In my paper I will explore the notion of trust and confidence in Kant's writings. Autonomy and Obligation depend both on the possibility of mutual trust. This is a theme which seems less explored in Kant scholarship, but as I will argue figures prominently throughout Kant's moral and political philosophy. His occasional criticism of Machiavelli (morality versus reason of state doctrine) and the Jesuits (“Jesuitencasuistik”) alike are just one rather obvious indicator that Kant fully realized the importance of trust. But this notion goes well beyond the classical idea of pacta sunt servanda. I will argue that as a concept the idea of mutual trust ranges from Kant's writings on international relations, to his writings on the state and the individual and his notion of autonomy and self-obligation (Selbstbindung) as well.