Abstract: The present invention discloses a digital content security system and a method that combines information provided by both of a content provider server and a portable steering device to establish multi-way protections of the digital content from reproduction and/or playing of other unauthorized device and hacked intercept of a private key for decrypting the digital content. In application, the portable steering device has a higher compatibility with various network platforms including, for example, any common computer using a Window media player built therein.