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Fashionable woman posing in street, holding big dark blue textured bag, wearing stylish pointed toe ankle boots, elegant clothes-ss-feature | 13 Ways To Style Leather Ankle Boots

13 Ways To Style Leather Ankle Boots

Are you thinking of stashing away your cute leather ankle boots for winter? Hold up. Cute Outfits is here to show you how you can pull off fashion-forward ankle boot outfits regardless of the season.

Check out this compilation of the chicest ways to rock your leather ankle boots like a true fashionista.

RELATED: 11 Stylish Outfits To Wear With Your Mule Sandals

13 Fashionista Approved Ways to Rock Your Leather Ankle Boots


1. Giselle Ankle Boots + Jeans

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You can never go wrong with an ankle boot and straight jeans pant pair, especially if the look is accessorized with a designer bag.
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2. Jeans + Peep-toe Ankle Boots

Rock your tan peep-toe ankle booties with a fitting pair of pencil jeans. While this look works, you will love how a lightweight jacket with a darker shade of green or red will pair well with these Ochre boots.

3. Leggings + Studded Boots

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Unleash your style-savvy side with these leather leggings and black tank top pair with your beige studded ankle boots. Stay on-trend with purple, medium pink, or green tanks for a more complementary finish to your boots.

4. Red Ankle Boots + Ripped Jeans

Emphasize your cute zippered boots and make them pop by pairing them with neutral ripped jeans and a white crew-neck tee. Rock a bright pink or orange top with your ripped jeans for a bold look.

Tip: If you love stone jewelry, go for a stone with a contrasting color to make your boots shine.


5. White Kitten Heeled Ankle Boots + Denim Skirt

Nothing beats a denim skirt and heeled ankle boots outfit, especially when paired with a stylish floral chive top. The knot-front design of the top adds an irresistible flair to the outfit.

Tip: Pair your white ankle boots with lighter denim shades that have white undertones.

6. Skater Skirt + Cuban-heel Ankle Boots

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One way to be bold with your black leather ankle boots is to wear them with a black skater skirt and an animal print top. Since serpentine print has been slithering around for some time now, it’ll be perfect to sashay with this outfit on a lunch out with friends.

On a side note, please do take safety measures while eating out with friends.

RELATED: 11 Cool And Chic Outfits To Wear With Your Fave Sneakers

7. Gold Boots + Mini Skirt

Gold is every fashionista’s must-have to pull-off those sophisticated looks all year round. Rock your gold boots with your chic mini skirts to intentionally make them standout.

Tip: Don’t shy away from going bold. Gold has a thing for reds, greens, blues, and other bright colors.


8. Floral Dress + Pointed Scale Print Ankle Boots

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Scale print ankle boots are your all-around quintessential for work, coffee dates, and even nights out. Rock your scale print boots with your floral midi dresses, and nail that chic to-work look.

Style Note: If you choose to go for bright solid-colored midi dresses, accessorize with a gold belt to bring everything together.

9. Babydoll Dress + Platform Ankle Boots

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Babydoll dress and ankle boot outfits are stylish, especially when the boots come in a platform and lace-up design. This babydoll dress’s smocked design is to die for, not to mention the little frills on the sleeves.

Tip: Get playful and try out different colors and designs for the ultimate look.

10. Maxi Dress + Combat Boots

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Want to stash away your combat boots for winter? Well, please don’t. Pull off stylish looks by rocking them with your puff sleeves maxi dresses.


  • Black is a universal color. It looks elegant in any color combination. So, do not hold back from going all out.
  • I love this look without a belt. Feel free to add one if that’s your style, but you need to tone down with your necklace. Go for a dainty piece if you’d also like to wear one with your belt accessory.

11. Lace-up Serpentine Boots + Mini Dress

This coral pink short dress styled with a pair of front buckle serpentine boots pair is how you flaunt your long sexy legs. Serpentine heeled ankle boots looks cute with a solid color tee and cropped jeans.

Tip: Always go for outfits that don’t compete with your serpentine boots, especially if they shimmer, for a more put-together look.


12. Brown Ankle Boots + Denim Shorts

This roundup wouldn’t be complete without a mention of the good old denim shorts. See how this denim shorts outfit looks cute with a pair of light brown ankle boots?

Style Note: Stay chic by pairing your shorts with tanks or chambray shirts.

13. Bermuda Shorts+ Flared-heel Ankle Boots

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One of the ways to elevate your look with your leather ankle boots is to color coordinate with your outfit. See how this inspo stands out? Simple yet striking. A classic look for your work outfit or a lunch meeting with your clients or colleagues.


Watch this video by MissAlex on everyday outfits with ankle boots:

With these, dear fashion lovers, you bet you will be pulling off fashionable ankle boot outfits without compromising your comfort. You will inspire other fashionistas to rock this footwear with sass.

Which of these ankle boot outfits did you love most and will be trying out? Let us know by leaving a comment below!

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