Can I clone a MP3 Player or PC hard drive?

I've recently had a problem with an MP3 player that has got me thinking about cloning drives. What happened: a friend brought his MP3 player to me to transfer music files from my collection to his player. He wanted all files on his player tossed, so we formatted the player. In doing so, I suspect we erased some important files that his player needed. We didn't see them or they were invisible.

His player no longer plays music, though it still is OK as a USB storage device. We are going to try to find the necessary files and reload them. (I assume that is the problem. Maybe his player has just coincidentally developed a fault.)

Because it is a cheapie player, I suspect I will have trouble locating the files. So I thought I'd locate a similar player and simply clone it to a disk image, then restore that disk image to the the bung player. I have used successfully used CCCloner this way for several years to make backups of my entire system.

Now to my questions.

Q1: Will CCCloner (or other cloning Mac software) clone ANY drive, even though it may be in a proprietory format, like I assume an MP3 player is?

Q2: And just out of interest: can I clone a Windows HD so that everything in the Windows environment is retained, or will there be files that Mac cloning software won't recognize?

Thanks in advance for any comments.

Guy Burns