Leave the oxfords and loafers at home. Inside, explore our editors’ favorite dress boots, from best-selling brands like Lucchese, Crockett & Jones, and more.

I’ve always wanted to wear cowboy boots, but never felt like I had the right outfit. Honestly, when I was younger, I just felt like unless I lived in Texas or was a cowgirl, I shouldn’t wear them.

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When I think about the women who always seem pulled together, it’s never the ones dripping in logos or chasing trends. It’s ...