Brazil lived through two dictatorships in the 20th century (1937–1945 and 1964–1985), and Pontes de Miranda was one of the most important Brazilian jurists of that period. Based on newspaper articles, documents, and the author’s writings, this paper seeks to understand the relationship between jurists and dictatorships during those years. This paper proposes to reconstruct Pontes de Miranda’s personal thoughts and relate them to each of the dictatorial period’s political regime. The article also aims to help readers understand his opinions both during and after the end of those dictatorships.