I'm a huge fan of Doc Martin boots... not exactly a work boot but I have three different pair.
I really like the "moderate weather" Belleville boots that the Army is issuing now. They are nice for cool/cold weather and Goretex lined for water-proof-ness.
I'd like to get a pair of Oakley boots. A lot of friends had them in Iraq and I heard nothing but great things about them.
Evil Conservative Hate-monger.