Sustainable development has become increasingly influential. In light of environmental concerns, the social dimension of sustainability is now encompassing a growing number of concerns. Together with more traditional hard concepts, including basic needs, equity, and employment, soft themes, such as greater wellbeing, are becoming significant. The present paper compares qualitatively these theoretical themes with the concrete, lived experiences of inhabitants within deprived suburbs. To do so, a framework for understanding social sustainability is proposed, and then applied to analyze three literary accounts of residents within Swedish suburbs. The three accounts are analyzed through the lens of critical discourse analysis. The results indicate that employment and functional infrastructures did not prevent the stigmatization of these residential areas. Important social and cultural segregations are occurring, supported by the physical organization of urban space. Using biographical accounts incorporates subjective and emotional perspectives usually left aside in the context of urban development. These allow a better understanding of the complex realities of these suburbs and could therefore help urban developers to better grasp the complex and predominantly culturally oriented set of challenges confronting the establishment of socially sustainable communities.