My thing is...
the ipod was, at one point, the kind of cool that is commodified and blah blah blah, useless consumerism, etc.
but it is also cool in the way I think Cognitive Psychology is cool, jazz is cool (although it as once cool in the other way, too), Jackson Pollock is cool, flickr is cool, and the St Louis Art Museum is cool.
The kind where, you see how the iPod interface works, and you say "cool!" The way I said when I was 10 and basically thought that "cool" meant "awesome!"
At this point, I do not really think the iPod is that hip. It's more like... I don't even know what the word is.
When my iPod was broken for a long time, and I used a walkman, people thought it was some kind of weird statement, or else that I was somehow massively economically disadvantaged and as a result did not have an iPod.
You can say whatever you want about how ridiculous that is, but that is not the response you get for not having something "hip." It was a smaller version of how we reacted to my friend who doesn't have a cell phone.
In addition... OK, the Oakland Raiders sell the most merchandise. And you say they are not the best team. "What is the best team, then?" I ask.
"Oh, well, the team that wins the Superbowl, or, my local team, or, the team that is best in yards rushed or completed passes,"
If you kept saying "the Oakland Raiders aren't the best football team, look at how many completed passes they had this season," I would start wondering who this other team was who had the most completed passes.