Most literary histories of Renaissance skepticism neglect medieval skepticism and address a single genre, usually drama, or a single author, usually Montaigne or Shakespeare. This literary history of skepticism in England addresses medieval skepticism as well as multiple genres and authors. The introduction defines key terms, distinguishes between first- and second-wave skepticism (using William Walwyn and Joseph Glanvill as examples), and clarifies the relation of skepticism to secularization. It reviews competing narratives of secularization in early modernity, including those of Hans Blumenberg, C. John Sommerville, and Charles Taylor. It argues that the challenges posedby philosophical skepticism incite aesthetic innovation. Issues of cognition, language, ethics, and politics are identified. These include problems of doubt and suspended judgment, the uncertainty of private experience, illusions of impartiality, dilemmas of neutrality, parodies of sovereignty, questions of religious conflict, dissent and toleration, as well the pleasures of aisthesis and the skeptical sublime.