Skip to Content
Free Ground Shipping Now Through October 31 with code: FreeShipFall
Cart (0)
Free Ground Shipping Now Through October 31 with code: FreeShipFall

How to Wear: Ankle Booties and Jeans

Boots and jeans are a winning combo, especially during the cooler seasons. It’s a classic look that you’ve probably sported before, but maybe you are looking for a fresh way to wear these staples. Ankle boots and jeans give you the opportunity to modernize the pairing without losing the comfort we all love! Read on for some tips for a fantastic go-to style pairing with plenty of versatility.

Rock ‘n Roll

Here’s how to rock the two together for a retro but modern look. If you have a pair of straight-leg jeans that don’t grip at the hem, simply roll them up. A small, neat cuff will let you show off a distinctive ankle boot, like the Brenna Boot, which features eye-catching grommet and lace embellishments. The heeled booties add polish to jeans and a long-sleeved knit top or wool coat.  

High Class

High-waisted jeans have become more of a cutting-edge jean style in recent seasons, and yes, you can definitely wear this cut with ankle boots. Light-colored neutrals look elegant with denim, so slip on a pair of grey or white boots like the Brie Boot, which is available in Stone. The boots have a scoop at the ankle, so rolling the jeans a bit will display a peek of skin. A chic contrast to a white, high-neck blouse and coat.

Casually Cropped

Looking for a cool travel or weekender outfit? Go for both comfort and style with a pair of brown fringe boots. The Classic Fringe Hardsole Boot has a flat, lightweight sole and rawhide laces so that you can easily zip around whether you are treading outdoors or running around the city. A jacket and cropped jeans complete a functional and fashionable outfit.

Black & Tan

Contrasting your skinny jeans and booties will make your ensemble pop. Grab your pair of black jeans and combine with the Dixon Boot, which comes in Dusty Brown. The boots also feature standout accents like suede wraparound straps and silver buckles. Wear with a pretty blouse and denim jacket. If your hem is a little longer, make sure to tuck your skinnies inside the boots for a streamlined silhouette.

Footloose & Fancy Free

Fringe adds a free-spirited personality to your look, making the accent a terrific partner with your torn or distressed jeans. With two layers of suede fringe and antique-inspired metal embellishments, the Double Fringe Side Zip Boot amplifies a casual T-shirt and sweater ensemble to a new level.

World of Color

These days denim isn’t limited to shades of blue. You can find jeans available in a rainbow of colors, giving you fun options to play with. Find a color jean that works for you and layer with a complementary shade or even a print. Finish the look with black ankle boots, like the Two-Button Hardsole Boot. The fringe and concho accents add a boho touch so that your black boots are anything but basic.