Brian Herzlinger, a 27-year-old aspiring filmmaker, has had a lifelong crush on Drew Barrymore since childhood. 20 years later, he decides to take a risk and ask her out on a date. Despite being a broke aspiring filmmaker from New Jersey, Brian and his friends document their quest to convince Drew to go out with him. Equipped with a video camera and $1,100, they have one month to succeed.
My Date with Drew
Brian, who's had a long-standing crush on Drew Barrymore since elementary school, is now determined to take a chance and ask her out on a date 20 years later.