I know I'm a little late to the game, but I wear Joe Rocket Orbit boots and I like them alot. I think they are made by Doc Marten for Joe Rocket. Very comfy for extended wear and not only that, but they don't look like you're typical SIDI or Teknic "track-type" boot. You can wear them with just about anything in the casual category and get away with it.
I've been considering trying out the Icon as my next casaul riding boot, but there is just something about the styling that I don't think I can get around. Again, this comes back to the fact that I get off the bike and hop into a pair of Kaki pants at work and with the Orbits, its no biggie, but with the Icon's I just don't think it will work.
On a somewhat related, but really won't work as a riding boot tip, I was looking for new Oakley's and came across these rather cool boots:
http://oakley.com/catalog....ht_camo