It is completely understandable that we frequently tend to make choices for our children, interfering with their desires and decision-making. We apply what we consider to be more beneficial for them, all with the good intentions that characterize parenting. However, sometimes it is necessary to stop for a moment and reflect on these momentary interferences with our children and ask ourselves the following question: How much of me and my personal history am I depositing in my son / daughter? This is the question that we will examine in the following article. We live in an era in which the values of acceptance, validation and tolerance towards those we consider different prevails. However, many may have difficulty putting these values of acceptance and validation into practice, resulting in potential reoccurring conflicts within the family. This can result in a feeling of inadequacy in those parents who feel that, despite applying guidelines that they consider to be appropriate and beneficial, observe a deepening in the distance between themselves and their children. There are a multitude of elements that are open for consideration within this topic and so we will focus on the issue of: family legacies and expectations to be fulfilled.