This chapter focuses on the work of Judith Butler and Eve Kosofsky Sedgwick. It offers an account of the major strands of their thinking, how their work evolved over the course of the 1990s and early 2000s, and the ways some important formulations in queer and trans studies can be traced directly or indirectly back to these writers. Sedgwick engages with the entangled relations between sexuality, knowledge, and feeling and Butler with the coconstitutive connections among gender, sexuality, and notions of embodiment. Butler’s and Sedgwick’s critiques of what were commonsensical ideas about gender and sexuality still raise powerful questions about bodies, identity, and collective movements, even as later scholarship puts pressure on the implicit frameworks that shape how those questions are posed and addressed in their work.