One word - ZUNE. Unlike iTunes it was easy to setup, let me import anything I want, and I love the subscription service. I had Zune on my PC before I had any kind of mobile Zune player. Unlike iTunes, I get my music through Zune in MP3 format, and I'm free to use it how I want.
Uh, you do realise that the AAC format used by Apple is an open standard, totally free of DRM? Newer, and technically superior? Yes, you're free to use it however you want.