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My 20GB 3G iPod is simply indispensible. I got it November of 2003 at the LAOX Apple-kan in Akihabara (woot) and since then take it everywhere (if I don't forget to charge it!)
I will say that the main thing that drew me to it was the effortless support of Japanese, which is essential for me since several thousand of my 4k songs have Japanese ID3 tags (and I wasn't going to convert them to romaji for another mp3 player.)
Hell because of my iPod I recently ditched Winamp and moved to Foobar2000, because Winamp being the old beast underneath that it is doesn't support Unicode. This was causing conflicts between it and iTunes, which while it can read Shift-JIS doesn't always convert them properly giving me fits. That and ephpod doesn't like Shift-JIS either (which is a good utility if all you want is a syncing application and not a full media player that is iTunes.)
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