Across sub-Saharan Africa, South Asia, and the Caribbean, the English-language essay engages with colonialism and postcolonial reality to embody forms of life writing that grapple with the provocative confluences of English education, local context, and migrant desire. While conflicts between colonial legacy, postcolonial liberation, and creative imagination assume urgency with pioneers such as V.S. Naipaul and Chinua Achebe, linguistic limits on ethical and political values emerge as defining concerns for apartheid-riven writers such as Nadine Gordimer and Zoë Wicomb, while the scope and constraints of postcolonial representation energise the essays of Shashi Deshpande and Amit Chaudhuri. The fluid and constantly changeable identity of the postcolonial subject that drives the aspirations of the postcolonial essay finds language in its promiscuous texture and heterogeneous structure, its dalliance with analysis, narrative, and image, and its perpetually wandering and unfinished form.