Previous to this, his Student Council organization raised $25,000 to bring a Cambodian boy, Samnang, a genius that taught himself Calculus without any textbooks, to the US to study at Westport High.

Following poor advice from his friend, Eli, Matthew goes on a date with Danielle and takes her to a cheap motel room. Watching his behavior, she guesses that Matthew had seen her on tape, and concludes that all he wants to do is "fuck a porn star in a cheap motel room", so she storms out. Later Matthew finds out she is leaving for Las Vegas.

Matthew and his friends follow Danielle to Las Vegas and find her performing at an adult movie convention. Once there, they discover that her old porn director/producer boss Kelly (Timothy Olyphant) is unwilling to let her go without trouble. When Matthew convinces Danielle not to rejoin the industry, Kelly only cares that he has lost his best actress and $30,000 in business. Kelly leads him into Hugo, his rival producers house, and reports Matthew for robbery after he convinces him to break in and steal an award. After Matthew manages to escape the house and the police, Eli picks him up and takes him to the awards dinner, where he has to give a speech to win the scholarship. High on ecstasy he unknowingly took from Kelly, he blows the speech and loses the scholarship. Kelly then gets his money back by stealing the money Matthew raised to get Samnang, the Cambodian genius to study in the U.S.

Matthew and Danielle get back together and devise a plan for him to get the money they need to set things straight by making a Sex-Ed video with rival producer Hugo (James Remar), which would be set in the school library on prom night. The sex-ed video features real, topless, porn stars who "show you how to put a condom on the real thing---no bananas or cucumbers in this movie." In the end, all the public schools adopt the tape, and Hugo and Matthew make millions off the video---more than enough money to get Samnang to the U.S. and to pay for Matthew's tuition to Georgetown. However, Matthew wanted to be anonymous, being referred to as Hugo's "silent partner."