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.

These tastemaker-approved picks will save you from wrapping up yet another gift card Written By Written by Staff Writer, WSJ | Buy Side Medea Giordano is a staff writer at Buy Side, covering style, ...