Okay, so specifically I think iTunes for Windows is a pile of shit. Not only does it look like the offspring of something that Apple's skinning division shitted out, it also fucks up everything to do with your music. Windows Media Player does do this, but you can fix it. With iTunes, it constantly fucks up retarded things like album art for no apparent reason, then decides that you would prefer it if it made the artwork for some albums black. Well done Apple.
iTunes does not equal the sleek, awesome design of any iPod, and i'm going to reiterate my point about it looking like shit. I get it, Apple want to keep their Mac look, so decide to make a Windows app mimic the look of an Apple app, and make it hideously slow at doing everything. Well, not everything- I guess the only thing I can't fault it on is sync speeds. The rest of the abomination that is iTunes though is Clunky, fucked, and shit - much like the Windows version of Safari. Why would you use it, especially when you have apps like Google Chrome - even fucking Internet Explorer that boast the same functionality and look considerably better.
In my expletive-ridden opinion, Apple should develop Windows apps that look like Windows apps, and acknowledge that it would look a damn site better. Windows users don't want fucking Mac OS themed apps - much like Mac users don't want Windows themed apps.
Windows Media Player or iTunes. Hmm, put in the context of a Windows desktop, that is a hard one. But wait - it doesn't matter, because I only use iTunes to sync my iPod.