There is sound evidence that one’s skill in emotion differentiation, i.e., the ability to distinguish between one’s emotions, considerably contributes to one’s well-being. People low in this skill are at higher risk of psychopathology, while those high in it are generally healthier and better able to regulate their emotions. But how does one acquire such skills? How, in other words, can one learn about the granularity of emotions? Everyday experiences may sometimes help, but they are too erratic to systematically build on them. Also, the theoretical approaches to emotional granularity leave open the question of whether differences between individuals have to do with emotional sensitivity per se or with the (in)ability to label different shades of emotions. In this chapter, we propose that one important cultural resource in this respect is offered by literature, where one can find a more elaborate vocabulary as well as more in-depth descriptions of fine-graded distinctions between shades of emotion. Basically, literature (novels, stories, poems, or theatre plays) presents scenarios in which characters react to emotional challenges. By differentiating linguistically between gradations of feelings, readers become acquainted with a variety of expressions that distinguish fine-tuned differences between emotions. Furthermore, literary texts also employ specific devices that compel the reader to reflect on emotional states and processes. We will provide examples of such distinctions and techniques from literary texts, pointing out the high value of forming a better grasp of one’s emotional inventory.