This chapter begins by interrogating the ideal of authenticity as a paradigmatic modern response to the crisis of master narratives. It critically examines practices of narrative selfhood, and discusses the ways in which social roles offer scaffolds for the development of a self without fully constituting such a self. Role-playing – the inhabitation of social and narrative roles – is an outstanding example of the exercise of imagination, its double function of finding and making, and its for-the-most-part inherited, moulded, and largely habituated practice. The chapter concludes with a theological discussion of the ways our habitual imagination of selfhood can be broken open without pretence that we might be able to find a fully realized authentic self beneath our narrative and social roles.