How can I download music from borrowed iPod classic

I have borrowed iPod classic from family member.  I am having problems downloading all the music onto my iTunes account.  Can anyone please help.

Let's stick with the question asked:   I think it depends on who and what your relationship is to the 'family member' is and where you live.  You may be unable to download the music of your husband, wife, or domestic partner (where legal) from their account to yours but that doesn't make it illegal to assert ownership.    I may be wrong (and I doubt it), but music that is legally owned by you is legally jointly owned by you and your partner if you are married or in a legal domestic partner relationship regardless of whether Apple recognizes that relationship with their willingness or unwillingness to merge two i-Tunes accounts.   And certainly, one NEVER has to own music to LISTEN to it.
Now some will not like that answer, but I suspect they use Microsoft products, or don't buy music from i-Tunes.
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