A system and method for a reactive and personalized exposure of user context to a third party comprises information sources, a context discovery module providing the user context based on the information sources, an identification module obtaining an identity of the third party, a personalization engine, and a rendering system rendering and forwarding a reply to the third party, wherein if the identification module obtains the identity, the personalization engine creates a personalized message in accordance with the user context and the identity and the reply is the personalized message, and if the identification module does not find the identity, the reply is a generic message. The context discovery module and the identification module can each comprise an inferencing engine. The inferencing engine can be associated with a policy engine. Policy engines can be associated with each module and/or engine. The personalization engine can comprise a database of special messages.