There has been a dramatic rise in public, and particularly the media, attention directed at concerns regarding childhood obesity, and body shape/contents/images more broadly. Yet amidst the torrential call for increased attention on so-called “body epidemics” amongst youth in Canada and elsewhere, links between youth masculinities and bodily health (or simply, appearance) are largely unquestioned. Whilst there is a well-established literature on the relationship between, for example, body image and marginalized femininities, qualitative studies regarding boys and their body images (and how they are influenced within school settings) remain few and far between. In this paper, we offer insight into the dangerous and unsettled spaces of high school locker-rooms and other “gym zones” as contexts in which particular boys face ritual (and indeed, systematic) bullying and humiliation because their bodies (and their male selves) simply do not “measure up.” We draw on education, masculinities, health, and the sociology of bodies literature to examine how masculinity is policed by boys within gym settings as part of formal/informal institutional regimes of biopedagogy. Here, Foucault’s (1967) notion of heterotopia is drawn heavily upon in order to contextualize physical education class as a negotiated and resisted liminal zone for young boys on the fringes of accepted masculinities in school spaces.