The 5 computer policy is only on a MAC. It only deals with music you have purchased and play through iTunes store. You can transfer those files, but they won't play because they are DRM protected through the iTunes account. Perhaps that is what the previous poster thought. To transfer the files from one computer to another without the need of a memory stick, you can purchase a computer-to-computer transfer cable at WalMart for $30 in the electronics section. It works via USB, it is fast and you will be glad you made the purchase.

You can not transfer any iTunes u get 5 computers u can load your i device to thats it...you can not take your iTunes from one computer and upload it to another it sucks but thats how apple made it...so for that stuff in that iTunes u will have to use that computer!!! iv been though what ur going though and i could not find anyway either til i asked the people at apple and then they told me this cause i bough a mac and wanna my iTunes things on my mac not my old dell and the can do it or u have to start a new iTunes and apple charges like 40 bucks to transfer it!

Go your documents and then your music and you should see a folder called "iTunes", move that to your other computer using a flash drive or something along them lines.