In this dissertation, I take a close look at the deflationary theory of truth, and deflationary semantics, generally. My thesis is that, as a theory about the nature and function of the property of truth, deflationism is well supported. However, deflationary semantics, which combines deflationism about truth with deflationism about meaning cannot be argued for by pointing to the expressive function of the truth predicate. Having shown that deflationism about meaning cannot be argued for in this way, I develop a challenge to deflationary semantics, the challenge of the contingency of sentential truth conditions. The challenge for the deflationist is to explain (or explain away) the fact that her view assigns the wrong modal properties to tr...