This study investigates whether attachment quality at ages 1, 6 and 16 is related to autonomy and relatedness behavior in adolescence. In a follow-up of the Regensburg Longitudinal Study, forty-three 16-year-old adolescents and their mothers were assessed in a revealed differences task and a planning a vacation task. Attachment was assessed during infancy using the Ainsworth Strange Situation and at age six with the reunion procedure. Adolescent attachment representation was assessed using the Adult Attachment Interview. Results provided no evidence for significant continuity between infant or childhood attachment behavior and adolescent attachment representation. Instability of attachment organization, however, was linked to a higher number of experienced risk factors. Substantial relations between adolescent attachment representation and adolescent autonomy and relatedness behavior were found in both interaction tasks with their mothers. Further, significant relations between attachment qualities at ages 1 and 6 and adolescent interaction behavior during the planning a vacation task at age 16 were found. Thus, independent of attachment stability or instability, both early attachment in infancy and childhood and concurrent attachment representation were significantly related to autonomy and relatedness behavior in adolescence. (Contains 4 tables.)