While male sex work (MSW) is a highly gendered practice involving the commodification of the male body, masculinity has rarely been examined to understand this new occupational environment. Semi-structured interviews were conducted with twenty male independent internet-based escorts in Brisbane, Australia. Masculinity was used as a conceptual tool to understand the nuances of the escorting experience, resulting in two themes: Endurance and Technical Skill. These themes were aligned with hegemonic expressions of masculinity, a system that orders masculinity into a hierarchy and potentially marginalises escorts. Participants thus used features of a system that subordinated them to attain primacy in the same framework, avoiding stigma. These themes described were far removed from dialogues of deviance oft-repeated by past sex work research, and instead bolster the view that male escorting is moving toward a paradigm of normalisation. We thus argue that masculinity is a critical conceptual tool in understanding the contemporary dynamics of the male escorting experience as it becomes increasingly normalised