How to move iTunes files from MBP to MBA?

I have an older MPB (mid-2009) and an new MBA (late-2010). Planning on getting a new MBA after Mountain Lion comes out sometime in July.
That means moving files from the MPB and the MBA over to the new MBA at some point.
In preparation of that I want to get all my iTunes files onto the current MBA. Trouble is that I have used both the MBP & MBA to import music or videos as well as purchases into iTunes on both.
Without totally screwing things up what is the best way to get iTunes files (purchased or imported) from one Mac to the other without losing or corrupting things?
I already have a problem that there are movies on my iPhone4 that will not remove even though they are not checked when I sync.
How do you join iTunes from 2 Mac's? Do you have to deauthorise one?
Thanks for any help. I don't want to get things more confused than they already are.

99% of downloads are from my US iTunes account so those rules should apply. What I'm wondering now is the comment about only 2 downloads.
The entire process is in advance of a new MBA. I had thought it would be easier to get things moved from the MPB over to the MBA before I got the new MBA. Now it seems maybe I should wait it out, get the new MBA then moved things from both the MBP and older MBA over to the new laptop.
Because Apple does changes to machines I have the older MBP with an older external HD that matches its connections. (Things from the MPB include transfers from the old MacBook). Then I have the MBA with its external HD using a different connection because it only has a USB.
With the new MBA I'll have maybe a completely different external HD because its connections are Thunderbolt.
See where I'm headed with this?
It's the process of getting everything from the old MBP & external, the new MBA & external ... all moved over to the mid-2012 MBA & external. Included in all of that is a huge amount in information. Music along is over 400 GB. Think we all are going to have the same issue as the Mac's upgraade and change.

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[http://www.sapfans.com/forums/viewtopic.php?f=13&t=325628&start=15]
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title Moving Local Profile folder to Centralized Profile Folder on Core Server.
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¯\_(ツ)_/¯

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