Self-reported attachment styles with mother, father, best friend, and romantic partner were assessed longitudinally across adolescence. Three cohorts (ages 13, 16, and 19 years; N = 373) from a community sample were followed across 2 years. There was only one change in attachment styles with age: the oldest adolescents were more dismissive than the younger. Adolescents were more secure with mother than with father, and most dismissive and fearful with father. Boys were more dismissing than girls, who were more fearful with a romantic partner (n = 158). Across time, attachment insecurity with father was associated with insecurity with a best friend. Attachment insecurity with a romantic partner was associated primarily with insecurity with friend, but changes over time tended to be associated with insecurity with mother. Results support the view of a differentiated hierarchy of attachment figures in adolescence, with the quality of parental attachment contributing to close extra-familial relationships.