it plays the one song you select first, then continues with the other songs. Move to group (and the other option right below it), select repeat off or repeat folder, shuffle on then back out, if you picked the folder it will (should) play the folder using the first song in the folder first then randomizing. Its weird with no confirmation, just backout. Then be sure to enable after you select. If your music isnt in a folder, than make a folder before loading GT5. Ive had a few problems with music before and after patch, but they've all been sorted over time, pain the but its nice when it gets working.