In the last decades, Digital Rights Management (DRM) technology has been laid emphasis on digital contents protection and related security policies, mechanisms and implementation. In order to effectively protect copyrighted digital assets against piracy and misuse, it is necessary for the contents value chain as a whole to investigate on some open issues and advances. The paper proposed three fundamental aspects regarding security, trust and risk, as underlies DRM Ecosystem. And then, digital rights negotiation and multi-level contents verification, multi-participant trust framework, as well as the risk management, were addressed so as to uphold two generic DRM application scenarios, with an ultimate goal to meet key requirements of security, interoperability and usability.