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He soon finds himself longing for greater challenges and thrills, and dons the disguise of the "Riddler" to challenge Batman, believing him to be a worthy adversary.In his first encounter with the Dynamic Duo, Riddler first tried to confound the crimefighters with his infamous double-entry Riddle Clues and then tried to kill them both in a booby-trapped glass maze on a pier-only for Batman and Robin to escape and the Riddler "vanishing" leaving only his trademark "? In Batman: The Long Halloween, the Riddler appears as an informant.Depicted as a Gotham City criminal mastermind, the Riddler takes delight in incorporating riddles and puzzles into his plots, and leaves them as clues for the authorities and Batman to solve.
In the one-shot "Riddler: The Riddle Factory", the Riddler becomes the host of an underground game show that focuses on digging up dirt on celebrities.
The character has been featured in various media adaptations, such as feature films, television series and video games.