Moth3r said:

My (limited) experience of Apple products has not been good.

My mother-in-law has an iPod Touch. I offered to put some MP3s on it for her, thinking it would be a simple case of plugging it in to a USB port then dragging and dropping the files over.

But no, the iPod is not recognised as a USB mass storage device like a normal MP3 player. iTunes wouldn't allow me to do this either as it was synced to a different computer, I would have had to delete the tracks that were on the device already. I ended up having to install a piece of software called CopyTrans, and even then it required me to install a component of Quicktime to get it to work properly.

Actually there is a workaround for that. There's an option in iTunes to recognize the iPod as a storage device. If you enable "View hidden files and folders" there is another folder on the iPod with all of its files in it, but they all have odd names (like PKFG.mp3 or similar), but if you copy that folder to the hard drive and import it to iTunes, the ID3 tags will copy over too and you can keep all your files. Annoying, but doable.