This chapter delves into the intricate social, political, and theological mechanisms that progressively linked the historical figure of Saint Peter the Apostle to the city of Rome, and, more specifically, the Roman Church, from the late fourth to the late sixth centuries. The central argument posits that the escalations of papal authority during this era, especially those rhetorically justified by ties to the historical Peter, were predominantly aspirational. These escalations often surfaced as a direct counter-response to local or international humiliations. Consequently, this chapter challenges the traditional historiographical narrative of a perpetually powerful and assertive late-ancient papacy that ushered the Church into the Middle Ages from a vantage point of strength and acknowledged authority. It presents a nuanced perspective that acknowledges the complexities and realities of the time.