This essay explores the work of Thomas Pynchon through the critical apparatus of Jean Baudrillard, with particular focus on the concepts of simulation, hyperreality, and the implosion of the real. Rather than offering a totalising reading, this essay stages a dialogue between two elusive figures, Pynchon, the postmodern novelist of paranoia and systems, and Baudrillard, the post-Marxist theorist of simulacra and the symbolic collapse of the real.