This dissertation calls for progress toward the defining of a literary transpacific space as a methodology for investigating cross-cultural affinities and antinomies. Specifically, the dissertation defines its use of the transpacific as a conceptual framework for examining the encounters with Maoism in the American literature of the "long sixties," roughly the time period from the late 1950s to the early 1970s. Besides this temporal structure, the dissertation further restricts its investigation to texts, pictures and song lyrics from the United State and China which can be effectively argued to be counter-cultural (in the case of the United States) or Maoist (in the case of China). The term "Cultural Revolution" is therefore used in this work to indicate the texts which while fictional are overtly political and strongly influence the cultural aspects of the political movements of the era: the counterculture revolution in the United States in the 1960s and the Great Proletarian Cultural Revolution in China at the same time. Such definitions, then, allow for careful comparison of the texts to index and analyze cross-cultural differences. In this transpacific dialectic, then, we can compare Joseph Heller's Catch-22 with Wang Meng's novella, "The Young Newcomer in the Organization Department"; Norman Mailer's, Armies of the Night, with the Chinese model opera, Taking Tiger Mountain by Strategy; Thomas Pynchon's, The Crying of Lot 49 with the controversy surrounding Wu Han's play, Hai Rui's Dismissal; and, finally, the song lyrics of Bob Dylan with the poetry of Mao Zedong. These comparisons allow us to examine the different cultural values at the time of such key rubrics as organization, strategy, perception and engagement. These rubrics are examined in the light of both the fundamental political texts of the era and also poststructuralist theories. The hope is that such comparisons will furnish greater transnational cultural understandings in compensation against the relativism which seeks to divide by using nationalistic ideologies which are not subjected to dialectical scrutiny.