Drawing from theories of youth speculative civic literacies and freedom dreaming, this article explores how youth imagine the future of education and what roles schools and teachers play in fostering students’ dreaming. In this research study, the three co-authors—a literacy professor, an undergraduate English major, and a graduating high school student/future teacher—engage in intergenerational qualitative data analysis to discover how youth cultivate the capacities and imagination to engage in speculative educational dreaming. Through analysis of student interviews and youth counternarratives, we found that the types of interactions students have with their teachers as well as the availability of authentic opportunities for youth to engage in civic thought and action in schools are instrumental in the shaping of youth imagination and agency. For many students, school is something that is happening to them rather than for them. However, when their ideas and voices are heard within schools, it compels students to think about the world outside of school and their place in it. Conceptualizing student dreaming as acts of discovering and moving toward one’s purpose, we posit that engagement in critical civic praxis and relational encounters in learning environments are instrumental factors in the cultivation of youth agency and capacities for freedom dreaming.

Based on the notion that one’s critical consciousness development is rooted in understanding how the moments and narratives of our collective past construct our realities, this article brings together theories of critical literacy, critical memory, and critical sociohistorical consciousness to offer a literacy framework that can foster students’ radical imagination. By examining data from an ethnographic study of students’ critical consciousness development in a social justice-oriented urban high school, the author examines how a critical sociohistorical literacy approach to teaching classroom literature presents a site for interrogating and disrupting structures of inequity as well as a pathway for young people to cultivate innovative, literary perspectives in pursuit of social change. The framework and examples offered in this work highlight practical approaches for English educators seeking to support critical consciousness development in classrooms as well as the need for youth to develop critical sociohistorical literacies as a component of social activism and future building.