I've been looking for some black boots to wear with the kilts, but was not having a lot of luck. Most ankle-high stuff in black tended toward work, combat or dress, and while all have their place, I was looking for something more hiking boot like and leather. I found these:



They are super comfortable, look good (can go from outdoor to business casual), and Keen has a great rep for making high quality shoes.

I got these at Zappos, and they are called the Brooklyn Mid:

http://www.zappos.com/n/p/dp/9580166/c/3.html

They come in brown as well. Only issue? A bit pricey. But I think I'll get a lot of use out of them, and they are no more expensive than Dr. Martins.