The acronym ‘GLBTQ’ (Gay, Lesbian, Bisexual, Transgender, Queer) is widely used to describe those individuals who inhabit spaces outside of the heteronormative standard. Yet the term ‘transgender’ is often not well understood and may be treated as an afterthought, if considered much at all. This paper focuses on interrogating the gender binary (male/female) which has created the context for gender transgression. Examples of deconstructing questions that highlight the social construction of gender and an examination of therapy with non-trans-identified partners of transmen are offered as ways to apply queer theory in an effort to expose the impact of the gender binary on people’s lives. Reflections from a queer-identified woman on her experiences as the partner of a transman are shared in response to this paper.