The author endeavors to understand that self-evolution is a developmental process of becoming an authentic and purposeful version of oneself by gradual conscious effort of discovery and aligning oneself with one’s core values. It is a journey of continuous learning and improvement involving letting go of past identities to make a good future for oneself, which leads to better self-mastery. Adolescence is a developmental moment of serious changes of the adolescents lives and behaviors. In modern times, it involves sexual implications. The adolescents live freely from constraints. They need autonomy and freedom from parents’ directives, boundaries, and control. They rebel against parents’ rules and authority, but at the same time they need parents’ advice and support in the environment they are with new friends. The need for rebellion and obedience causes a conflict. Conflict is part of adolescents’ development in which they figure out who they are, where they fit in, and begin the separation from parents and eventually become more independent. Adolescents’ feel there is a need to resolve this conflict without losing their identity and at the same time keep a relationship with their parents. In the article, the author discusses culture of embeddedness, mothering culture, parenting culture, role recognizing culture, culture of identity or self-authorship, and culture of intimacy, carefully taking into cognizance the difficulties as postulated by Robert Kegagan, The Evolving Self (1996). In the life cycle of human development, we encounter parenting culture and adolescents’ conflict. The author sets out to explore for better understanding the developmental issues involved in the parents-adolescents relational conflict. The repetition of spiral of frictions, frustrations, and misunderstandings between the two parties.