An authentication agent apparatus includes a communication request reception unit that receives a communication request to a client B of an authentication server from a client A of the authentication server, a data reception unit that receives data to be transmitted to the client B from the client A, an authentication request unit that issues to the authentication server an authentication request on the client A, a communication enabling request unit that requests the authentication server to enable communication between the client A and the client B, an enabling data acquisition unit that acquires enabling data to enable the communication with the client B from the authentication server, and a generation unit that generates transmission data to be transmitted to the client B on the basis of the enabling data and the data to be transmitted.