How to run two iTunes match libraries on one computer

Does anybody have a work around?
I want to set another library with another itunes match for a friend of mine and sync his music since he doesn't have a interenet connection where he lives.
When I created another library and tried to turn match on under his itunes account it came up with an error stating that this computer is associated with another match account and i wouldn't be able to do any downloads or something for 90 days if I changed the computer to another apple id.
Anybody else tried to do this?
Is this apples way of keeping us from giving other people our music?

If you own a mac and you have paralles then that is the answer.
I knew there had to be a way to do this on a mac.
Don't know the answer for PCs yet though.

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