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The only way I believe I believe that you can do this is too plug the other persons iPod into your PC / Mac and place the songs onto it from there.
You only have to pay for the song. There is no payment required for the transferring process from iTunes to the iPod Touch.
They can hold up to 7,000 songs , but some people say they only hold about 4,300
Yes you have to sync all the songs at the same time or you will lose them all. When it does this it only syncs the new songs and the old songs won't be lost
Plug your iPod into your computer and open iTunes. On side menu of iTunes you will see an iPod symbol (this is under Devices, the third category down). Click on the iPod symbol and scroll down to the third category, Options. Click on SYNC ONLY CHECKED SONGS AND VIDEOS. Then go to your iTunes library and un-check all of the songs and/or videos that you do not want on your iPod. This will allow you to keep your iTunes music, but it will take it off your iPod.