In this thought piece I reflect on the essay I wrote in 2001 about using literature in a history of sexuality. There, over 20 years ago, I proposed that we have always been queer. The thought piece now explores the continued relevance of this proposal, along with the virtues of more contemporary trans theories. Queer and trans theories help us to articulate the significance of diverse examples of sex and gender that we encounter in Iberian literatures, especially when these examples are nonconforming and contradict the nonmodern binaries and norms that are often proposed by historians. The thought piece urges us to challenge the supposed realities of norms and binaries in light of these myriad examples, especially if we consider shifts in ourselves as reading subjects, and hence in our readings and interpretations of medieval Iberian texts.