Words of Wisdom from My Wife
My wife got an iPod Mini a couple months ago and, while she uses it every day and really likes it's user interface, she's found more than a few things that annoy her. From IM:
Seriously, iPods are cool, but they're retarded. You can't change the battery, the file system is proprietary, you have to use iTunes to view your iPod files, and then iTunes has its own bugs. The only reason why people buy it is because it looks sexy.
If nothing else this is a rather insightful analogy to the motivations for pubescent males - sex appeal trumps rationality!
I have a Creative MuVo as my MP3 player - I think it's this one - which was a free gift from the Microsoft MVP Program. It's a Flash drive, so it only has 128 MB (versus the 4 GB found in an iPod Mini), but it is a cinch to drag and drop files from the desktop onto/from the device. I do have iTunes installed on my machine, though, but pretty much just for downloading Podcasts.