The standardised and instrumental view of teaching overshadows the unintentional spontaneous, unpredictable aspects of teaching captured by the notion of "pedagogical tact." Pedagogical tact is grounded in teacher-pupil relations involving trust and care. This article illustrates how pedagogical tact can be used as an analytical tool in empirical educational research. The overall aim was to explore how tactful acting manifests itself in teachers' pedagogical decision-making, and what can facilitate or impede teachers' tactful acting. The author provides examples from two cases. The first case shows how the teacher balances freedom and constraint in making decisions about grading. The second case demonstrates how a beginning teacher handles a situation involving a student with special needs. The findings show that the conditions for tactful acting are determined by various aspects of the educational practice, such as the teacher's freedom to make pedagogical decisions and the teacher's obligations towards the students, principal, and parents.