I just tried on these boots and, once I fell in love with them, my mom told me she was wrapping them to put them under the tree. Normally I would go for a more streamlined boot, but I decided to be a little more daring than usual. I initially wanted ankle boots, but the ones I had my eye on were unfortunately elfish once I saw them on my own feet.

The question, then, is what do I wear them with?

I was thinking of delving into the dangerous world of leggings, but only because I think black leggings would make the brown rider boots look especially strong. My unchanging position that leggings are not pants mandates that I find something long enough to hide my rear.

The blouse on the left, from Anthropologie, may be just feminine enough, but could also be too structured without something softer, especially if I paired it with a blazer. And the sweater, from J. Crew, is subtle and loose, but would it look lazy with the aforementioned leggings?

A little help, please? I need to decide what to spend possible Christmas funds on!