Starring Ryan Reynolds and Amy Smart, a geeky-teen-turned-successful-record-executive returns to his hometown 10 years later over the holidays to tell his best friend that he is still in love with her (and his daffy pop star girlfriend, played by Anna Faris, tags along). It may not go as smoothy as he planned, but being home for Christmas does allow him to reconnect with his old self again, who he'd lost sight of while living and thriving in Hollywood.