The invention provides a content delivery system for delivering selection of video content to a video reproducing terminal from a communication terminal with WEB function without exposing a user ID. When a terminal makes a transfer request of content data, a web server requests a delivery management server for a transfer ID. The delivery management server issues the transfer ID each time the request is made and transmits it to the web server. The web server transmits the content data to a delivery server. The delivery server stores the content data from the web server correspondingly to the transfer ID. When receiving a delivery request including a transfer ID inputted to a video reproducing terminal from the video reproducing terminal, the delivery server reads the content data corresponding to the received transfer ID, and transmits it to the video reproducing terminal.