Stanley (Luke Wilson) has worked with Diana (Denise Richards) and harbored a crush for a quite a while. When he finally gets the courage to ask for and secure a date with her, he wants everything to go perfectly -- but he couldn't have expected Phil (Jay Lacopo)! On the way to the date, Stanley accidentally bumps Phil, a homeless man, with his car, and can't shake him for the rest of the night. Not the makings for romance, but will true love win out?

release year: 2002

star(s): Ben Affleck    Denise Richards    Luke Wilson    Matt Damon