Fall/Winter Shoes Part 1
The boots and winter shoes of the season + how to wear them.
The question on everyone’s mind: What shoes do I wear right now?
A boot is the obvious choice once it’s cold. But lately, especially before it gets too cold, I’ve been more into a sock-and-shoe option. It just feels more interesting right now.
I broke everything down—what I’m wearing and how to wear it. The edit got so long that it’s now a two-part series. Today covers boot shapes (almond, pointed, square), the best lace-ups, and what to wear when it snows. Next post we will get into cozy pairs for home and snow, and a few for night.
Cowboy

The clean minimalist in me likes this styled simply but with a fashion edge. I really like a pant (jean or trouser) pulled over a cowboy boot. I also love the idea of wearing them with a great suit (jacket and pant here). To get that Khaite resort look with this style of boot, I’d wear them with this perfect jean and a great leather jacket. This Toteme pony hair small bag would be cute with it, too.
The below are more of a true cowboy boot in cut and detail. These are my favorites that still feel wearable without looking like you’re headed to a rodeo. All of these are narrower at the top, so pants can go over without bunching.
If you can’t quite go there, go with a cowboy-leaning style. Simple, cleaner, and a little more Saint Laurent, less Lucchese.





