Through a hermeneutic interpretation, this assay articulates a bridge between the thinking of Jean-Jacques Rousseau and Walter Benjamin as regards the concepts of childhood that they have left to us as a legacy. We have interpreted, in both authors, the idea of a nature of childhood that is aesthetically constituted. In book I of Emílio, and in some excerpts of Benjamin’s overall work that focus on the topic, we have found connections between both authors that we interpret as their childhood aesthetics. Through this hermeneutic exercise, the comprehensive horizon on the topic is updated, addressing the concepts of one and other, and looking for the familiarities among them when it comes to childhood, a markedly aesthetic place.