Postcolonial Anglophone African literature emerged from a historical background characterised by a horrid collision and corrosive colonial encounter. The excruciating colonial memory of inhuman treatment, exploitation, expurgations, and a purposive denigration of natives´ cosmos created lasting strained relations between the peoples of African and European ancestries. The advent of postcolonial era saw Africans posing vexing questions about their humanity, cultures, languages, identities, and morals which were severely repressed and, in some cases, impoverished or forced into oblivion. Nevertheless, it is not merely the colonial archive that informs postcolonial writing, but it also addresses compelling issues affecting present-day human relations. The unfolding phenomenal increase in human interaction that is aided by (trans)national migration and advanced transport and communication technologies has a strong bearing on modern sociolinguistic and cultural landscapes. In this introductory chapter, we engage with the contentious matters that are raised by decolonial and postcolonial thinkers which compel us to rethink some long-held perspectives and practices vis-à-vis present concerns within the vibrant sphere of postcolonial Anglophone African literature. We interrogate sources of the current anxieties, specifically, with a focus on the alluring but entwined concerns about language use, cultural identity and race representation, all embedded in problematic vistas of postcolonial becoming. In this introductory chapter, our primary aim is to provide access into the messy terrain of postcolonial African literature and the weighty questions regarding the unfolding circumstances in the postcolonial moment.