UPDATE 3/12/13:
Everything I said below is still true, HOWEVER, after owning these boots for 4 months the heels have started to wear away. The rubber is actually falling apart. You can see inside the soles! It's crazy! I've never had a paid of boots fall apart so fast. I can't return them here because they've been worn but I did contact Timberland. I haven't yet received a response from them.
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These are great looking boots. I normally wear an 8 but bought an 8.5-I actually think that the 8.5 is too big, but I put a padded insole in and this made them fit perfectly and made them just a bit more comfortable. I was worried they would be too narrow but I have not had a problem. I did need to break them in just a little but this only took about 2 days of wear.
I wore them in the rain the other day and they are indeed waterproof. I think they are fantastic.