Victim of Their Own Success
Of course, you might also look at it from the point of view, that because iPhones have become so desirable and popular, this makes them less cool. Who wants a phone that everyone has got? You're just not going to stand out from the crowd with an iPhone. The best you can do to customize it is to dress it up with a case, but essentially every iPhone looks the same due to the "ease of use" that the platform has. There's no way to change the display to be more how you'd like it to be other than changing the wallpaper. There are no widgets, multiple homescreens, or any way to make your iPhone look different, just rows of app icons -- pretty dull to your college guys and gals who want stuff how they want it, not how someone else wants them to have it. Ease of use might as well translate as "being easy enough to use that even your Grandpa could work it out." Well guess what, Pa and Grandpa can work it out and that's why they have an iPhone.
Ironically, it's being the most desired smartphone out there that has led Apple into this position. Moms and Dads want to be cool too, and buying an iPhone is the perfect way to prove their cred easily -- learning hip hop moves just seemed like too much effort, what with their dodgy hip and all. Problem being that all Moms and Dads thought the same, and how uncool is it to have the same phone that your parents have -- it's like sooooo embarrassing!
Whatever the reason may be -- everyone has one, your Dad has one, they are too expensive for a young audience, they are a bit dull, or all of the above -- the upshot is that iPhones are not cool.
Everyone agrees with me right? Leave a comment if you have a different opinion -- I'd love to hear your point of view.