The purpose of this study is to investigate Sarah and Ruth – the matriarchs and women of The Old Testament – as women in a world dominated by men, and the issue in this study is about what contextual symbolism and function Sarah and Ruth have with the starting point from their contextual roles and status in a world of patriarchs. The method of this study is the hermeneutic attempt to create an interpretive community combined with descriptions from religious texts and research. This study comes to the conclusion that the biblical women Sarah and Ruth in their chosenness have the gift and values of timelessness sprung from virtues of faithful love, smartness, firmness, pride and loyalty in a world where men, for good and for worse, set the boundaries but women suffer the consequences.