The insertion of content into media streams is provided. A media stream is monitored by a media server computer, the monitored media stream having at least one marker designating an associated insertion position within the media stream. A marker is selected to insert personalized social-awareness based content into the media stream. Social awareness information associated with a target of the monitored media stream is identified. The social awareness information is utilized to select personalized social-awareness based content. The personalized social-awareness based content is inserted into the monitored media stream at the corresponding insertion position associated with the selected marker to transform the media stream.