This study contributes to the understanding of early Christian rhetoric by focusing upon the interaction between Augustinian and Pauline rhetoric in "Romans" Five. The study first examines Augustine's hermeneutic with special attention to the function of rhetoric. It then considers Augustine's interpretation of the Apostle Paul. The author establishes the significance of Romans Five in Augustine's theology and assesses the bishop's exegesis. A particular contribution of the study is the detailed analysis of Augustine's construal of Romans 5:12-21, offering a judicious critique of traditional interpretation. The conclusion provides a solution to the ongoing debate concerning the rhetorical function and argumentative structure of Romans.