In this essay, we discuss the contribution of psychoanalytic theory and attachment to the understanding of dynamics in adolescence. While psychoanalysis describes adolescence as a period of upheaval that challenges the balance achieved in childhood between Ego and Id and begins the shedding of family dependencies and the loosening of infantile object ties, attachment, on the contrary, considers this period as one characterized by the persistence of strong bonds to parents, which become more complex and articulated. In order to illustrate psychoanalytic and attachment perspective, a clinical vignette of a 17-year-old boy is presented and discussed to consider his difficulties in the area of identity and loss.