The Joker the Clown Prince of Crime vs. Pennywise the Dancing Clown. Send in the clowns! No wait send them back send them back! Welcome to WatchMojo and today we’re pitting two of pop culture’s most infamous clowns against each other. In one corner is the Joker archenemy of Batman. In the other is the terror of Derry the ancient and malevolent entity who often takes on the guise of Pennywise. Which one of these heinous harlequins will emerge victorious? Join WatchMojo as we pit the Joker against Pennywise to determine the victor — no clowning around.