Outrageous romantic comedy. When he was at high school in New Jersey, Chris Brander (Ryan Reynolds) was an overweight nerd who secretly pined after his best friend, the beautiful Jamie Palamino (Amy Smart). Confessing his love to her on graduation day, Chris was mocked by his classmates and gently told by Jamie that she wanted to stay 'just friends'. Ten years later and Chris has transformed himself into a handsome, successful record producer, as well as a serious ladies' man. When he's assigned the task of signing up his ex-girlfriend Samantha (Anna Faris) to a record label, Chris finds himself stuck in New Jersey and decides to hunt down Jamie and win her over now that he's a changed man. But Chris has to get back in touch with his inner geek when he finds that he has a rival for Jamie's affections, to prove that he's as sensitive now as he ever was.