I put together this little graphic below (all the rage on the blogosphere) to show what I'm wearing today. I think that what this combination really demonstrates is the principle of contrast. For example, there is the contrast between the British hunting origins of the Barbour and the American sailing origins of the Authentic Originals. There is also the contrast between the Brooks Brothers oxford cloth shirt, a boardroom staple, and the Pendleton board shirt, a lumberjack staple (presumably). The jeans and the belt serve as anchors for everything else and are fairly unremarkable. I think that this is a principle which is one that is espoused in The Official Preppy Handbook--the only style guide a person could ever need--and is also popular on the blogsphere nowadays, where it can sometimes be taken to the extreme (Bean Boots with a suit, anyone?).
What I'm Wearing (sorry, no links) Gap Authentic Fit jeans
Brooks Brothers Original Polo Shirt, but without a tie (none of that slim-fit business)
Pendleton Board Shirt in the "Authentic MacLean Tartan" (a thrift store find)
Barbour Bedale (but with the old tartan on the inside) with pile liner (not pictured)
Sperry Authentic Originals
Royden shot shell belt