How can I play my songs from my iPod that are no longer in my computer

When I go to my iPod under devices and click "Music" it shows all the songs I have on my iPod but it's all grayed out and I can not play them from here. Now at first I thought you just couldn't do it but my brother for some reason can... None of his songs are grayed out and they let him play it straight from his ipod.

he is manually managing his ipod song list
where as i am assuming you syncing your music automatically, if you change to manual management you will lose all of your music and have to resync it.

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