I try not to keep up anymore, I stopped back in 2004 and did a fairly good job of it.
My previous cell phone I got was in 2007 up until 3 weeks ago. I also bought another one like it from a guy on Craigslist for $80 because I liked it that much.
I didn't get suckered into the smartphone world (again) until 3 weeks ago when my carrier of 9+ years refused to give me a better offer or the same one that I had without having to pay for the extra freebies they gave me.
But glad they did, dropped them like a ton of bricks, Wind Mobile had that amazing $40 unlimited voice/data/text plan, how could I say no. So I got myself a Curve and I like it. It does the job for me. Although I'm beginning to fall in love with my cousin's Samsung Vibrant. lol
Otherwise, I try not to because of that very reason which you stated Bandit, anything you buy now will be outdated in a few months and the features are always better by the 3rd generation of that model.
I laugh at those who clamour or rush out to get the first new thing that comes out. Beta testers.
(still running XP Pro on a 4 year old machine and have a Dell laptop Inspiron from 5 or 6 years ago as well, runs beautifully)
I'd love to get my paws on a new system, Mac Pro but naaa $$$ pricey and I don't rrreaally NEEED it.