Abstract. This paper studies the logical context-sensitivity of Aristotelian diagrams. I propose a new account of measuring this type of context-sensitivity, and illustrate it by means of a small-scale example. Next, I turn toward a more large-scale case study, based on Aristotelian diagrams for the categorical statements with subject negation. On the practical side, I describe an interactive application that can help to explain and illustrate the phenomenon of context-sensitivity in this particular case study. On the theoretical side, I show that applying the proposed measure of context-sensitivity leads to a number of precise yet highly intuitive results.