A system and method for playing a sequence of items including certain selected items of content. A media player operating on a computing device plays the content that is received over a network from a content server. The user controls the media player using a user interface, and further controls the content that is desired. An auto-content selector allows the user to select content related to a particular subject matter like weather and traffic that is automatically added to the sequence of items to be played based on detected information about the user such as the user's location.