"Play the Game" is a comedy about a young ladies' man, David, who teaches his dating tricks to his lonely, widowed grandfather, and plays his best mind games to meet the woman of his dreams. As Grandpa becomes the Don Juan of the retirement community, David's tricks begin to fail him, and Grandpa must teach David that the best way to win the game of love is not to play games at all. But, both David and Grandpa may have met their match in more ways than one.