During the time when contemporary feminism was gaining ground in the West, the Magisterium of the Roman Catholic Church promulgated the encyclical Mulieris Dignitatem (1988), articulating the Church's understanding of women to a culture in crisis. More than twenty-five years post-promulgation of the document, complex questions still linger on the international stage in the realm of femininity, motherhood, and the vocations of women in the world today. While several voices compete to answer these questions, the Catholic Church offers her expert understanding of woman \u2014 indeed, of the human person \u2014 rooted in over 2,000 years of Scripture and tradition \u2014 a comprehensive, life-giving anthropology at the service of Jesus Christ and humanity. In the face of a radically relativistic, ever-evolving culture that continuously presents new challenges and questions, we have the responsibility to assimilate St. John Paul II's teaching in Mulieris Dignitatem in order to cross new thresholds, to further a theology of femininity and "feminism" that all persons can embrace. This thesis examines these crucial issues through the lens of the Church's expertise, the example of the Blessed Virgin Mary, as well as the strengths and challenges of the encyclical, arriving at the conclusion that women bear the greater part in redeeming culture through a renewal of authentic femininity.