Filial piety is a significant value system formatting the indigenous local norms to direct the offspring how to treat their parents. In the evolution of the life cycle, people carry forward from generation to generation. The body of the offspring is given by the parents, and it cannot be separated from the results of biological inheritance, from fertilization, birth, growth to aging, who must continuously accept upbringing and disciplinary training from family and its social and institutional culture. This paper attempts to invoke Heidegger's interpretation of the "Dasein" and "Sorge" from the perspective of the tension between the filial piety in the real world and the intergenerational caregiving issues in the modern society. We then discuss how Held succeeded in critiquing Heidegger's individual time thinking and led to the concept of intergeneration. Therefore, the following four directions to expound the relevant discourse: (1) filial piety and intergenerational caregiving in the family, (2) the experience of Alltäglich and Generativität, (3) the instrumental and authentic love within inter-generations, (4) transformation and transmission in the intergenerational caregiving. Filial piety is a sophisticated cultural design, which not only echoes the significant intergenerational ethical attitude, duty, and role performance but also provides the base for our body’s lived experience. This article aims to explore certain kind of transaction and possibility for a more authentic way or realistic life while focusing on the filial piety within the intergenerational transmission and caregiving. It is hoped that we can rebuild a new sincere intergenerational caregiving and ethical practice paradigm rather than a fault or clash.