The fifth chapter of Sa‘di’s Golest?n, “On Love and Youth”, is arguably the most thought-provoking and aesthetically appealing section of the entire book: it is the virtual venue in which all the images, mores, and representations of human society—with its hierarchies of power and rules, along with the values that Sa‘di promotes—intersect and conflate to give birth to a dynamic representation of the possibilities of love and desire as anthropological overarching axes. With this paper I wish to analyze the intersections between poetry and prose in one particular story of the Golest?n’s fifth chapter as a means to investigate the relationship between geography and seduction in Sa‘di’s representations of desire from the perspective of the premodern literary tradition of Iran. The languid pseudo-biographical account of the encounter between Sa‘di and a young student of Arabic grammar in Kashgar has not yet received the critical attention that it deserves, not only because of the homoerotic content of the story, but also as a consequence of the misleading debates on the historiographical veracity of Sa‘di’s “confessions”. By combining the theoretical paradigms of Geocriticism, the performativity of the lyric voice, and Baudrillard’s theory on the reciprocity of seduction, I set out to explore the interaction between verse and prose in the story leading to the chaste farewell between the poet and his young object of desire.