Getting Random

For a little variety, you can have iTunes play songs in a random order. This feature is called Shuffle. To use this feature, click the Shuffle button located at the bottom of the window (second one from the left) or choose Controls, Shuffle. The songs will be reordered in the Content pane and will play in the order in which they are listed (hopefully in a random fashion). The Shuffle button will be highlighted to indicate that it is active.
To return the CD to its natural order, click the Shuffle button again or choose Controls, Shuffle.