In this chapter we reflect on how parents and their children negotiate their digital responsibilities and rights during the adolescent years, in light of their expectations regarding agentive involvement in life decision-making. Parents are expected to exercise their parental responsibilities for keeping children safe and for nurturing them into adulthood, which includes into the duties of active citizenship. To discuss these issues, we use two different qualitative samples within family contexts, in the U.S. and in Portugal. Our results suggest that families who embrace a commitment to social justice when they are considering digital activities of their children may produce agentive environments. Given this, we posit that young people may come to view practices of citizenship as an extension of their experience of agency within their home contexts. In contrast, families with low levels of agentic discussion and decision making may reinforce low digital agentic options, actions, and decisions.