The moral context and ethics of Machiavelli, are depicted in his work The Prince, can be compared to that of Don Quixote by Miguel de Cervantes . Machiavelli is considered equally the epithet of political disloyalty and a public visionary. The main emphasis of my analysis is to explore the moral thoughts of Machiavelli’s archetypal prince and to explore the kind of image that these “qualities“ will create. My goal is to explain the nature of Machiavelli’s moral compass while highlighting the perception of his moral flexibility. One assignment this can be compared to is my class participation assignment that questioned Don Quixote’s moral compass when choosing to free the slaves. There are seeming connections between Don Quixote’s disastrous