But that's not what I'm here to talk about....
I'm here to tell you that leather cowboy boots are totally on the rise.
You can wear them with just about any dress or skirt as long as the colors coordinate or there's lots of denim involved in the outfit. Oooorrr you can go all out and wear them traditionally with utilitarian- style boot cut jeans and a simple floral top.
Just a suggestion: MAKE SURE THEY ARE REAL LEATHER. Otherwise they will wear out insanely quick and the faux leather sealant will peel off and look disgusting and terribly trashy. Some great brands that make genuine leather boots are: Justin, Laredo, Dan Post, Larry Mahan, Tony Lama, Zodiac, Nocona, Abilene, Olathe, and Lucchese just to name a couple.