When Stanley (Wilson) first meets the smart, successful and gorgeous Diana, he instantly knows that she is the perfect girl for him, however, anything that can go wrong does go wrong!
Luke Wilson (Legally Blonde 2: Red, White & Blonde, Old School) is joined by Denise Richards (Scary Movie 3, Love Actually) in this sexy, riotously funny comedy from one of the producers of American Pie! So when he finally works up the nerve to ask her out... and she unexpectedly says "yes"... Stanley does everything to make their date the perfect night on the town! Once the big night finally arrives, however, anything that can go wrong does go wrong, thanks to the constant interruptions of an unwelcome wacko who's convinced that he's doing Stanley a favour! But what starts out as an annoyance could eventually turn into an unexpected surprise!