This chapter introduces the two essential challenges in accommodating emotional communication within a theory of utterance interpretation: the challenge of description versus expression and the challenge of propositions and ineffability. We sketch the prehistory of philosophical thought and show how the sidelining of emotional communication in modern linguistic pragmatics is very much a consequence of the propositional foundations on which modern theories of semantics and pragmatics are built. Consequently, such theories have problems accounting for expression and ineffability. Two further challenges are also articulated. The first of these concerns the nature of the term pragmatics, and this chapter concludes with some background on what we mean by pragmatics in this book. The second concerns the nature of emotion itself: what is emotion? We turn to that challenge in the next chapter.