kumar installment. After filming was completed, Penn returned to the White House.

Following the events of Harold & Kumar Escape from Guantanamo Bay, Harold and Kumar decide to go their own separate ways. Harold marries his girlfriend Maria and decides to leave his immature ways behind. Kumar on the other hand, is devastated with his new life without Harold and is just barely getting by. Three years later, Harold and Kumar meet each other again at Christmas time, but each of them found replacements for the other in their lives.

Meanwhile Maria's family-including her terrifying father, have come to visit for Christmas, bringing along with them a very endeared Christmas tree. Through mysterious events, Harold and Kumar accidentally burn down the Christmas tree which Maria's dad has been growing for twelve years. Harold blames Kumar for the tree, and being exasperated with him, Harold asks Kumar to just leave. Kumar desperately wanting to reconnect with Harold, begs him to help find a replacement tree before Maria's father comes back. This launches the crazy events that Harold and Kumar get themselves into, along with their new friends Adrian and Todd. Kumar's friend Adrian tries to convince everyone that they have to go to a party at a house which has the exact same tree that Kumar burned down. However the real reason he wants to go is to meet a girl, Mary Katsov. Reluctantly, Harold agrees to go, but what they don't know is that the house belongs to the fierce mobster, Sergei Katsov. At the Party, Mary's brother challenges Harold and Kumar to a game of beer pong and the winner gets the Christmas tree that Harold is after. After losing to them, Mary's brother drugs Harold and Kumar out of spite. In the middle party, Sergei Katsov comes home to find Harold and Kumar trying to take his Christmas tree and Mary lies to her father about Harold and Kumar trying to take advantage of her. Furious, Sergei Katsov tells his guards to kill Harold and kumar. However,they narrowly escape death but without the tree.

After the party, Harold and Kumar start hallucinating and everything becomes clay-mated because of the drugs that were slipped to them. After the drugs wore off, Harold and Kumar continued their quest for the tree and end up in a Broadway musical with their old friend Neil Patrick Harris. After an action packed night on which they got kidnapped by mobsters, shot Santa Claus, and other various debauchery, Harold and Kumar are unable to get the perfect Christmas tree. They return home to tell Maria's dad about the unfortunate news, but then Maria's dad hesitantly accepts Harold into the family for his valiant efforts. Later, Harold spends Christmas with Maria's family and Kumar is happy with Vanessa.