These boots are great, super comfortable, and great for almost all occasions. I got them a couple of days ago and I've worn them twice and both times I got compliments, so I know it's not just me who thinks they're great.
There are a couple of problems that I don't find annoying but someone else might however. The sizes run about half a size too big, so if you wear a size 12 comfortably get the 11.5. Also they scuff really easily right out of the box. Just the laces rubbing against the leather will mark it visibly, and while this is not a big deal if you tend to take good care of your shoes, if you expect them to look great all the time without at least weekly maintenance (depending on how much you wear them) then you will be disappointed. If I were to do it again I would at least oil them as soon as I got them out of the box because the oil will protect them from most water and salt stains (which you get a lot of during the winter).
All in all the negatives aren't very meaningful if you're aware of them going in. These shoes are some of the most comfortable shoes I've ever worn, they look great, and you can basically wear them with anything as long as it's not shorts or sweat pants.
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First off, like many people have noted already, Timberlands run about a size to a size and a half to large. I wear a 9.5 Addidas running shoe, a 9 Sperrys, and I ordered an 8 for this shoe and it fit perfectly.
Positives:
The shoe itself looks GREAT on your feet. The dark brown looks really nice and really rugged. This goes fantastically with a pair of dark jeans. I've gotten multiple compliments in just a week's wear. Can't really say enough about how great these shoes look.
These shoes are also INSANELY comfortable. With most boots, it takes a couple wears to feel broken into. Not with these. These felt fantastic the moment I put them on. Absolutely 0 foot pain.
Negatives:
These shoes are NOT waterproof. I went the first few days or so without conditioning them or waterproofing them, and they quickly became stained with water marks. Any drop of water on the boot, if you don't wipe it off immediately, will leave a bit of a stain.
Conditioning and waterproofing is a MUST. I personally went to a nearby shoe store and bought Melatonian Mink Oil, which cost $4 and conditioned and waterproofed the shoes to perfection. This also evens out the tone of the shoe and evens out the water stains, making them look much nicer.
Overall, I am very very happy with these shoes, despite the waterproofing issue. Waterproofing and conditioning the leather made these shoes perfect though. Highly recommended!
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Lightweight, well made, very comfortable the leather is soft (as opposed to similar Earthkeeper City Plain Toe Oxford).
Shoes painted with a special paint, so conceived worn look.
I bought the black and Burnished Brown/Black.
If you can try on and select the size, will be at once satisfied with your purchase.
Any shoes, first one must first see and try on.
Otherwise, you are participating in the lottery.
I have several pairs of Timberland shoes, this is usually the size of 13'.
This one 11.5M
I read the reviews before purchasing, but acquired only the right size at the second attempt.
Honest reviews on Timberland Men's Earthkeepers City Chukka Boot
I usually wear an 8, so I ordered half a size smaller as others recommended. They are still a tad big, but still fit well.
These are really comfortable. I walk up and down stairs all day and my feet don't hurt at the end of the day. I threw some polish on them and they look fantastic.
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Leather seemed very thin. Ordered 15 wide, but still seemed very narrow. Returned them....wasn't the Timberland quality I was used to.
