I'm moving files from my OLD (read: OS X.3.9) Macintosh iBook G4 to my newer Thinkpad Tseries laptop for school.
I have so far been able to move everything easily, but my iTunes music, which I'd like to move in one fell swoop.

I have put all the music files themselves onto my (equally old) iPod (old style one with 20gb and grey screen), but because of its formatting: windows does not read Mac formatted drives. My external hard drive also does not work with my Mac because it is too old.

I've tried using an ethernet cable but no luck there, plus I have no idea how to use the thing. I have been looking around and found maybe a special ethernet cord of ome sort is needed.

HELP!?

Also, the PC laptop is running XP, if that helps anyone.

You can get an 8gb USB flash drive or microSD cards for under £10 these days, buy one of those and copy it across in two or three passes. I mean, as long as it works with your Mac and all - I have very little mac experience, but i assume it should?

(of course if any of the music is DRM'd .m4p files thats another matter, I don't use iTunes myself so I dunno if it's possible to transfer those between computers at all)

I don't buy from iTunes, so DRM should not be a prob.
Yeah, I might just do that. I have 10 gb of music.

iTunes hasn't used DRM for years.
Turn on Windows Sharing on the Mac. With an ethernet cable between the two you should be able to log on to the Mac from the PC via Network Neighborhood/My Network Places. Then just drag the folder(s) across.

Senuti: iPod -> hard drive.