How To Wear Ankle Boots Over 40?

How To Wear Ankle Boots Over 40?

How To Wear Ankle Boots Over 40?

Ankle boots are a versatile and stylish choice of footwear for women of all ages, including those over 40. Ankle boots can be a tricky shoe to style over the age of 40. They can be hard to wear with pants, skirts, and dresses without making the whole outfit look a little too casual or clunky.

Fortunately, there are plenty of ways to style ankle boots over 40 and keep your look polished. Here are some styling tips to get you started.

Jeans And Blouse

When it comes to wearing jeans and blouses over 40, you have a few key considerations that can make or break your outfit. These are especially important if you are wearing more professional workwear or looking for a casual, comfortable, polished look.

Color is one of the most important factors in clothing and jeans, especially dark colors like black or blue. These colors are a great choice for a professional business look or a smart-casual event because they can easily pair with heels, ballet flats, or loafers to create an elegant and sophisticated image.

Another important aspect to consider when it comes to jeans is the length of your pants or jean skirts. Choosing the right length can make a huge difference in how your body looks and how you can wear these pants.

A good rule of thumb is to take your proportions into account and wear cropped pants that fit well on your torso while still showing off a little skin at the ankle or hem. This will help to make your torso look shorter, and your legs appear longer and more proportional.

Cropped skinny jeans are a popular spring fashion item and can be worn with boots in the fall and winter. A boot with a shorter, chunkier heel works best with this style of jeans since they are easier to cuff or leave the hems loose.

Wider pants are a popular option for the same reason as cropped pants; they can fit well on your body while showing off some of your ankles and making your torso look shorter and your legs look longer. They also fit well with various ankle boots, including taller boot shafts that hide under a more cropped style of pants or lower, block-heel ankle boots for a classic and subdued vibe.

Hem suggestions: If your jeans are wide at the hem, it is best to hem them to hit just above the ankle to give you more options with your ankle boots. You can cuff them once or twice to show off more of your boots and leave the hems loose for a more relaxed look.


Wearing a dress is one of the most versatile ways to style an outfit. It’s comfortable and flattering, especially with ankle boots, and it looks great in almost any season.

You’ll want to choose a boot that compliments the dress you’re wearing, but if you’re not sure what to go with, there are many options out there. Here are a few tips to help you get started:

First, try boots in neutral colors such as black, brown, or nude/tan. These will look good with more outfits, as opposed to a brighter color like red or blue.

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Second, make sure your boot is stylish enough to stand out. This includes heel height, sizing, and texture of the shoe.

Finally, if you’re planning to wear your boots with skirts and dresses, consider picking a pair that’s in a thicker fabric. This will add some extra warmth and keep your feet toasty during the winter months.

If you’re looking for something more fun, try suede booties that are v-shaped or have a cut-out on the side. This will look particularly nice with a mini dress and will be a fashion statement.

The same goes for animal-print ankle boots. These add a bit of pizazz to any outfit and can be worn with various styles, including tiered or floral maxi dresses.

Lastly, be sure to choose shoes that will match your dress’s embellishments. This is a big part of making an outfit stand out, so take time to decide on the right boots.

This is the best way to determine whether your shoe and dress choices will work together. If they do, it’s time to get your lace-up boots out and pair them with everything from jeans to a skirt. You’ll be surprised by how much you love wearing them. They’re also a great way to show off your personality without feeling too flashy or over-the-top.

T-Shirts And Jeans

If you’re over 40 and want to upgrade your style game without sacrificing comfort, look no further than ankle boots. You can wear them with skirts, dresses, and t-shirts in smart ways that’ll look great with any outfit you choose.

The most important thing to remember is that your jeans and ankle boots should complement each other, not compete for attention. So, be sure to match the colors of your booties to the pants or jeans you wear.

For example, black stripes pair well with dark-washed or slim-fitted jeans. The striped pattern helps balance the skintight fit of skinny jeans and makes them more flattering on your figure.

You can also find boots in colors that work with a wide variety of pants and jeans styles, like gray or tan. This is particularly true for the more fitted pants and jeans that women over 40 tend to prefer.

To make a pair of cropped or straight-leg jeans more stylish with your ankle boots, you can cuff them slightly or fold them above the boot. This will show just a sliver of skin between the hem and the top of your boot, making them appear shorter.

Another way to wear skinny jeans is by pairing them with a pointed-toe heeled boot. This will give your outfit an extra edge and look especially nice with slim-fitting jeans, according to Katie Schmidt, owner of Passion Lilie.

Cropped or wide-leg jeans with ankle boots are a classic combination for many. However, it’s important to remember that you need to keep the hem of your pants above your ankle boots, or else they will bunch up.

