At the turn of the sixteenth century, John Skelton left a strange legacy to the English literary canon: a verse form characterized solely by short lines and long rhyme sequences. This formal innovation, a species of close rhyme now called “the Skeltonic,” has puzzled Skelton's interlocutors for centuries, leaving him a liminal figure within literary history. But if Skelton was an anomaly, the Skeltonic does not stand alone within the English-language literary canon. American hip-hop, one of the most formally innovative, commercially successful, and contentious poetic forms of our day, foregrounds a style and ethos that in many ways picks up where Skelton left off. Hip-hop, like the Skeltonic, requires the explanatory force of its own context, and yet its remarkable, persistent, historically dissonant commitment to rhyme suggests a striking formal parallel with Skelton's verse, one that offers transhistorical insight into the performative poetics and paradoxical politics of close rhyme.