The Ladies Man (2000)

Leon Phelps is a man with a mission--he's an affable but dimwitted Casanova, who considers himself the world's ambassador of romance--and he must pass on his message of love. Drawing on his own vast and personal knowledge of love--at least certain aspects of it--Leon dispenses advice to the men and women of Chicago about matters of the heart and body. He is always giving bad counsel about how to improve their love lives. Leon is earnest, inexhaustible and inexplicably attractive to women--he's the Ladies Man--and in his own endearingly innocent way, he only wants to do one thing: help the world with his expert knowledge of amore.