If you are a tall woman, you can also try this combo with a pair of jeans designed specifically for taller women. This is called a Stovepipe, and it has an inseam of 30 inches, which is enough to cover most tall women’s ankles, says Hallie Abrams, founder of the Wardrobe Consultant.

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You can also wear boyfriend jeans with ankle boots for a casual look that’s not masculine or feminine. The looser and oversized fit of boyfriend jeans are flattering to many women over 40, and they are comfortable enough for most people to wear. If you’re worried about looking sloppy, pair them with a simple sweater or fitted button-down shirt to clean up the look.


Having the right skirt for you will give you confidence when dressing up. There are many different styles to choose from, but it is important to pick one that will look good on you.

Flowy skirts are best paired with fitted tops and high heels to create a flattering outfit. Longer skirts look great with ankle boots, and this shoe style is perfect for winter days.

Skirts can also be patterned to give them more personality and help you stand out. For example, a polka dot skirt can be paired with a simple black t-shirt and flat boots.

A maxi skirt is another option that works well with various tops and shoes. This skirt is versatile and can be worn to parties or casual events. You can even style it with a blazer and a sweater for colder weather.

If you want to add a little extra style to your look, try a skirt with pleats. This will add a dramatic flare that is incredibly classy and elegant.

You can find pleated skirts in a wide range of colors and prints, making them a versatile option for any occasion. This skirt can also be tucked into a blouse for a more formal look.

Pleated skirts fall at a mid-calf length, which makes them more flattering for women over 40. You can also wear this skirt with a belt to add more shape to your figure and help it look more put together.

Ankle boots are a popular fashion choice for women over 40, and they can be worn with any kind of skirt or dress. They can also be worn with jeans, which will elongate your legs.

It is also important to remember that skirts should be knee-length or lower. This will give you a more youthful appearance and make you appear less aged, whereas thigh-baring skirts will give your body an unflattering look.

You can find many options for skirts in your local mall or online. It is important to remember that you should always try them on first before buying, so you can get a better idea of how they will fit your body type. It is a good idea to have at least two or three styles in your closet, so you can rotate them often.

Here Are Some Tips On How To Wear Ankle Boots Over 40:

  • Choose the right style: There are many styles of ankle boots, from flat and casual to heels and dressy. Choose a style that suits your taste and lifestyle and complements your wardrobe.
  • Consider the heel height: Ankle boots come in various heights, so consider what is most comfortable and appropriate for your needs. Lower heels may be more practical for everyday wear, while higher heels can add a dressier touch.
  • Pair them with the right outfit: Ankle boots can be worn with various outfits, including skinny jeans, leggings, skirts, and dresses. Consider the occasion and the dress code, and choose an outfit that compliments your boots.
  • Show some skin: Ankle boots look best when worn with outfits that show a little bit of skin. This can mean pairing them with cropped pants or rolled-up jeans or wearing a skirt or dress that falls above the knee.
  • Don’t be afraid of color and pattern: Ankle boots are available in various colors and patterns, so consider adding a pop of color or a fun pattern to your outfit. For example, you could pair a neutral outfit with bright red ankle boots.
  • Layer with tights: When the weather is cooler, you can layer your ankle boots with tights or leggings for added warmth and style.
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Overall, wearing ankle boots over 40 is about choosing styles that make you feel confident and comfortable and pairing them with outfits that suit your style and needs. Experiment with different styles and see what works best for you!


How do you wear ankle boots after 50?

Roll up and leave an inch of space at the ankle between your boot and pant. To create a thin cuff, fold twice. To create a big fold, fold once. Be mindful that your legs will appear shorter if the cuff is wider. If you cuff your jeans, dress in a shorter shirt to make your legs appear longer.

Can 40 year olds wear combat boots?

Combat boots are one ’90s fashion that has made a major comeback. You could have worn combat boots when you were younger and are wondering if you can do so again now that you are older than 40. To that, I say YES. Just make sure to style them in a contemporary manner that is appropriate for your age and the era.

Is it OK to wear ankle boots with a dress?

No of the length, a dress or a skirt can appear really beautiful when paired with ankle boots. There is an ankle boot that will go with your outfit, whether you’re wearing a maxi skirt on the weekend or a midi dress to work.

Can you wear ankle boots with a dress and tights?

We’ve discovered that dresses with tights and boots are a go-to look. The straightforward arrangement provides a quick way to transition your summer clothing into a different season. Even the floatiest slip can be worn with tights and ankle boots in the appropriate situations.

What kind of jeans to wear with ankle boots?

With ankle boots, cuffing jeans looks ideal because the cuff will sit directly on top of your boots. Straight-leg and boot-cut jeans can both be cuffed. Alternately, you can wear cropped or ankle-length jeans with ankle boots. Since the jeans will already end at your ankles, you won’t need to cuff them.