To illuminate Der Blaue Reiter’s relevance for artists of the twenty-first century, this chapter aims to enlarge our understanding of what it means to be ‘political’. By exploring the impact of Russian and German communal anarchists such as Piotr Kropotkin, Vyacheslav Ivanov and Gustav Landauer on the work of Wassily Kandinky – specifically, the tract ‘On the Question of Form’, the drama ‘The Yellow Sound’ and the oil Composition V – displayed in Der Blaue Reiter almanac, this chapter relates Kandinsky’s strategy of using multiple contrasting stimuli of colours and abstracted forms (synthesized from vernacular depictions of folk tales and popular biblical stories such as the Apocalypse) to the anarchist belief in natural law and their hatred of capitalism and materialism. It also points to the anarchist praise of the unconventional (as support for Kandinsky’s interest in Wilhelm Worringer’s discourse on medieval and Gothic art, as well as for his inclusion of contemporary composers in the almanac) as Kandinsky sought to address the problems of spectatorship by transforming the conventional Wagnerian Gesamtkunstwerk into a powerful, monumental work of art that would stir and involve his audience.