The present article is the second to result from a research which the main objective was to understand how Montreal street youth perceive the effects of imprisonment on the construction of their identity. The objective of this article is to analyze more precisely the participants perceptions about their prison experience in the light of Bajoits’ (1997, 2000, 2003, 2004) theory on identity construction, the works of Chantraine (2004), Kokoreff (2004), as well as Otero, Poupart and Spielvogel (2004). This qualitative study is based on ten semistructured interviews centered on the prison experience of youth living or having lived on the street for at least six consecutive months.