Boots for autumn/winter

I'm thinking of ordering two pairs - one that is smart enough to go with suits, but versatile enough to look ok with casual trousers; and one more rugged pair for wet/muddy winter days. What's the consensus on which types of boots would be fit for the job? Feel free to post some pics - looks still matter!

Quote:

Originally Posted by Cant kill da Rooster 

What city are you in? What I consider winter might vary greatly from your perception. For rugged wear, I wear a pair of Wolverines. For work days I don't bother with boots usually.

London. But I like boots for travel as well, so the rugged pair should be able to handle cold/snow conditions also.