Often times I'm accused of being so "yesterday" when I use my Verizon Wireless XV6800 which has Windows Mobile 6.1 running on it. Most of my friends have moved on to iPhone land, and as a result, they just can't fathom why I'd stay with Windows Mobile. I've been using PDAs with Microsoft OS's since my first monochrome Philips Nino:

I've lost track of how long this has been, but I'm guessing since the late 90s. I've modernized every 18 months or so and have seen the progression of Microsoft in the mobile space. I've "been there and done that" in the mobile space!
The iPhone fanboys are all about the glitz and glamour of an iPhone, not the substance of the device. So, as my friends talk about how cool the iPhone is, they skip over the areas it doesn't do well in (see previous posts for details!)
Finally some web reviewers and commenters are starting to come to the rescue of the lowly old Windows Mobile operating system and speaking in terms of reality versus "cool factors." It is refreshing to say the least. Here's a link to one of the better written commentaries on the situation, take a read yourself:
ZDNet Blogs: Matthew Miller - Windows Mobile; an operating system for adults
Personally, I will admit the user interface for Windows Mobile is getting old, but old like a leather briefcase or distressed wood: dings and abrasions abound - but in a classy way. I'm waiting for the new; but admiring the qualities of what I have.