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How to Wear Ankle Boots with Leggings for a Sleek Look

By: Emily Whitehill.

Published on

- 3 min read


Ah, the classic combo of ankle boots and leggings – it’s like peanut butter and jelly for the fashion world. Effortlessly chic, endlessly versatile, and surprisingly comfortable, this pairing has become a staple in the wardrobes of style mavens everywhere. Whether you’re running errands, heading to brunch, or even dressing up for a night out, knowing how to style ankle boots with leggings can elevate your look from simple to simply stunning. Let’s dive into the art of mastering this dynamic duo.

 A full-length image of a young woman with wavy brunette hair, wearing black leggings, tan suede ankle boots, a white oversized sweater, and a tan tote bag. City street background, morning.

The Basics: Choosing the Right Leggings

Before we jump into boots, let’s talk leggings. Not all leggings are created equal, and the right pair can make or break your outfit. Look for high-quality, opaque leggings that offer a good stretch but are firm enough to hold their shape. Avoid anything too shiny or sheer – you want your leggings to mimic the look and feel of skinny jeans or pants for a polished vibe.

Ankle Boots: The Star of the Show

Ankle boots come in a plethora of styles, from sleek leather to casual suede, studded, buckled, or with a chunky heel. The key to nailing the leggings and ankle boots look is to choose a boot that complements the style you’re going for. Sleek leather boots with a slight heel can dress up your outfit, while flat, suede styles keep things casual and comfortable.

 A full-length image of a stylish young woman with straight, shoulder-length blonde hair, wearing charcoal leggings, black leather ankle boots with a modest heel, and a long gray wool coat. Holding a small black clutch. City park background, overcast afternoon.

Perfect Pairings

Casual Cool

For a casual, everyday look, pair your leggings with flat ankle boots. Add an oversized sweater or a relaxed tunic top for a cozy vibe. This outfit is perfect for coffee runs, casual Fridays, or a laid-back weekend outing. Don’t forget to accessorize with a chunky scarf and a tote bag for that effortless chic touch.

Elevated Elegance

To elevate your leggings and ankle boots combo for a night out or a more formal setting, opt for leggings with a leather-like finish. Pair them with heeled ankle boots, a sleek blazer, and a statement top. This look is all about textures and layers, so feel free to experiment with different materials and finishes.

 A full-length image of an elegant young woman with long, curly red hair, wearing black leather-look leggings, black heeled ankle boots, and a dark green velvet blazer. Holding a gold chain shoulder bag. City street background, evening.

Weekend Wanderlust

For those weekend adventures where comfort meets style, pair your leggings with chunky ankle boots and an oversized denim jacket. This look is perfect for exploring the city, attending outdoor festivals, or simply enjoying a day out with friends. Add a crossbody bag and some stylish sunglasses to complete the ensemble.

 A full-length image of a carefree young woman with short, messy brown hair, wearing black leggings, chunky brown leather ankle boots, and an oversized blue denim jacket. Holding a red crossbody bag. Urban alley background, sunny afternoon.

The Finishing Touches

Accessories and outerwear can completely transform your leggings and ankle boots look. Consider adding a belt to cinch in your waist if you’re wearing a longer top or coat. Hats, from fedoras to beanies, can add personality to your outfit, while statement jewelry can elevate even the simplest of looks.

Don’t Forget the Socks!

Yes, socks. They might seem like a minor detail, but they can make a significant difference in your comfort and style. If you’re wearing boots with a higher shaft, opt for socks that match the color of your boots to create a seamless look. For lower-cut ankle boots, consider no-show socks to keep the focus on your stylish footwear.

 A full-length image of a young woman with long black hair, wearing dark green leggings, black ankle boots with a low cut, and a chunky knit cream sweater. Walking on a city sidewalk, late afternoon.

In conclusion, ankle boots and leggings are a match made in fashion heaven. With the right pairings and a touch of personal style, you can create looks that range from casual and cozy to sleek and sophisticated. Remember, fashion is all about expressing yourself, so don’t be afraid to experiment with different textures, colors, and accessories. Happy styling!