Young Chris Brander (Ryan Reynolds) has a problem. He has been best friends with Jamie Palamino (Amy Smart) for years, but it seems like that's all they will ever be. He's stuck in The Friend Zone.
Now they're graduating, so he's going to write her a special note in her yearbook. The only problem is one of those jerk jocks gets a hold of it and reads the note to everyone at the party, and he's humiliated again. He jumps on his bike and rides off.
10 years later, he is in LA and his boss gives him an ultimatum. Sign (another) bratty superstar to a contract, or find somewhere else to work. It just so happens that he's been dating this one, so they jet off towards Paris to see what he can do.
This superstar isn't very bright, however, making it even worse. She puts her leftovers in the microwave-safe container in the microwave, but neglects to remove the aluminum foil, and that starts a fire, which grounds the plane. It just so happens that they're stuck in New Jersey, which puts Chris right back where he's from, so he stops in to see the family and friends.
That night he runs into Jamie while they are out, and all those old feelings come rushing to the surface. He puts his brother (Chris Marquette) in charge of the bratty would-be diva - a job he loves - and starts to try to woo Jamie. There's just one thing wrong with that plan. Jamie was in love with the old Chris, and she thinks the new Chris is a jerk.
Over the next couple of days, Chris proceeds to completely blow any chance that he has with Jamie, and alienates his job as well as all his old friends and family. At least he does it in spectacular fashion and it's fun to watch.
Upon returning to LA, he promptly kicks the would-be starlet out and leaves what he thought was his dream job for a chance with Jamie, who takes him in after an appropriate amount of groveling.
Rated PG-13.
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