Field-based thermal comfort studies have highlighted the relationship between adaptive opportunity and thermal preference and acceptability reported by occupants. While real-world complexity is integral to field-based study, its influence over comfort responses is not well understood. This paper presents a study carried out in an office where occupants have considerable environmental control. The building operates in changeover mixed-mode configuration, with natural ventilation mode enforced when ambient conditions are deemed favourable, and a choice of natural ventilation or air conditioning outside of those times. Thermal conditions were measured alongside a thermal comfort questionnaire, and state data for building mode and adaptive devices were recorded. The results were contextualized using qualitative interviews, during which participants discussed their relationship to their workspace in terms of comfort and adaptive habits. The study raised questions on the influence of cognitive tolerance, reaction to discomfort, responsibility and personal factors to the measurement of thermal comfort.