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.
Talking of Quicktime, getting MOV files to play in MPC can be a pain sometimes. (But I dislike WMV just as much, so I'm neutral in that respect!)