With increasing living standards, a modern product is required to provide emotional links between a user’s personality and their work environment, in addition to satisfying functional and physiological needs. Since office workers in Taiwan have average daily working hours of over 8 h, they spend lots of time on office chairs, and nowadays more companies are willing to buy good chairs so that their employees can deliver higher efficiency under a more comfortable office environment. After interviewing a group of experts, office chairs are classified into 7 types, and the participants’ personality traits are classified into 4 categories. The influence of different personality traits on the evaluation of office chairs by attractiveness is analyzed by quantification theory type I. Design elements that can better deliver an office chair’s attractiveness are determined. The results allow future designers to improve their designs by identifying the preferences of target users under difference office scenarios.