The Third Wheel

Stanley (Luke Wilson) finally asks out his co-worker Diana Evans (Denise Richards) on a date, which is interrupted by a homeless man Phil (Jay Lacopo). As Stanley tries to navigate the evening, he hits Phil with his car, leading to a series of misadventures, including a hospital visit and a impromptu performance at an outdoor theater. Ultimately, Stanley's kindness and generosity help him win over Diana, played by Denise Richards.