Kerouac referred to the Black American as “the essential American” and “the salvation of America,” phrases that, while never adequately explored in Kerouac’s writing, signal at least recognition of the centrality of Black Americans and Black American culture to the broader American society. This chapter explores how consumption of Black culture and Blackness as a catalytic theme weaves throughout Kerouac’s work and is key to his broader aesthetic philosophy. However, this chapter argues that his often superficial readings ignore the reality of Black constraint, subsequently rendering Black life discrepant with the lived experience of Blackness in America. Problematically, his longing is ultimately predicated on Black silence and evasion of Black interiority, and any identification with Blacks is transitory and does not ameliorate his uses of Blackness.