[Object] To provide an information processing system and an information processing method capable of auditing the utterance data of an agent more flexibly.[Solution] An information processing system including: a storage section that stores utterance data of an agent; a communication section that receives request information transmitted from a client terminal and requesting utterance data of a specific agent from a user; and a control section that, when the request information is received through the communication section, replies to the client terminal with corresponding utterance data, and in accordance with feedback from the user with respect to the utterance data, updates an utterance probability level expressing a probability that the specific agent will utter utterance content indicated by the utterance data, and records the updated utterance probability level in association with the specific agent and the utterance content in the storage section.