This chapter demonstrates that popular science writing about plants and trees creates a rhetorical problem when attempting to address an epistemological issue. In response to changes in the ways of knowing about plants, the scientific paradigm is reinforced, creating a rhetorical problem: the question of aptness. The chapter explores how the practices and paradigms of “knowing” adapt in light of scientific and cultural developments in tree thinking. The chapter focuses on how researchers and writers conceptualize ways of knowing as “matters of care” and how they attempt to avoid romanticizing “alternative” knowledge. Through close analysis of the works of Daniel Chamovitz, Stefano Mancuso, Alessandra Viola, Margaret Lowman, Hope Jahren, and Monica Gagliano, I offer a critical perspective that values the “stories” these texts propose beyond the fact/fiction binary. My critique brings insights from vegetal philosophy and science and technology studies to highlight the feminist and epistemological implications of writing about trees and humans as interconnected partners. These in-depth analyses critique the dismissal of “fiction” and “storytelling” and demonstrate how literary and cultural plant studies contribute to a more accurate and complex vision of human-tree relationships.