OUTBOUND CONTENT FILTERING VIA AUTOMATED INFERENCE DETECTION

One embodiment of the present invention provides a system that facilitates filtering outbound content via inference detection. During operation, the system identifies content sent to a first address and extracts keywords from the identified content. The system then issues queries based on these keywords and extracts expected-content keywords from the hits returned in response to the queries. The system then searches the outbound content for occurrences of the expected-content keywords and produces a result which allows a user to determine whether the outbound content is proper. In a further embodiment, the system extracts keywords from a piece of outbound content, and issues queries based on these keywords. The system then extracts keywords from the hits, and present at least one keyword to a user, thereby allowing the user to determine whether the outbound content is proper.