This chapter investigates adolescents’ agencies and identity constructitions within the family by zooming in on their playful and metalinguisticc language practices in family interactions. The chapter provides an overview of research on playful talk among adolescents and in multilingual families, as well as on discourse analytic approaches to parent-adolescent talk. By employing a sociolinguistic interactional analysis of family interactions, the chapter exemplifies how adolescents use playful language practices, such as teasing and mock speech, to socially position themselves and their parents. The examples show how the adolescents subvert generational hierarchies, accentuating generational differences as well as challenging conventional ideas of knowledgeable adults fostering the young. The chapter also demonstrates how interactional analyses of everyday interactions contribute to our understanding of how social and linguistic norms are negotiated in (multilingual) families.