Abstract: The goal of this research lies in the analysis of family issues from generational perspective related to continuity of generations. Modern family experiences a drastic transformation, accompanied by the significant issues in all spheres of family and social life, including the continuity of generations. There are differences in understanding of the meaning and values of life, particularly family and children. Are the self-expression and quality of life the opposite values to family and children? It deserves a more profound scientific study. The article is based on the data of sociological survey “Youth of Samara Region of 2018”. The object of research is the 1,200 respondents, aged between 14 and 60 (14-30 years of age, 31-45 years of age, and 40-60 years of age). The concurrence of the key social and demographic parameters of Samara Region with the average nationwide allow speaking of the importance of sociological results not only in the regional dimension. Attention is drawn by certain peculiarities characteristic to the middle-age group regarding marriage and family, which might be related to the consequences of market transformations and difficult socioeconomic situation in the 1990’s that forced people to sacrifice their families. Namely in the 1990’s the current middle-age group was entering adult life along with the difficulties of unstable “market” conditions. Young generations (in this case – middle-age group) have less children per family than the representatives of older generations, but they still have time to expand their families.