The first is the re-release of the Stuart Weitzman 5050 over-the-knee boot. It comes in a ton of colors but I think the basic black is by far the sexiest. And not just because of Miss Kate here.
They are made to go with skinny jeans in the Fall and short skirts for Summer.
The Frye Melissa lace-up riding boot is another classic style. Just like the tall boots I wore for dressage, this boot style will be around forever.
These would also go great with tucked in jeans but they are such an American style staple, you could wear them with long skirts and floaty dresses.
Stride through the seasons in these grounded styles.