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Van and Richard exchange escalating pranks until it culminates in Van, Taj and Hutch replacing the cream filling of a batch of pastries with canine semen taken from Van's English Bulldog Colossus. As he learns of Gwen's work with Van and suspects a growing bond between them, he moves to sabotage their prospective romance. Gwen's boyfriend, Richard “Dick” Bagg ( Daniel Cosgrove), is a pre-medical student and the president of his fraternity Delta Iota Kappa as well as the student government.
Van eventually agrees to sit down with Gwen for the follow-up piece after losing a hockey bet to her. Though Van hates the article at first, he realizes it can be the "cash cow" he needs to stay in school. Overhearing two of the Lambdas expressing their excitement over the party's success and their satisfaction with Van's work, Gwen writes a story crediting Van as the host of the party. After a couple of attempts to get money fast, Van is approached by the Lambda Omega Omega fraternity, offering to pay him a thousand dollars to throw them a blowout party and boost their popularity. Her editor assigns her to get an “unattainable” human interest story on Van Wilder as he normally refuses to do interviews for the paper. Gwen Pearson ( Tara Reid) works for the school paper, and despite her talents for journalism, her articles don't generate interest from the student body. After Van has sex with her, Deloris hands him the paperwork for an extension, which Van realizes he only needed to ask for in the first place. Faced with disenrollment due to unpaid tuition, Van seeks a payment extension from the registrar, Deloris Haver ( Cynthia Fancher). When Van refuses, his father decides to sever Van's financial support. Upon learning that his son is still in school, Van's father ( Tim Matheson) arrives at Coolidge intent on bringing him home.
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Among his friends are his roommate and close confidant Hutch ( Teck Holmes) and his newly hired assistant Taj Badalandabad ( Kal Penn), a sexually repressed foreign exchange student from India. With no ambition to graduate, Van spends his days driving around campus in his customized golf cart, posing nude for figure drawing classes, and organizing soirees and fundraisers for his peers. In short, National Lampoon's Van Wilder is likely to appeal to both fans of the film and anyone interested in up-and-coming performers on the current pop music scene.Vance “Van” Wilder ( Ryan Reynolds) is a confident and sardonic seventh-year senior at Coolidge College who is popular among most of the student body. Elsewhere, the "soundtrack ballad" category is covered by Swirl 360 with "Okay," an atmospheric dazzler that piles lovely vocal harmonies atop a stately acoustic arrangement, and Abandoned Pools with "Start Over," a wistful track built on a silky chorus layered with dreamy synthesizer hooks. Another memorable track in this soulful vein is "Little Man," a sultry slow jam with torchy vocals from Sia (star vocalist for English electronica outfit Zero 7).
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National Lampoon's Van Wilder also includes the occasional nod to the R&B scene: one of the best is N.E.R.D.'s "Things Are Getting Better," a percolating hip-hop track that layers a rap full of amorous braggadocio over a bells-and-whistles arrangement bursting with electric piano riffs, thick synth bass, and crisp percussion. Another winner in this vein is David Mead's "Girl on the Roof," a sweetly romantic yet fast-paced tune that highlights soaring candy-sweet vocal harmonies over a tight arrangement driven by some frenetic drumming. Top 40 fans will already be familiar with the likes of American Hi-Fi and Sum 41, but the true gems come from the lesser-known bands: Sugarcult's "Bouncing off the Walls" welds a catchy, almost bubblegum-ish melody to a punky arrangement full of fuzzy guitars and crashing drums while the Living End's "Roll On" marries a rousing singalong melody to a surging guitar rock arrangement full of nifty hooks. National Lampoon's Van Wilder devotes a lot of its running time to energetic power pop. The result is a soundtrack album that is as boisterous and dynamic as the film that inspired it. Instead of loading up on the usual outtakes and uninspired cover versions that often dominate these soundtracks, this album focuses on strong tracks from a number of new bands on the verge of breaking through. The song soundtracks that accompany youth-oriented films are almost always throwaway items, but National Lampoon's Van Wilder is a surprising and pleasant exception to this rule.