How to utilize old songs purchased from the iTunes Store before 2009
The iTunes Store no longer uses DRM copy protection for songs and albums you purchase.
However, you may still have DRM-protected songs in your digital music library if you bought them in 2009 or earlier.
If you run into problems, such as not being able to burn a playlist or incompatibilities with certain songs on a mobile machine or another computer, then it could be a DRM-related issue.
Limits Imposed by Apple’s FairPlay DRM
If you purchased songs from the iTunes Store before 2009, then there’s a good chance they are copy-protected by Apple’s FairPlay DRM system.
So what exactly can you do, or more to the point, what can’t you do with iTunes Store copy-protected audio files?
Ways to Free Your iTunes Songs of DRM
If you have several DRM-protected songs in your music library, you’ve got the option to take steps to remove the DRM protection in a couple of ways: