Itunes library physically on 2 computers

Hello all,
Well I am the new owner of a Macbook Pro and its my first Mac. So far I am happy with it, and still learning.
I have been searching all day for an answer to my question, however I haven't found any questions similar to my situation. It may be out there but I can't find it.
I have a Windows 7 machine (which I am going to continue to use), however I wanted to get my iTunes library on my Mac. I don't want to stream it and home sharing doesnt work because its not actually putting the music on my machine, just streaming it from the main machine. (come to think of it I havent seen a use to stream from one computer to another in the same home... but either way).
I wanted to physically have the music on my laptop so when I am away from home (mainly at work) i can have my music collection without needing an internet connection.
I have seen the option for home sharing to import the media, and that would work for the first time, but as new music is added to the main machine, it would be extreamlly difficult to copy the new items without just copying the entire library again (and most of my music is ripped from CDs not purchased from iTunes).
I have considered signingup for Match, but I am not sure if I want to do that as I have read there are some cons to using Match, but I am willing to pay the $25 a year.
Does anyone have any suggestions that may help me out in this situation?
Thanks for your time, and sorry if this is a repost...

but as new music is added to the main machine, it would be extreamlly difficult to copy the new items without just copying the entire library again (and most of my music is ripped from CDs not purchased from iTunes).
"Incremental" transfers can be done relatively straightforwardly.
When displaying the library you're transferring music from, for your later transfers go down to the bottom of the screen and in "Show:" select "Items not in my library":
That way it won't show you the songs/content that you already transferred earlier, which should stop you ending up with duplicates.

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    Message was edited by: camoracer

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    I've just bought a Western Digital myBookWorld edition 2TB network drive, and I've gone through (the incredibly painful) process of moving my music from my desktop to the network drive. But now my desktop looks to the network drive for it's music and it seems to be working ok.
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