Batman: Legends of the Dark Knight #186

Part two of "Riddle Me That" arrives in this 2005 installment of Batman: Legends of the Dark Knight, and Sean Phillips's cover design makes an immediate impression — a brooding close-up of the Riddler in profile, his question-mark lapel pin prominent as steepled fingers press thoughtfully against his lips. The stark, flat color palette and bold graphic composition give Edward Nygma a calculating, almost meditative quality that feels genuinely unsettling. With Shane McCarthy writing and Tommy Castillo on interior art, this five-part arc is shaping up to be a compelling showcase for one of Gotham's sharpest criminal minds.