1 - you can (or will be able to soon) jailbreak an iphone.
Although oddly you still can't do as much with it, even more oddly you can't talk about jailbreaking on this forum, whereas flashing and rooting is fine...

2 - they all look like the iphone (without the design) even down to the icon layout on some of them.
http://en.wikipedia.org/wiki/IPAQ

Oops... They even stole the prefix!
3 - are you serious??? Thats the lamest thing I have ever heard. Basically you are saying that HTC / Android phones are for emo types?
But it's evened out by the number of iPhone users that flaunt their phones and put down anyone elses choice... "I'm suprised you didn't get an iPhone" is an example of the comment.. Sorry? So because I'm young, slightly geeky and into phones should get one? Perhaps I like different things? Not everyone wants the same out of their phone...

As for the price, there really isn't that much in it now. The gap between sim free prices for the top end phones (HD2, X10, Desire(ish) and maybe Galaxy S) has gone up slightly, there used to be nothing in it, but the gap between contract prices has decreased. Cost is an issue for some but a lot of people will be paying a similar amount whatever phone they choose.