A system and method for creating custom music/video messages to facilitate and/or improve social interaction. The music/video messages may include at least portions of: music, video, pictures, slideshows, and/or text. Custom music/video messages may be created by a user in communication with a music/video provider and a music/video messaging system. The music/video messaging system and/or a distribution network send the music/video messages to one or more intended recipient(s). The custom music/video messages are representative of feelings or emotions to be communicated by the user to the one or more recipient(s).