Disk Enable with iPod 2nd Generation

Please forgive me for my ignorance--I am a PC user moving into the Mac world. My iPod is showing up as a USB drive which I want it to do (I have selected Disk Enable).
However, when I move music onto the drive using Windows Explorer, my iPod will not play the files and blinks saying the iPod is empty.
Also, when I put music on the iPod from inside iTunes, the files do not show up under the iPod drive in Windows Explorer.
With other MP3 players, I did not have to use iTunes and I could see all the files within Windows Explorer. How come I can't with the iPod?
Please help--I'm frustrated!
Thank you.

So, I cannot drag and drop music onto the iPod drive in Windows Explorer?
Basically, you can't.
Shouldn't music downloaded from iTunes show up on the drive?
It shouldn't, unless you know exactly where to look.
why would the Disk Enable option even be there?
So the iPod shuffle can be used as an ordinary flash drive for storing data or transferring it between computers.
(47221)

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