Synopsis by Mark Deming
It's birthday time once again for Bart (voice of Nancy Cartwright), and Homer (voice of Dan Castellaneta) goes back to his youth in the '70s for a seemingly perfect gift -- the Superstar Celebrity Microphone, which will broadcast a user's voice over any ordinary AM radio. To prove it, Bart lowers his pocket-sized radio down a well, and broadcasts messages, claiming to be "Timmy O'Toole," a cheerful boy who has become trapped in the well. Bart's prank works flawlessly, until he falls down the well while trying to recover the radio. Once folks find out that Timmy never actually existed, very few people are willing to help Bart, with his always harried family trying to find a way to rescue him. "Radio Bart" first aired on January 9, 1992; pop star Sting made a guest appearance as one of the guest artists on a Timmy O'Toole benefit single, "We're Sending Our Love Down the Well."