Multi-session successive information searches are common and could have great implications for effective Web site design. This paper intends to enhance the understanding of successive information searches by observing how the behavioral characteristics of the searchers evolve over sessions. It focuses on a specific type of successive searches called transmuting successive searches, where the searchers learn about and gradually refine their information problems along the course of information searches. The results show that the searchers’ behavioral characteristics indeed exhibit different patterns in different sessions. The results also help validate a theoretical model in explaining successive searches and help revise system requirements for supporting the concerned search behavior.