Nothing makes me quite as happy as an outfit made up of a plaid button down, denim and a good pair of boots. Crisp, cool air is beginning to make its way down here to Texas and my southern boy roots couldn’t be more excited. My style philosophy has always been about dressing your best but also feeling comfortable. Dressing smart and sharp is a must, but this boy can’t beat a good boot night.

Also, don’t be afraid of the plaid pattern. It’s a classic look that comes in different cuts, colors and sizes and can be your top secret weapon when your getting ready quickly. I’m totally into Rag & Bone and their take on the plaid look as of late. My favorite boots right now come courtesy of a beautiful pair of Lucchese classics. In need of a savvy set of boots? JD Fisk carries a wide variety of street-ready boots to strap on and go. So pour yourself a hot toddy, grab a pair of studly boots and a bit of plaid. That’s an order.

Top look: Rag & Bone Shirt / Rag & Bone Denim / JD Fisk Boots

Bottom look: J Crew Shirt (Similar here) / 7 for All Mankind Jeans / Lucchese Boots