Methods, systems, computer program products, and methods of doing business by using various types of media to enhance greetings and/or responses provided to users of communication systems, for example by providing music or sound for a telephone caller, or video or image for a video phone caller, or any of these types of media or an executable program for a message sender who is using an e-mail system or an instant messaging system. In preferred embodiments, information from an intended message recipient's calendar (and/or context) is used when selecting the media to enhance a greeting/response, thereby providing contextual information for the message sender. In alternative embodiments, the selection is based on one or more factors such as information stored in user profiles. The disclosed techniques enable alleviating some of the problems that result from distance communication (as contrasted to face-to-face communication), and may also make distance communication more enjoyable and/or more productive. Adaptations are also disclosed for a calling-party scenario.