Peek inside your favorite pair of hiking boots. Take note of the size, and start exploring western boots of the same size and a half size larger. Since western -- also known as cowboy -- boots don't stretch much, that extra half size makes the leather footwear feel broken-in on day one. After all, you don't want sore feet when you show off your new footwear.
Try on boots at the store. Sit to pull on the boots over a pair of socks. If the boots pinch your toes or feel snug around the arch of your foot, bump up to the next half size. Stroll up and down the aisles of the shoe store, stopping to glance at your profile in the mirrors. If the boots hug your calves too tightly, smash your toes or have an awkward insole, pass on that style. Western boots offer both low heels and practical flat soles. Boxy toes, rounded or pointy toe styles also grace the western boot industry. Test-walk in several styles to see which fits your foot shape.
Finding the best-looking cut and style is just one part of the equation. Now, find that favorite boot style in the best width for your feet. A "D" after the numeric size indicates a standard width. For a wider boot, choose one with "EE" after the size. If your big toe creates a bump in the leather, replace the small boots with the next-larger width.
Coordinate the boots to your clothing. Boots with a wide opening easily pull up and over skinny or tapered jeans. Western boots that rest against your calves fit best under a pair of boot-cut jeans. If denim makes you cringe, any style of western boot can pair up with a casual dress, a sweater dress, or a casual A line skirt.