Background and Objectives: This article addresses the representations of dementia and caregiving in the fourth age as depicted in Erica Jong’s later-life work. It shows how the experience of parental care leads to the discovery of new ways of human interaction and expressions of personhood. Research Design and Methods: Framed within literary–cultural age studies, this article shows how humanities-based inquiry can illuminate important aspects of aging and care of the oldest old, which are significant and revealing, but often hidden under the dark shadow of dementia. Results: Newly discovered ways of communication challenge the notion of the loss of agency as they demonstrate that the body itself has the power of creative and intentional capacities and self-expression. Discussion and Implications: Care-related narratives offer new insights into aging, dementia, and subjectivity that can help pursue a better analysis of the “deep” old age, strengthen collective solidarity, and manage increasing ageism, especially pronounced during the coronavirus disease 2019 pandemic.