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Yes of course, download itunes from www.apple.com/itunes then import your music, the ones you want on your dsi, select them then right click, then CONVERT TO AAC. Copy them to a sd card and put it in your dsi. Was this helpful?
No it is not illegal
Yes you can. You need to get an SD card and put the music files on there. If you have itunes, you can click on each of the music files and select "create AAC version" and then move the AAC files to your SD card.
if it is dsi ware yes
go to sound on the dsi menu and select play with music on sd card