Halloween with Macy Gray

Debra Wilson plays a dazed Macy Gray answering her Halloween door to a princess, a robot and a cowboy. Mistaken for a clown because of her enormous afro, she drifts off into ideas for a new song, then digs treats out of her hair for the kids, assuring them it is clean. When she runs out before the princess gets anything, she promises a candy run that wanders into a stream-of-consciousness list of errands, from the liquor store and the weed spot to Dr. Dre's house, Taco Bell and astronaut school, until the children slip away.

This was one of five trick-or-treating doors in the episode's Halloween runner; the others belonged to Cher, Enrique Iglesias, Angelina Jolie and Janeane Garofalo.