Our longitudinal, qualitative study with 29 pregnant adolescents who smoke used a Participatory Action Research (PAR) approach to understand experiences and the function of tobacco through pregnancy to 6 months postpartum. The young women described complex lives of overlapping oppressions interspersed with expressions of resistance; these were lived experiences on the threshold of both adulthood and an anticipated better life. Our research implicated tobacco use as a value laden action at the border of oppression and resistance. Thinking about tobacco as a component of and a flag for oppression, we combined a gender based focus with the social ecological model to create a rich understanding of the opportunities for designing equitable interventions that address a range of interconnected influences on an adolescent mother's health. Opportunities for interventions open briefly in the space between the early idealism displayed by adolescent mothers and the impinging potential reality of oppressive life trajectories.