This chapter complicates Cuba’s contributions to Spanish American modernismo, interweaving close readings of the poetry of Julián del Casal and others in his circle with larger polemics about Cuban poetry that have marked Casal’s critical reception in Cuba into the twenty-first century. Casal, characterized in the chapter as an enduring mystery, a provocateur, and a dissident, wrote journalistic crónicas, as did José Martí. But Casal’s work embraced the more inward-turning estheticist and decadentist modernista tropes drawn from French Parnassianism, which has led to what the chapter portrays as the protracted debate about Casal and Martí as opposites, an overdrawn contrast in this chapter’s view, ranging from attacks on Casal as “exotic” or “Frenchified” to his recasting as an “autonomous agent” who rebelled against literary norms. If Martí rebelled on behalf of others, the chapter affirms, Casal rebelled to free himself, even if it meant denying his body certain desires and habits, an observation pointing to critical initiatives to contextualize Casal as a gay writer, which the essay also examines.