This paper examines the social construction of white, female, spinster teacher personality profiles in the first half of the 20th century. Focusing on the psychological, medical, and psychoanalytic literature, I provide an overview of how white unmarried female teacher personalities were understood in order to provide a historical context for present day queer and transgender identities in North American schools. I identify four main personality profiles of the female teacher in educational historiography which were informed by Freudian psychoanalysis: the masculinity complex; moral masochism; altruistic surrender; and the tyrannical disciplinarian. I conclude that spinster teacher personality profiles can be read as queer and gender-variant and that such readings shed light on gender and sexual regulation in education historiography. (Contains 2 notes.)