J.L. Borges’ Ficciones, M. Zambrano’s Claros del bosque, and O. Paz’s El mono gramático exemplify the intellectual acumen, breadth, and depth, as well as the literary brilliance of these three Hispanic philosophers. Borges, Zambrano, and Paz deploy analogy as an indispensable and irreplaceable heuristic tool and literary device to convey their insight and perplexities on the nature of existence. Borges’ ironic approach involves reading and writing philosophy as fiction. Zambrano’s poetic reason is a mode of writing and thinking based on an imaginative sort of recollection that is ultimately a visionary’s poetizing technique. Paz’s poetic thinking relies on analogy to correlate and harmonize the array of worldviews, ideas, and discourses that it engages and synthesizes.