When Bobby dies in a car accident, he can't go to heaven. Instead, he has to stay in one of the lower levels until he has done enough work as a guardian angel to earn his way to paradise. One of his jobs is to help Lenny, a smart boy who is in love with Sharon, the most beautiful girl in the class. But she doesn't even notice him, and he is about to kill himself because of it. Bobby stops this from happening and dresses Lenny up as a playboy and tough guy so he can get what he wants, even though Bobby knows this isn't the best solution. Bobby thinks his job is done, but then he finds out that Lenny's mother is his ex-new girlfriend's husband. Even though he wasn't supposed to, he made himself known to her...