Dan Landsman (Jack Black) is the self-proclaimed chairman of his high school's alumni committee. While planning for the twentieth reunion he has the idea of convincing Oliver Lawless (James Marsden), the most popular guy in his graduating class, to return, thinking that this will make people want to attend.
Dan eventually makes the trip to Hollywood on the pretext of a business trip with his boss. After a drug laden night with Oliver, who has revealed his sexual fluidity, Dan convinces Oliver of making it to the reunion together. This happens after sex between the two.
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