The book explores the relationship between Euro-American literature and the history of the anarchist movement and culture from the late-18th to the first half of the 20th century. By examining the connections between a range of canonical authors or semi-canonical authors and the radical political tradition of anarchism, this research argues that some of the most influential figures in Western literature engaged—explicitly or not—with one of the most heterodox ideologies in the history of European political thought: anarchism. The aim of the work is to delineate the analytical ground for the theoretical encounter between anarchy and the history of art and literature, thus offering a different perspective on Western literary modernity.