I rode for a few years in the Miller's Heels Down shoe.  They are very 
comfortable, however for over all comfort (walking, standing, riding, 
etc) I can't say enough about Ariat's paddock boots.  I bought a pair of 
their new synthetic leather "FreeStyle" boots in March and fell in love.  
They're even washable!  They have a special "gel" insole that absorbs 
alot of shock and are "water resistant".  Best part is they only cost a 
little more than a quality "sneaker" riding shoe.
I don't know a person who owns a pair of Ariat's that doesn't love them.  
I just bought a second pair last night (they were on sale (:>) that are 
the thinsulate lined winter paddock boots.  
BTW-- They can be worn with half-chaps which in the wooded, hilly, & 
muddy rides I do is a definate plus!
Sandy, Cricket & Shadow
Shirley, Indiana