Chapter 4 turns to Jamaican-born Claude McKay’s Jamaica-based poetry in Constab Ballads (1911) and fiction in Banana Bottom (1933). Recent scholarship has positioned McKay as an exemplary black diasporic queer, focusing largely on his U.S.-based Home to Harlem (1928) and the France-based Banjo (1929). In contrast, McKay’s Jamaica-based work has been neglected, suggesting that it is inadequately diasporic, inadequately queer, or both. Jamaica as “home” is rendered normative by its absence from discussions of McKay’s queer aesthetics and politics. I turn to Jamaican slave, emancipation, and post-emancipation histories to frame McKay’s poetry and fiction. In doing so, I demonstrate that McKay derives his models of gender and sexuality from Jamaican histories of labor and punishment. Under slavery, men and women performed the same work and received the same punishments, and thus were similarly (un)gendered, a process that extended the logics and practices of thingification generated by enslavement and commodification. Following emancipation in 1832, the colonial government attempted to distinguish men from women by how it treated work and punishment: thus, as I illustrate, queer Jamaican history is not predicated on same-sex eroticism, but in the range of embodied practices and desires made legible and illegible through slave and emancipation histories. In Constab Ballads and Banana Bottom, McKay depicts not only a range of erotic diversities, but, more importantly, a range of epistemological frames for understanding those diversities that depart from colonial modernity’s pathologizing logics. McKay goes where Fanon does not know how to, by demonstrating the place of erotic freedom within black diasporic struggles.