Eighteen-year-old Ian (Josh Zuckerman) has always been ridiculed by his friends as "the last virgin in the United States". He has always been given the "nice guy card" and his skills in picking up girls are not as good as his 14-year-old brother. After meeting a girl named "DANIELLE" on the Internet, it seems that a turning point has come. The other party promised to have sex with him as long as he went to Knoxville to see him. With the desire to lose his virginity, Ian hit the road with two friends-the heartthrob Lance (Clark Duke) and the tomboy Felicia (Amanda Crew). In fact, Felicia is a girl that Ian has always liked, but she seems to have always been in love with Lance. The three of them traveled together, encountered various hilarious things, and gradually discovered their true emotional needs in their hearts...