Windows XP and Mac Problem

I have 3 iPods, mine, by younger brothers, and my older brothers. My older brothers has been used on a Mac and works fine he hasn't tried to use it on the windows computer yet. My iPod has gotten all of its songs from the Windows computer. My younger brothers iPod got all of its songs from the Mac and wants the songs off of the Windows computer also. The Windows XP computer keeps saying that the iPod is not readable and needs updating. I have tried updating it and it says that it has the latest software at that point. Is there any way to get the songs from both the Mac and Windows XP computer onto the same iPod?
Windows XP and a Mac   Windows XP  

Once you have formatted your iPod to windows or mac, they cannot be changed without wiping out your music. Check the FAQ before posting...your answers are there...
http://docs.info.apple.com/article.html?artnum=60920

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