Provided is an information processing apparatus that includes an acquisition unit and a generation control unit. The acquisition unit acquires input information including at least one of an image or audio of a first user. The generation control unit controls, on the basis of request information including a request to output information including at least one of an image or audio and the acquired input information, generation of output information related to the first user to be output by a terminal of a second user who is a communication partner of the first user.