Smart dynamic building technologies can help to significantly reduce operational energy and carbon emissions. However, human acceptance remains a significant barrier, particularly for switchable glazing used in smart windows. This study examines how users are affected by the speed and direction of transitions in the transparency of fast switchable glazing, specifically dynamic liquid crystal technology under overcast sky. Perceptual and behavioural data including facial action units, were collected through an experimental campaign in a semi-controlled environment where the glazing transparency was transitioned at two rates (1 and 10 s). It was found that user perception remained consistent regardless of transition speed or direction, but override behaviour was influenced by both factors. In the absence of glare, user overrides were primarily driven by the transition direction, with more users reacting to transitions from dark to clear. Faster transition rates led to an increase in user overrides for both transition directions. Unlike those who did not override, users who overrode the automated glazing control strategy had a negative perception of the visual environment and the window control system. Users directed their gaze more towards the glazing when this was transitioning, suggesting possible distractions. Users were clustered based on their background knowledge and reported preferences. These clusters showed a good correlation with the override delay times. However, the agreement with actual behaviour was low, indicating that a larger number of variables and clusters should be tested to predict user behaviour. Nevertheless, clustering users highlighted the importance of considering individual differences for interaction strategies.