In the contemporary era, the primary goal of legal education is to achieve a mediation between theory and practice, strengthening the relationship between knowledge and skills in order to create dynamic and active learning. This chapter argues that the most appropriate form for developing problem-based learning in legal education is competitive dialogue, and one can probably find the origin of this way of teaching in the Socratic method or, more widely, in ancient Legal Rhetoric. The use of antithesis and other figures of speech by the Florentine painter is a founding trace of ancient visual thinking and of the contemporary legal design, which shows a subversive and critical way of thinking about law. Recovering the classical interpretation of the fair trial in the Renaissance, Botticelli determines the legal value of justice through injustice, describing the structure of an unfair trial in a mythological and rhetorical perspective.