Working-class young men are often pathologised for their perceived lack of white-collar career aspirations. Historically, and in our present context, only a select minority of working-class males pursue higher education. Of those who attend, few choose to study STEM, which is often associated with academic rigour, competition and prestige. As a result, we know little about the motivations and experiences of working-class men pursuing STEM degrees. The aim of this paper is to decipher some of the complex interweaving of masculinities, social class and learner identities in STEM through focusing on three key themes from a longitudinal study focused on first-in-family males: (1) desire for financial stability and fulfilment; (2) internalising pressure; (3) struggles with social acclimatisation to university. The research provides some insight into how we can better support males from non-traditional backgrounds who aspire to pathways that contrast greatly with their socio-economic background.