How about "The Devil and Li'l D"? Sunny gives up his soul to the Devil so Lil'D goes free. Then he sings so bad from sundown to sunrise, explains that he can't do it since he has no soul and thus the Devil rips his contract. With no contract, Sunny is free to go.
The Principal may not be as cool as Sunny, but when he's fighting for love, or throwing around academic papers, he's no slouch.