Drillbit Taylor - Plot

Plot

Ryan and Wade are starting high school. On the first day of school, Ryan and Wade witness two bullies, Filkins and Ronnie, attack a geek, Emmit, by shoving him into his locker. Wade intervenes. Filkins and Ronnie begin endlessly targeting Ryan, Wade, and Emmit.

Wade suggests hiring a bodyguard. They place an ad on the Internet, and after a series of disturbing interviews with ex-cons and hired guns, they end up selecting Drillbit Taylor (Owen Wilson). Drillbit pretends to be a martial arts expert and mercenary, but is really a homeless beggar. His real intention of becoming their bodyguard was to rob them and use the money to buy a ticket to Canada. Drillbit tells the boys to find some common interests and become friends with Filkins and Ronnie. Ryan challenges Filkins to a rap battle, but gets carried away and ends up humiliating Filkins. As an angry Filkins, alongside Ronnie, ambushes Ryan, Wade, and Emmit. The boys try using a tactic Drillbit taught them, but it ultimately fails. The boys are furious with Drillbit's teachings. But they decide to bring him to school as a substitute teacher, and in that capacity he is able to protect them. While there, Drillbit meets a teacher, Lisa Zachey (Leslie Mann), and they start a relationship.

One morning as his mother is driving him to school, Ronnie sees Drillbit taking a shower at the beach; his mother reveals that he is homeless. Ronnie tells Filkins and Filkins finds the boys and punches Drillbit. Later on at Wade's house, they catch Drillbit's homeless friends stealing everything in sight, leaving the house completely empty. Drillbit confesses that his real name is Bob and he went AWOL from the U.S. Army. The boys fire Drillbit, who later recovers all of Wade's possessions and places them back before Wade's parents return home. Unfortunately, the boys accidentally let slip about Drillbit. Their parents take things up with the principal, who contacts the police. Filkins plays innocent and charms all the adults; Filkins continues to ridicule the boys after Drillbit's disappearance. Tensions finally burst when Filkins interrupts Wade's attempt to ask his crush, Brooke Nguyen, out. Without realizing what he was doing, Wade challenges Filkins to a fight.

Ryan and Wade arrive at Filkins' house, where he is hosting a party; Ronnie shows up to help Filkins against them. Emmit, who initially refused to fight, comes to their aid and for a while causes quite a lot of pain to Filkins, almost defeating him; but Ronnie knocks him out while trying to break Filkins' leg. Drillbit shows up and Filkins punches him. Drillbit refuses to fight back until it is revealed Filkins is not a minor; Drillbit quickly begins fighting and knocks Filkins out cold. He is about to defeat Ronnie, but he's a minor. Within minutes, the police arrive and Drillbit flees for fear of prosecution. Filkins wakes up and throws a samurai sword at the boys, but Drillbit catches it. He saves them, losing half of his pinkie finger in the process.

Filkins is arrested and shipped off to Hong Kong where he will live with his parents under house arrest as an alternative to being sent to prison for the attempted murder of the three boys with the sword. Ronnie no longer ridicule other boys because Filkins is gone and reveals that he had been bullied by Filkins many times. As a result, Ronnie has become kind to everyone, and is now friends with the boys. Drillbit is taken to jail, but ends up being released within three weeks. He is reunited with Lisa and the boys.

In a post-credits scene, Drillbit is revealed to have become a school nurse and asks a kid with a bloody nose if he needs a bodyguard.