Which Clothes to Be Worn With Cowboy Boots?

Taylor Swift accessorizes her red carpet dress with a pair of classic cowboy boots.
... Michael Buckner/Getty Images Entertainment/Getty Images

Cowboy boots are a surprisingly versatile footwear choice and are a smart way to add a little ruggedness to a range of outfit types. Use a pair of cowboy boots to make a fancy dress more relaxed or to change up your regular go-to weekend look. To get the most mileage out of your boots, choose a traditional pair in black or a rich shade of brown.

1 All-American Denim

The combination of denim and cowboy boots is about as all-American as apple pie, but the combination can look a bit too country if not styled properly. To keep your boots-and-jeans look city-ready, switch out your blue jeans for a colored or patterned pair of skinnies and tuck them inside your boots. Complete the look with a neutral silk blouse and chunky gold jewelry. Or wear your cowboy boots underneath some dark blue boot-cut jeans. Layer a ladylike crewneck cardigan over a black or white cotton tank and accessorize with a delicate silver pendant necklace and pearl stud earrings.

2 Nighttime Looks

For an entirely unexpected – but completely complementary – pairing, wear your cowboy boots with your favorite night-out pieces. Your ranch-ready boots can help you get more mileage out of your sequined tops, brocade skirts and lace cocktail dresses, making such items absolutely appropriate for more low-key occasions. Dress down a slinky silk dress by pairing it with your cowboy boots and an unbuttoned chambray top. Add delicate gold jewelry – a thin pendant necklace and a stack of simple bangles – and a simple leather clutch, and you’re ready for a night out with your friends.

3 Casual Weekend Leggings

Update your go-to casual weekend look by pairing some worn-in cowboy boots with black leggings and a comfortable tunic or slouchy sweater. Cowboy boots offer a simple alternative to riding boots, which are a standard pairing for leggings and a sweater. Complete your laid-back weekend outfit with just a few accessories: a chunky gold cuff bracelet, oversized gold stud earrings and a brown leather cross-body bag are all you need. When the weather starts to get cold, add a classic quilted jacket to keep the look pulled-together.

4 Warm-Weather Dresses

Give your feet a break from high-heel sandals this summer and pair your favorite sundress with some sturdy cowboy boots instead. Wear a bright, patterned sundress with some dark brown cowboy boots for a Saturday afternoon event. A pearl necklace, matching stud earrings, and a simple gold envelope clutch keeps your ensemble garden-party-appropriate. If there’s a breeze in the air, throw a navy blue blazer on over your dress for an elegant equestrian vibe.

Katherine Mitt has been contributing to online publications since 2009, focusing primarily on fashion and style topics. She holds a B.A. in English from a small liberal arts school.

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