The purpose of this study was to examine the associations between maternal representations of attachment, as assessed with the Adult Attachment Interview (AAI; George, Kaplan, & Main, 1996), and mothers' thoughts and feelings about their own emotions and emotions emerging in their toddlers. Eighty-nine adolescent mothers completed the AAI and the Center for Epidemiological Studies Depression Scale (CES-D; Radloff, 1977) and Katz, Gottman, Shapiro, and Carrere's (1997) meta-emotion interview for parents of toddlers. Autonomous mothers demonstrated the most open and flexible mindset around a variety of emotions in themselves and their toddlers. Dismissing mothers exhibited a tendency to minimize internalizing emotions in themselves and their children, while unresolved mothers described the most emotion regulatory difficulties.