Job interviews are one of the most common methods of selecting employees. However, most people experience a certain amount of anxiety during a job interview. This study aims to help people overcome this anxiety by using a virtual reality job-interview simulation system. This system utilizes voice recognition, a dialogue knowledge base, and morphological analysis to generate new questions that include nouns from the user’s answers. We expect the user’s sense of presence and anxiety to increase with interactive questions. This research used self-assessment questionnaires and psychophysiological measures to investigate two study conditions: (a) using developing questions that included part of the user’s answer (n = 10) and (b) using a fixed developing question (n = 10). The results suggested that using developing questions that included the user’s answer provided a greater sense of presence and anxiety.