Dustin (Jason Biggs) is a nice and loving guy who always tries to do the right things in his relationships. However, he is not good at reading women and often ends up doing the wrong thing, which leads to his girlfriend, Alexis (Kate Hudson), breaking up with him. Desperate to get her back, Dustin turns to his best friend and womanizer, Tank (Dane Cook), for help.
Tank is a master in the art of seduction and convinces Alexis to go out on a date with him. However, he purposely makes the date so bad that she will never want to see him again and inevitably be drawn back to Dustin. But things become complicated when Tank starts falling for Alexis and realizes that she is not the kind of girl he thought she was.
As Tank and Alexis continue to date, Dustin becomes jealous and starts to interfere with their relationship, which leads to a series of hilarious and awkward situations. However, as Tank's feelings for Alexis deepen, he must choose between his loyalty to his friend and his desire for the girl he loves.
The movie is a romantic-comedy that explores the complexities of relationships and the idea that love can come from unexpected places. It features a talented cast, including Jason Biggs, Kate Hudson, and Dane Cook, and is a fun and entertaining film for anyone who enjoys a good romantic-comedy.