I held out for a long, long time. I'd even talked myself entirely out of getting one. Like they say in the classics though, "you think you've escaped, but they pull you back in". I now have a 32GB iPod touch and it's doin' alright, even though it took me nearly a week before I bothered putting any media on it!
I think what finally did it for me was the App Store. I love being able to simply go to an app on the device and easily look for software, installing what I like with no fuss. I especially like the fact that my downloads are synced with my computer, so that I don't have to keep track of all the individual items I've installed (unlike my phone; I can't think where all the sis and sisx files for different stuff I've installed might be).
My Facebook friends will know that I'm much more active there suddenly. Why? The Facebook app on the Touch — I no longer have to start up a computer or open a browser to update my status or reply to comments. I had a bit of this function with Fring's Facebook interface on my phone, but the large screen of the Touch makes things like this much more friendly.
I came very close to getting an iPhone actually — but not to use as a phone. This was after I'd realised that it's just as valuable as an Internet-connected device as an actual phone. The cost of iPhone service is still a bit prohibitive to me though, especially for an occasional-use device.
One of the things that had turned me off was the closed nature of the iTunes ecosystem (iPod, iPhone, Apple TV, iTunes). People sometimes ask me about Skype, and I say that the worst thing about it is that it Just Works. I mean, it's a closed system with no interconnections other than those provided by Skype themselves — by this nature it should fail, and yet because it works (arguably) better than any other desktop VoIP product it enjoys immense success. Same goes for Apple's stuff: the iTunes ecosystem Works And Works Bloody Well.
I've been thinking for ages about sync for calendar and contacts and stuff; I've been hunting for services and software and tools for ages. I could build something myself, and indeed started to (I've looked at Google Apps, used Chandler, checked out Ovi, and played with Sync4J before it was called Funambol). I could spend time and effort coming up with something myself…
Or I could just buy an iPod.
Crossed Wires 