This essay was inspired by Robert Gober's moving and brilliant creation of a room of Forrest Bess's work and life, set within Elisabeth Sussman's paradigm smashing 2012 Biennial. I read Bess as an artist and a man in struggle, creatively and personally, with several binaries: inside/outside, metropolitan and hometown, gender binaries, and binaries in artistic practice. In all spheres, highly consciously and perhaps also unconsciously, Bess's encounter with, defeat by, and victory over these binaries produced an extraordinary body of work. In this very postmodern modernist, we see the complexity of materiality in body, sexuality, gender, and art.