Three adolescent analyses from three different cultures — Korea, the U. S. A and Israel — demonstrate how the analyst needs to take into account differences in “non-neurotic” cultural morés and values which are the matrix within which the adolescent is embedded. Adolescence is an optimal time to study the manifestation of societal values, as it is the developmental period when the individual develops and consolidates one's culture's morés and cultures, even if this is done ambivalently. Yet, the analyst, via his or her self-analysis and the adolescent's critical listening can identify potential areas of countertransference interferences due to cultural differences. And, “cultural sensitivity” must be balanced by sensitivity to the adolescent's inner needs: had Freud been “culturally sensitive” to Viennese attitudes about sexual repression, he might not have developed what we now know as psychoanalysis, a discipline that can be subversively honest for the sake of the individual.