Ian is a high school senior in suburban Chicago, plagued by being a virgin. Online he s inflated his resume, met Ms. Tasty, and agreed to drive to Knoxville where she promises sex. He steals his homophobic, macho brother s GTO, and, with his two best friends, Lance and Felicia, heads south. Every young woman who meets Lance, including Felicia, is attracted to him, as he practices his aptly learned Pick-Up Artist skills. Ian, on the other hand, is a decent guy who wouldn t mind if his friendship with Felicia became a romance. By the time they get to Knoxville, they have encountered a jealous boyfriend, a menacing hitchhiker, jail birds, carjackers, an Amish community, and Ian s better judgment.