How To Wear Ankle Boots With Skirts?

How To Wear Ankle Boots With Skirts?

How To Wear Ankle Boots With Skirts?

Ankle boots are a versatile footwear option worn with various skirts. If you want to maximize your fall wardrobe, a pair of ankle boots is one of the best pieces to invest in. You can wear them with everything from jeans to dresses.

The trick is to find a pair that fits well without being too loose or tight around your ankles. Learning which styles look the best on your body can be a challenge.



The combination of jeans and ankle boots is a classic OOTD. There are various ways to style this outfit, which can work for any season.

You should keep a few things in mind when wearing ankle boots with jeans to make sure you look your best. These include height, heel shape, and boot cut.

When choosing ankle boots to wear with jeans, it’s a good idea to choose ones with a low heel height and a toe shape that isn’t pointed. This will help to prevent the boots from tripping you when you walk.

Wear flared or bootcut jeans with ankle boots to get the best fit. However, it’s important to choose ankle boots that are snug on the calf, so they don’t rip through the jeans or drag on the floor.

Lastly, you should choose a pair of ankle boots that matches the color of your jeans. This will ensure the look is cohesive.

For example, black ankle boots look great with brown jeans or light blue denim. For a more feminine touch, you can pair a pink pair of boots with mom jeans and a girly cardigan.

If you have a tight waist, you can tuck your jeans into your boots. This will help to balance your look and make you appear slimmer.

A good rule of thumb when tucking in your jeans with ankle boots is that they should slightly graze the top of the boot or hang past it by a few inches. This will make the outfit look more polished and flattering and won’t be too casual or revealing.

Another trick is to cuff your jeans with your boots. This is a popular trend for 2022, and it can be done with any type of boot with a high shaft. It will give your outfit a more edgy vibe and add texture to your look.

Skinny jeans are the easiest to tuck into boots as they don’t require much room. This means they’ll go with all heights of ankle boots and create a sleek look.


If you’ve ever wondered how to wear ankle boots with skirts, the answer is simple: it’s much easier than you might think. It’s a style of footwear that can be worn all year long. You can pair your favorite knee-high or ankle boots with various skirts and dresses, from midi to maxi.

You can also make this style of footwear work with sweatpants or even joggers. Those are typically worn when you’re lounging or on the weekends, but they can be dressed in more polished clothing like ankle boots.

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Try wearing a mini denim skirt with black heeled ankle boots for a casual daytime look. You can pair these with a tee shirt and some tights for a stylish outfit.

Alternatively, you can pair a midi skirt with a pair of leather-heeled ankle boots and a white, cream, or neutral-toned formal shirt for a professional and chic look. You can also try a navy, white, or red tweed midi skirt with black heeled ankle boots and a blazer for a more formal evening look.

Finally, you can pair a skirt with a fitted top and coordinating tights or leggings to make it more polished. Tights will keep you warm and make the outfit look put-together, while a fitted top can make it more flattering.

A midi skirt can look very frumpy if you’re not careful, especially if it’s in an overly printed design or doesn’t fit well. However, you can avoid this by choosing a fitted midi skirt and adding a pair of sleek, narrow-heeled ankle boots.

Ankle boots can also be worn with a pencil skirt, a style popular in the spring and summer. You can style a pencil skirt with any kind of heeled boot that you prefer, from flat to pointed or chunky heels.

You can also wear a midi skirt with heeled boots that are a little more relaxed, such as a Chelsea boot or a slouchy oxford. A Chelsea boot is a great choice for this outfit because it can help elongate those pins and will add some flair to your outfit.



Ankle boots are a classic shoe style that pairs perfectly with any dress. The key is to choose the right boots for your outfit and ensure that they complement the overall style of the dress.

Try wearing ankle boots with a printed midi or short dress to create a sleek and chic look. They add style and height without sacrificing comfort.

These boots also work with various other dress styles, from casual party dresses to more formal gowns. They will add a touch of edginess to your outfit and are a perfect choice for any occasion.

You can wear ankle boots with skirts in any season – from winter to summer. The only rule is to pay attention to the length of the dress and how it sits with the boots.

A midi-length dress looks best with tight-fitting high-heeled ankle boots. You can avoid styling longer or maxi-length dresses with booties because they make your legs look too short.

The trick is to pick a pair of booties that end just above your calf and are in a neutral color. Black, brown, tan, and nude are all popular colors for boots and work well with most dress styles.

Another option is choosing a more textured boot similar to Chelsea boots’ appearance and feel. This style is a must-have for anyone with a closet full of dresses!

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Wear a midi-length dress with a pair of black chunky ankle boots for a casual yet chic look. You can pair them with a black and white shirt, blue jeans, and an orange trench coat for a modern look.

Ankle boots will also work with a sweater or light-colored dress. Opt for suede or pony hair leopard print ankle boots or leather-printed snakeskin booties to look a more dressed-up vibe.

Lastly, wear black studded ankle boots to create an edgy outfit. These will look great with a black or white dress and are an excellent option for evening wear.


Choosing the right accessories to pair with your outfit is critical for making it look stylish and cohesive. Thankfully, ankle boots are an excellent addition to your wardrobe and can make your style feel effortless.

The key is to know how to wear your ankle boots with skirts and dresses to create a look that is as chic as it is comfortable. Here are some tips to help you achieve the perfect ankle boot and skirt pairing for your next outfit:

First, consider your height and the length of your dress or skirt. For instance, if you’re tall, consider wearing midi skirts that hit just above the knee. This will ensure that your legs look longer and more proportionate.

Another tip is to choose a pair of boots that match the color palette of your dress or skirt. This will help to create an elegant and sophisticated look for the evening.

If you’re unsure about what shoes will go with your dress, getting some photos of your outfit in various boots can be helpful before you decide on one. This will give you a clear idea of what your outfit will look like with your chosen footwear and will help you avoid any mishaps later in the day.

You can also try adding a belt to your dress and a necklace or bracelet. The more accessories you add, the better your outfit will look.

Ankle boots are a fabulous accessory for dresses, as they complement the shape of your body and accentuate your legs. They are also a great way to add texture to a simple dress.

For a casual daytime look, ankle boots can be paired with denim skirts, crop tops, or a jumper in the cooler months. You can also wear heeled ankle boots with short skirts for a more dressy evening look.

For those looking to make an even greater statement, opt for a high-heeled pair of ankle boots and wear them with a maxi skirt. This combo will ensure you stand out from the crowd and look stylish.

Five Tips On How To Wear Ankle Boots With Skirts:

  1. Length of skirt: Ankle boots look best with skirts that fall above the knee or are knee-length. Avoid wearing ankle boots with long skirts, creating a frumpy look.
  2. Tights or leggings: Wearing tights or leggings with your skirt and ankle boots can help elongate your legs and create a more streamlined look. Choose black or opaque tights for a classic look or patterned or colored tights for a more playful outfit.
  3. Dress up or down: Ankle boots can be dressed up or down depending on the occasion. For a more formal look, pair your ankle boots with a pencil skirt and blouse, or pair them with a denim skirt and a sweater for a more casual look.
  4. Play with proportions: Experiment with different skirt lengths and ankle boot styles to find what works best. A shorter skirt paired with chunky ankle boots can create a fun and playful outfit, while a longer skirt paired with sleek ankle boots can create a more elegant look.
  5. Show some skin: If you’re wearing ankle boots with a skirt, consider showing a little bit of skin between the top of your boots and the hem of your skirt. This can create a flattering silhouette and add visual interest to your outfit.
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Remember to have fun and experiment with different combinations to find what works best for you and your style!