Over the course of the last number of years, there has been a notable emergence of autobiographical accounts dealing with pregnancy loss, a topic that previously had been absent from literary texts. This chapter investigates how miscarriage is experienced and narrated in Italian-speaking literature from Italy and Italian-speaking Switzerland by analyzing a selection of contemporary memoirs, hybrid genre texts, and novels written by Cozza, Mazzoni, Zerbini, and Notari, all of which address encounters with pregnancy loss. Through close textual reading, this chapter helps to build a more inclusive picture of how the experience of non-motherhood is negotiated by women who did not have children or did not have the desired number of alive children due to episodes of miscarriage and stillbirth. Moreover, the contribution highlights how recurrent topics emerge across different writings and experiences and shows how the authors aim to break taboos by acknowledging, validating, and normalizing personal experiences of loss and grief from a maternal and feminist standpoint.