This paper revisits Wittgenstein’s work in relation to intercultural communication. Specifically, it considers how Wittgenstein’s philosophy relates to the analysis of cultural discourses as intercultural language games. The article presents a move beyond anti-essentialist interpretations of language games and towards the idea of cultures as family resemblance concepts in the context of Wittgenstein’s naturalism. The idea of organic form is presented to discern this naturalism from that of the sciences. The possibility that Wittgenstein viewed languages and cultures as organic forms is a way to draw connections between his philosophy and more enigmatic, pessimistic views concerning culture and civilization. Together with the familiar philosophical concepts, it is asserted that these views present insights for intercultural communication research today.