stevenberlinjohnson.com:: "It was simply a sign of something that was probably obvious already: there's nothing cool any more about having an iPod. That's not to say it isn't an incredible product. It's just hard to defend the cool factor when the President apparently has two of them..."
Actually, I'd argue that it's when things stop being cool that they start getting interesting. For me, this was the case with mobile phones: when they were something special that yuppies lugged around with them in the 80s: boring. When everyone you knew had one: interesting.
Ditto microprocessors, puzzles, and the internet.