I have the Wolverine 1000's and a pair of OSB cap toes that were sent back to OSB to be resoled with a Dainite sole. My OSB are the natural chromexcel. The Wolverines were comfortable right out of the box and built on a fairly sleek last. They look a little dressier in my eye. I'm usually a size 10.5 in dress shoes and wear a size 10 in the Wolverines and added a cushioned insole. The OSB took a few days to break in, but nothing major. They fit TTS and don't really leave me room for an added insole. The toe of the OSB is a little more rounded, so it does fit wider and doesn't have the same sleek look - although it looks damn good! The natural chromexcel, the cap toe, the broguing, and the natural colored midsole really make the boot stand out and it just seems a little better built in my mind. The Wolverine is a very solid boot, but rather plain and doesn't seem to be as well built - although I'm certain it will last me for years as I have many pairs of footwear.
I would also consider a pair of Red Wing Beckhams in black.
http://www.amazon.com/Red-Wing-Beckman-Cherry-Featherstone/dp/B00542X6IW/ref=cm_cr_pr_product_top
I have a pair in the black cherry color. I got mine for about $175 a few years ago and wouldn't pay full retail for them, but I like my pair quite a bit. In a way, they are my "beater" boots. I wear a size 10 in this boot and still have room for a padded insole. They fit a bit narrow, so if you have a wide foot, I wouldn't consider the RW's. They also took a bit longer to break in than they other two pairs. I like the commando sole.
Shfle, thanks for the link. I'v never heard of them before. Do you know of any stores that carry them?
John Lofgren Monkey Boots Shinki Horsebuttt - $1,136 The classic monkey boot silhouette in an incredibly rich Shinki russet horse leather.
Grant Stone Diesel Boot Dark Olive Chromexcel - $395 Goodyear welted, Horween Chromexcel, classic good looks.
Schott 568 Vandals Jacket - $1,250 The classic Perfecto motorcycle jacket, in a very special limited-edition Schott double rider style. They're one of the few English shoe/boot makers who are still making things by hand in England. It doesn't look like you'll find this model stocked anywhere though, as it looks to be literally hand-made to order, with an 8-10 week delivery estimate for the UK, so will be a bit more if you're elsewhere