This chapter investigates how and why the cultural capital of literary fiction increasingly became aligned with liberalism and the Left in the 1970s and 1980s. It introduces a unique historical perspective that moves away from well-trodden narratives about how modern progressive liberalism, the sixties counterculture, or the New Left altered the landscape of literary fiction, and toward a broader political narrative that interrogates the impact of conservatism as an ideological force on American fiction after the 1960s. This shift in conservative literary taste was a historical contingency, a largely unintended byproduct of arguments between three strains of the post-sixties American Right: the triptych of William F. Buckley’s movement conservatism, Irving Kristol’s neoconservatism, and the reactionary populist New Right. To advance its argument, this chapter concentrates primarily on the writings of Saul Bellow and Thomas Pynchon, two major postwar novelists who wrote several of the most critically acclaimed works of the era, but who were eventually seen as occupying very different positions in the political literary fields: Bellow’s literary prestige declining as he was aligned with neoconservativism and the American Right, and Pynchon’s literary prestige increasing as he was aligned with various strands of the New Left and the broader counterculture.