Born: 13th September 1977, New York City, New York, U.S.
Two months after co-writers David Shayne and Joe Raiola facetiously proposed Fiona Apple as a replacement co-host for Kathie Lee Gifford (MAD #396, August '00), Mort Drucker illustrated her - alongside fellow female pop sensations Tori Amos and Jewel - for this portion of the Russ Cooper-written "More Contractual Obligations We'd Like To See Some Celebrities Agree To" (MAD #400, December '00).
"Also available: Sour McLachlan and Alanis Smore'sette!" Fiona Apple factored into the first of four gags for "New 'Rock & Rap Inspired' Ben & Jerry's Flavours," which ran on the back cover of MAD #401 (January '01). Illustrated by Scott Bricher and written by Arie Kaplan, it's the second-last "original-content" MAD cover prior to the arrival of the colour-and-ads era two issues later.