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I was lucky enough to be given a 160 gig classic when I retired recently (with a nice engraved message on the back) and I absolutely love it. I have a 32 gig iPhone3GS which is also very good but whats great about the classic is that i can literally take my whole music collection with me wherever I go, I use it for hiking and with a tiny FM transmitter attached I can play any of my music whilst driving.
Once I had the iPod classic I ditched all my CDs and plugged it into a Bowers and Wilkins Zeppelin speaker dock (tremendous sound by the way) in my living room as a replacement for my stereo system.
I honestly can't see why anyone would choose a niche product like the Zune which has such poor third party support.