In high school, Chris Brander was a shy, overweight teen with a crush on the beautiful Jamie Palamino. Unfortunately, Jamie thought of the grood-natured Chris as “just a friend”. Fast forward ten years, Chris is a suave, fit and successful music executive visiting home and looking for a little payback. Love has tougher plans for him, though, as he attempts to once again woo Jamie, all the while trying to distract the ditzy, pop-diva client he has in tow and a rival suitor. Soon enough, Chris finds that romancing Jamie has not gotten any easier in this outrageous comedy of errors!