This revisionist study argues that the Essais of Montaigne—made available to Shakespeare and the English-reading world via John Florio’s translated Essayes in 1603—were a crucial factor in the composition of later Shakespearean drama. While the change in monarchy, the revived interest in judicial rhetoric, and the alterations in Shakespeare’s acting company undoubtedly helped shape plays such as Measure for Measure, King Lear, and The Tempest, this book contends that Shakespeare’s reading of Montaigne is an under-recognized driving force. Both authors quest for approaches to self, knowledge, and form that stress fractures, interruptions, and alternatives. Indeed, Montaigne himself claimed, in his “Of the Force of the Imagination,” that “Some writers there are, whose ende is but to relate the events. Mine, if I could attaine to it, should be to declare, what may come to passe….” In testing—essaying—Montaigne’s writing, Shakespeare, like his French forebear, focuses on possibility, multiple selves, and brave new worlds—what has not been but might yet be.