The sixteenth season of the American animated sitcom The Simpsons aired on Fox between November 7, 2004, and May 15, 2005. It contained 21 episodes, beginning with Treehouse of Horror XV. The season w

"The Heartbroke Kid" is the seventeenth episode of the sixteenth season of the American animated television series The Simpsons. It was written by Ian Maxtone-Graham and directed by Steven Dean Moore.