This chapter explores a specialized use of the word "free" in Shakespeare's works. It does not deny that Shakespeare often uses term in political and legal senses. What it shows is that Shakespeare also often uses the term to denote a quality of mind or soul, and that this quality can be thought of as a virtue when it is acted upon. The quality is shown to be related to generosity -- or partly constituted by it -- but also to include an element of other-directedness and the possession of what might be called an unarmed ego. The chapter argues that while the term occurs in this sense throughout the Shakespearean corpus, the term is most clearly defined and focused on in one of the great comedies, Twelfth Night. The play is shown to be built around the concept. The chapter then turns to how the term -- that is, the quality -- functions in tragedy. It is shown, in Hamlet, and especially in Othello, to function explicitly as a liability to the protagonist. But this is not seen as undermining its status as a virtue, merely as defining one of the differences between a comic and a tragic world.