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This paper will discuss the transition from Modernism to Postmodernism in 1960s literature. Specifically, the paper will discuss the deconstruction of the subject and the introduction of subsequent “pluralities.” Ken Kesey’s One Flew Over the Cuckoo’s Nest, Sylvia Plath’s The Bell Jar, and Richard Yates’s Revolutionary Road are discussed as texts in unique areas of transition in which the female protagonists embody this sense of plurality and use it to become women freer from patriarchal constraints.