How to configure for music file loading

I don't know if you can help with this one.
If so, great. If not, I'm not insulted.
I have a pair of Oakley Thumps, which are sunglasses with a built in MP3 player.
I used to have little if any problem loading music on to them from my old windows based Dell computer, by way of the Media Player.
We just got our mac last Sunday (G5 - Tiger version of OS-X), and today was the first day that I hooked up my Thumps. The mac recognized them as Thump 128 (for the memory size) and there is an icon on my desktop. However, the files that were stored were changed to a document file, and now won't play. I tried loading iTunes songs, but they won't play, since they are MP4 (Thumps only play/recognize MP3, WMA and WAV files).
Do you have any tips for how I can go about configuring iTunes, or any other program on my wonderful new mac, to allow me to load songs onto my Thumps?

You will not be able to put (or play)purchased music files onto the device but you should be able to "drag" any .mp3 file onto it.
If you mount the device and double click to open it there may be a folder structure that needs to be followed.
The current files may be in Media Player format (.wma) and can be opened with the WMP for Mac.

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