How to transfer tracks from the Apple iTunes software to the Walkman player
IMPORTANT: Your portable player can play back non-secure AAC files (files without Digital Rights Management (DRM) copy protection) only. DRM-free iTunes Plus® songs purchased from the iTunes Music Store® online music store can be transferred and played back on your portable player. Songs purchased from the iTunes Music Store that contain DRM copy protection will not play back. These tracks, however, for a fee, may be able to be upgraded to iTunes Plus tracks and can then be played back on your portable player. Refer to http://www.apple.com/itunes/ for more information.
Select the software that you are using with your Walkman® player:
NOTE: Not all Walkmans include the same software. If you do not know what software you have, check the manual that was provided with your Walkman. Manuals are posted on your model support page.