I bought my Classic iPod 5 years ago! It was the very first generation of iPods! The best mp3 player ever!
Once I actually started to play with it, I fell in love. I think the whole "iPod" part of the name threw me - it's not an iPod (at least not for me), it's the PDA I've been looking for.
First off, I still haven't actually plugged the headphones into it - they're still sealed up in their packaging. My classic iPod is going to be my music player of choice for at least a little while longer. But so far I love everything else this baby can do!
I had no problems syncing with Outlook, so it gave me the perfect opportunity to get my contacts all organized so I could take them with me when I handed back my computer. I'd been wanted to get something that I could use to keep track of friends' and associates' addresses, details, etc, and this is perfect. As I just started to really use Outlook's calendar, having a portable option is brilliant. I can't add new appointments, but apparently the latest firmware update gives me that functionality.
The other really awesome feature is the WiFi. With my iPod Touch, I can connect to any wireless network. Which means I can be strolling around the house watching YouTube, I can quickly Google something, I can even shop at the iTunes store. It's proved really useful a few times already - looking up directions, checking email without turning on the computer and impressing people with the screen quality.
The resolution is great, and the scrolling is really easy. It's impressed quite a few "technically challenged" relatives. I also really like the way you browse for music.
My main reason for upgrading to iPod touch from my old Classic iPod, was the battery life! While listening to music with screen off, it works for 22 hours!!! watching movie 5 hours!
Obviously, there are a few things I'm not happy about. I've already mentioned not being able to add new appointments to the calendar. There is no built in Farsi (Persian) language support, I cannot view Persian sites with its Safari web browser. I heard that there is a patch for this.