The Third Wheel is a 2002 American film directed by Jordan Brady, starring Luke Wilson, Denise Richards, Jay Lacopo and Ben Affleck. The plot of the movie revolves around a first date between the clumsy and shy Stanley (Luke Wilson) and the gorgeous Diana (Denise Richards) which is interrupted by a homeless man Phil (Jay Lacopo).
After more than a year fantasying about asking out his co worker, Stanley (Luke Wilson) finally asks Diana Evans (Denise Richards) out on a date. As the two venture out on their first date, Stanley hits a homeless man Phil (Jay Lacopo) with his car, and the events that follow are far from the night of romance that Stanley had planned. While this all is happening, Stan's co-workers, including his friend, Michael (Ben Affleck) are monitoring the date between Stan and Diana and they are betting on how far Stan will get with the beautiful Diana.