All i can say is I love ITUNES it keeps all my music in the one place. I dont use an iPod though... lol
Windows Media Player for music, videos. Windows Classic Player for anime. Winamp for Kawaii radio only.
I kinda alternate between itunes and realplayer because, i need realplayer for the movies, and itunes for my songs.
I use iTunes just because I put everything on my itouch. So I've gotten really used to it. But I occasionally use Windows Media Player for watching DVDs and movies.
i used to be a winamp lover (music only) and Media Player for watching movies... now i exchange my winamp with iTunes (since i got my iPod Nano)
I use wmp11 for almost everything because I installed a codec pack so it can read real media files too now.
Windows Media Player 11 for all my videos. Windows Media Player Classic for all my real player files. Winamp for my music.
Itunes definitely. Only for the amazing way I can organize my music through it. They've improved it a wee bit though. At least now the EQ's don't sound metallic when you pump them up.