Of course, I went through the "cool case" phase. I think I bought about five cases before settling on one! The iPod is tough to case, because you need a balance between protection and allowing the beauty of the device to shine through! I settled on the iSkin, and I have a few of those in different colors to suit my mood. Truthfully, I like it because it has a little loop so I can attach one of the many keitai (cell phone) straps that I bought in Japan!
My iPod is the original 5GB version with the actual moving scroll wheel, and of course, now they are selling 40GB models with a cool new design. I'm extremely tempted to upgrade - I don't really need the extra space, since I sync so often, but the new look is very tasty (so thin!), and you can do a few more things on it that I like, such as rating each song as you listen to it. (You can rate songs in iTunes, but I don't listen very often on my iBook, since I like to plug in to my stereo, and the whole point of the iBook is surfing in my rocking chair! That's why I need another Mac to act as a jukebox - maybe there's an iMac in my future.) Someday I will definitely get a new iPod, but I don't regret the hours of entertainment this good ol' original has given me.
Music is one of life's mysteries and greatest pleasures. Why shouldn't it be right at my side? I never know when the mood will strike and I simply must hear some Spice Girls, or some Blossom Dearie, or the Cowboy Bebop theme song, or the Enchanted Tiki Room, or a memory-filled Day Jobs track. My cool little iPod helps make me a happy guy.