Mad #389

Mad #389 kicks off the new millennium with a jam-packed cover by Drew Friedman, featuring a chaotic swirl of caricatured celebrities, politicians, and pop-culture figures — including recognizable likenesses of a grinning politician, a blonde bombshell surrounded by flying cash, Sonic the Hedgehog, and a whole crowd of 1999's most talked-about faces — all orbiting the bold headline "The 20 Dumbest People, Events and Things of 1999!" The cover also teases parodies of The Sopranos and The Sixth Sense, plus "Our List of the 12 Dumbest Lists of the Year," signaling a gleefully irreverent year-in-review. Inside, writer Arnie Kogen and artist/inker Mort Drucker bring their sharp satirical talents to "The Supremos," making this a genuinely fun snapshot of Mad at the turn of the millennium.