In educational research, the study of social class differences and widening participation remain areas of interest for sociologists. Debates concerning how class plays out in education, specifically higher education, have focused on many different areas from the effects of poverty, government efforts to widen participation as well as entitlement, resilience, competition, and intergenerational histories. In studies of higher education, we continue to see pervasive inequality which shows the power of class to influence opportunity and life chances. Drawing on the theoretical approach of Bourdieu and Goldthorpe’s Rational Action Theory (RAT), this chapter investigates the experiences of first-in-family students in Australian higher education longitudinally, with a focus on the factors that can disrupt their aspirations and contribute to them leaving university and embarking on different pathways.