20 Stylish Ways to Wear Ankle Boots


Because of their flexibility, stylish and straightforward style, ankle boots are absolutely one of the most versatile shoes every girl should own. And this list of 20 unique and distinct styles will help you make the right choice.

  1. With short skirt.
Miranda Kerr

Miranda Kerr

Perfect style for young and bold girls who know how to look good and get what they want. Miranda Kerr definitely knows her strength and is not afraid to pair these statement boots with a short skirt casual outfit.

  1. With full skirt.
Rachel Bilson

Rachel Bilson

This is an excellent choice for chic ladies who want to look classy no matter what. Rachel Bilson combines a simple full skirt outfit with a pair of booties and the final result is not only impeccably urbane and stylish, but also comfortable and casual.

  1. With long skirt.
Selena Gomez

Selena Gomez

Wearing ankle boots with a long skirt is one of the most simple ways to pull off these two items, as often girls meet up with a challenge how to make long skirt look good while keeping it on the casual side, as long skirts have this sophisticated touch about them. Pairing it with comfy ankle boots is one of the best solutions to this challenge. Long skirt keeps the image classy, but ankle boots help it stay down to earth.

  1. Peep toe booties.
Zendaya Coleman

Zendaya Coleman

This is not only a beautiful accessory but a bold statement. Choose peep toes booties if you are young and like to impress. And do not forget to have perfectly pedicured toes if you are going to wear these boots.

  1. Add some glitter.
 Jessica Biel

Jessica Biel

Boots don’t need to be boring, more so ankle boots, so why not add some sparkles and glitter to a plain pair of those? Jessica Biel shoes are anything but plain and boring, and as a result her whole look raises onto a new more chic level.

  1. Denim shorts.
Ashley Tisdale

Ashley Tisdale

A lot of girls think summer is the time for sneakers, sandals and flip flops and although it is not wrong, summer can even be the time for boots. Well, ankle boots. Pair your favorite ankle boots with denim shorts for a nice street casual look, just like Ashley Tisdale did, and you will feel relaxed and at ease.

  1. Summer shorts.
Nina Dobrev

Nina Dobrev

Denim shorts is not the only type of shorts ankle boots can be worn with. Try any other color and fabric to make it look more interesting, and your summer will become even brighter and more relaxed. Also, a good thing to remember that the color of your ankle boots should not necessarily match the color of the rest of your outfit. Don’t be afraid to experiment and try new looks.

  1. Short dress.
Reese Witherspoon

Reese Witherspoon

Short dress goes very well with ankle boots. This style makes your legs seem longer thanks to the bare skin exposure, and gives you a nice vibe without looking overdressed (which is the risk you might run when pairing a short dress with stilettos, for instance). The result is a perfect balance between comfort and beauty, and Reese Witherspoon outfit just proves it.

  1. Maxi dress.
Kendall Jenner

Kendall Jenner

A proper maxi dress is the perfect clothing item to wear with ankle boots. If you wish to form a romantic outfit, merely combine your maxi skirt with nice ankle boots- stilettos or flats. When pairing it with stiletto ankle boots, the result is airy and romantic, and if you pair your maxi dress with heavy biker ankle boots, it will produce a nice balance of roughness and femininity.

  1. Skinny jeans.
Gwyneth Paltrow and Cameron Diaz

Gwyneth Paltrow and Cameron Diaz

Skinny jeans and ankle boots were made for each other! It is stylish, it is straightforward, and it is good-looking. Gwyneth Paltrow and Cameron Diaz prove it well.

  1. Boyfriend jeans.
Eva Mendes

Eva Mendes

Another way of wearing ankle boots in a stylish and interesting manner is to pair them with boyfriend jeans. It is still as comfortable as pairing the jeans with sneakers, but less sporty and more streety. The final look is super relaxed and casual.

  1. Leggings.
Rosie Huntington Whiteley

Rosie Huntington Whiteley

Wearing ankle boots with leggings can create quite a distinct look, although remember that the key is to choose the right color coordination between your booties and your leggings, and of course, the right accessories.

  1. Over the knee socks.
Selena Gomez

Selena Gomez

Yes, you can wear ankle boots with stylish this season over the knee socks. It will keep you warm and cozy, and will create an illusion of longer and thinner legs. If you follow Selena Gomez’s example and match them with a bulky sweater dress, you will look taller and skinnier.

  1. Shirt dress.
Diane Kruger

Diane Kruger

So trendy this season shirt dress looks very nice with ankle boots, as these shoes will balance the business touch of the shirt dress and will keep it more casual.

  1. Statement coat.
Blake Lively

Blake Lively

Ankle boots paired with a bright statement coat is the ultimate look for all the fashionistas and urban trendsetters. It does not matter what is underneath the coat, as the look is impressive and at the same time rightly balanced so that the person does not look overdressed (the effect you would achieve by pairing a statement coat with stilettos or high boots), and not too casual. Perfect outfit for an expensive shopping stroll.

  1. Professional attire.
Pippa Middleton

Pippa Middleton

Yes, your business suit should not necessarily be matched with classic black pumps, as sometimes pairing it with professionally looking ankle boots can produce the desired effect. In such a way you will never be bored having to wear the same things to the office.

  1. Black ankle boots.
Ashley Madekwe

Ashley Madekwe

Now that you know some basics of how to wear ankle boots in style, let’s talk about color. Yes, color matters, and for those who just buy their first pair of ankle boots, it’s good to start with simple black color, which can be mixed and matched with mostly anything and will always look good and appropriate. In case you want something more daring, follow Ashley Madekwe style and get yourself a nice pair of black ankle boots with a super high heel.

  1. Brown booties.

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Brown is the not only the forgotten neutral, but also quite an outstanding color. Brown leather booties are brighter than black ones and make a better statement while still remaining on a classic side. A great choice for girls who just start to experiment with ankle boots and love wearing bright jeans or pants.

  1. Animal prints boots.
Victoria Justice

Victoria Justice

The only rule with leopard or any other animal prints ankle boots is not to use any other animal prints in your outfit. Remember: your goal is to make a fashion statement, not to scream out fashion chaos!

  1. Go electric.

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Choose a pair of electric ankle boots if you wish to make a statement. It should not necessarily be blue, any bright color goes. Be sure, even with a plain outfit, these booties will ensure all eyes are on you.

This list will help you incorporate ankle boots into any style and outfit and will make you look interesting and unique. Do not be afraid to experiment and try new looks for yourself, as these booties are timeless.

(all images are sourced via pinterest)

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