Community literacy and writing scholarship have been central to advancing disciplinary commitments to prison literacy and teaching within prison systems. Yet, within this field, little scholarship has applied prison literacy work to issues encountered by those who are formerly incarcerated. This article responds to that gap and outlines new exigencies for prison literacy scholarship to tend to the complex literacies required of those formerly incarcerated. Specifically, we focus on the challenges of formerly incarcerated sexual offenders who served time in prison yet remain in 'perpetual punishment' as they are mandated to navigate life outside of prison yet remain surveilled by the national sexual offender registry. We contend there are new literacies required to navigate life as one ages while formerly incarcerated, and that these literacy needs are particularly amplified if one ages while still required to be listed on the registry. This study summarizes a community-engaged graduate seminar project that introduced us to the complex literacies needed to navigate the eldercare system after incarceration while registered as a sexual offender. Our work leads us to call for community-engaged scholars to consider the literacy needs of oft-ignored prison populations: those in need of eldercare and those on the sexual offender registry. We conclude with a call for prison literacy scholars to consider how the lack of access to critical digital literacies continue to perpetuate inequities and injustices even after inmates leave incarceration.