Synchronizing files on multiple computers with 1 usb stick

i would like to synchroze a number of different files and folders on 2 or more machines with a usb stick. each folder exists normally only on 1 machine and the usb stick, so the stick should synchronize different folders when connected to different machines.
as an example; on computer 1 i have files a, b & c of which i would like to have a current backup version on the usb. on computer 2 i have files d and e.
so on the stick i have files a, b, c, d and e.
every time when the stick is used with computer 2, i want to synchronize files d and e only. every time when the stick is used with computer 1, it should synchronize files a, b and c only.
instead of installing just any synchronization software on every machine that i would use, i would prefer to have the program installed only on the usb stick and run it from there.
theoretically it whould then find its settings in ~/Library/Preferences where it will find settings specific for that machine (whether to synchronize files a, b and c or files d and e)
all machines i'd be using for this run various versions of os 10, but all 10.3.9 or later
so far theory - is there anyone who's done this? with how many machines? any experiences? things to do or to avoid?
thanks

No problem. Post back with any questions. We'll see what we can come up with...
Playlists can be exported and imported between iTunes setups. Not sure you can truly 'merge' the embedded meta-data in the IL file. Only what is stored within the song file itself.

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