A number of recent studies have claimed to explain how Kant can or cannot accommodate pure judgements of ugliness in his aesthetic theory. In this paper I critically review the arguments on each side of the debate and then develop a new account of how Kant might explain the pure judgement of the ugly, namely, by appeal to the quickening of the faculties in their harmonious free play. Some implications and applications of such an explanation are then explored, including a (...) rethink of the nature of beauty and ugliness. (shrink)