Sins of Youth: Superman, Jr. / Superboy, Sr. #1

In "The Adventures of Superboy… When He Was a Man!", a 2000 DC comic written by Karl Kesel and illustrated by Rob Haynes, the unlikely duo of Superboy, Sr. and Superman, Jr. face a dangerous new threat as they navigate their shifting identities. When Blockade, Match, and the Gray Lady attack on behalf of the Contessa, the battle takes a turn when Superman, Jr. is injured—prompting Superboy, Sr. to make a desperate choice. The cover by Mike Wieringo and Terry Austin captures the high-stakes tension of a moment that redefines their partnership.