The Third Wheel(2002)

"The only thing Stanley & Michael didn't plan on for the perfect date was... Phil."

Overview

The clumsy and shy Stanley is a nice fellow, beloved by his colleagues in the office. He has a crush on the gorgeous new-hire Diana, but he has difficulties to get close to her. When Stanley finally invites Diana for a date, he hits the homeless Phil with his Taurus, and his planned night turns upside down.