Possible associations between parent-child interactions and adolescent well-being have been explored from a number of theoretical perspectives. In the present study, attachment theory was used as a general theoretical framework to study these associations with attention being concentrated on one particular aspect of adolescent well-being, i.e., loneliness and attitudes towards being alone. Measures of adolescent attachment style (based on ratings of both normal family scenes and stressful separation situations) and a multidimensional measure of loneliness were administered to two samples of Belgian (Dutch-speaking) adolescents aged 15 to 18 (n=200 and n=357, respectively). Subjects were classified into four attachment groups: Secure, Dependent, Anxious-Ambivalent and Avoidant. Results indicated that Securely attached adolescents experienced lower levels of parent-related loneliness and this effect extended to loneliness in the relationships with peers. Aversion to being alone was experienced more strongly among Dependently attached adolescents. Finally, adolescents who evidenced Avoidant or Anxious-Ambivalent attachment felt more positive about being on their own. Implications of these findings for attachment theory are discussed and problems associated with the four-category model of attachment as used in the present study are outlined.