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Flat Ankle Boots For Work: 6 Outfit Styles And Tips






Many women who wear flats walk around in this style of boot. Flat ankle boots look great with dresses, work well over skirts, and are the perfect choice to dress up or down jeans. Here is our guide to choosing the best flat ankle boots for any occasion.

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6 Outfits With Flat Ankle Boots To Work


Wear Ankle Boots with Dress

Flat boots and a cocktail dress is the best way to stay fashionable while still remaining practical. Avoid anything too complicated like studs or cut-outs – stick to one leg for sleek styling. Pair your look with a long-sleeved top, like this green number from Zara, for instance, so you don’t feel too exposed. Finish it all off with a chunky belt to create the right effect. If you need to, you can pair your ensemble with a dark-colored jacket to keep yourself warm in the wintertime.

Here is the guideline:

1: Check out the entire outfit.

If you feel like you’re trying to slip into something that is too tight around your waist and around your legs below your hips, then you may want to consider renting a full-length mirror and seeing how your ensemble looks from all angles. If it’s not quite right, try on different items until you find one that fits well and which is flattering to both the shape of your body and the colors in your clothing. Keep in mind that whoever else is also wearing an outfit should have matching accessories – necklace, earrings, belt – so everything matches up nicely.

It can sometimes be helpful to compare how different pieces look layered on each other as opposed to just trying them on alone. Try-on tops and bottoms separately and mix and match layers, so you can see how they look layered together. If you really don’t like a piece on its own, give it a try on another person and see if it looks better than your own.

2: Pull up on the hem of your dress with your hands.

If you’re wearing a shorter dress, you might need to pull the hem of the skirt up with your hands or iron just below your knee to gain some length. This always looks very nice when it is pulled up – such as by having the back of the dress fall down to make room for tall boots.

3: Put on the boots.

Wiggle them on but do not zip them up. Check out how they look from all angles and repeat the process if necessary by trying on different items or replacing one of your existing items with something else. You can ask any friends and family members who come to watch if they like what you’re wearing and changing until you find something that is good enough for you to walk out the door with. You can then leave your house and go to work by walking or driving there, depending on how long it takes for you to get there.

Black pants

Wear Ankle Boots with Black Pants

Flat boots and black pants are also great options for work. To avoid looking too dressed up all the time, stick with simple pieces that are still smart. This pastel pink pencil skirt from River Island comes in handy for this look because it has a little bit of pizzazz while still being reasonable in terms of price. You can wear this skirt with flats or opt for platforms to add some height. Summer sandals are a perfect accessory for this look too.

Here’s a guide on how to wear flat ankle boots with black pants:

  •  Wear Boots that cover the anklebone (a small heel or no heel is best) with a wide-leg silhouette (think trouser, not cropped). If anything, they should be shorter than your work pants. I’m wearing my favorite pair of All Saints for this outfit; it’s classic without too much flash and very comfortable. The key with flats, though, is to grab a good pair that fits. The last thing you want is an ill-fitting pair making your legs look shorter or adding bulk.
  •  Choose boots with a pointed toe or almond toe if you have narrow feet or a rounder toe if you have wider feet for a sleeker look. I’m feeling fairly conservative here, so I went with the pointed toe in black suede.
  •  Go for a style that suits your office environment and pay attention to how it’s constructed: A leather flat that’s very smooth and polished will work well in a more formal setting, while textured leather boots will go better with more casual attire.
  •  Accessorize with an ankle bracelet to add color and interest. My red one is from Anthropologie, but I also like the Rioni leather bracelet that’s similar.
  •  Wear straight or wide-leg black pants, so your shoes are not competing for attention. I’m wearing my favorite Ann Taylor pants in an extra-stretchy cotton twill, which actually makes me question if they are black pants or black jeans? So you can wear these with either…you choose!
  •  Finish your look with a tailored blazer for a polished style that still feels modern to work in I’m wearing my Theory blazer here.
  •  A cropped moto jacket with a leather or suede panel at the back can be an excellent option for women who want to wear jeans or pants with ankle boots. Here I’m wearing my red heavy silk moto jacket from Theory, which is lined in beautiful black silk satin it has a classic style with a modern update.

Ankle Boots With Black Leggings

Wear Ankle Boots with black leggings

Flat boots and black leggings are a wonderful way of sneaking in some color without going overboard. The black pairs beautifully with bold prints and patterns since they will still print well on the skin while adding a little bit of oomph too! You can pair these leggings with any outfit from day tonight. If your outfit is more casual, keep the accessories simple, like this grey cardigan from River Island. It’ll add texture and depth to your look while keeping you warm in the wintertime.

  •  Dress the leggings in a blouse, button-down shirt, or top. It can be in order to wear trousers but may be more formal and sophisticated to wear a skirt.
  •  Put on your boots and make sure they are zipped up all the way and tight at the ankles. This is because there might be some strain on your ankle when you walk around for hours at work.
  •  Wear ankle boots with nice shoes for women to create a stylish look. In the case of heels, these must not exceed five inches in height – just enough to subtly lift the body from its natural slouchy position.

Ankle Boots With Skirts

Ankle Boots with dress

Here’s how to wear flat ankle boots with skirts:

  • Find a flattering skirt that’s at least knee-length or longer, preferable in a neutral color like black, gray, brown, or navy if possible.
  • Choose flat ankle boots with either a heel or wedge heel to wear with them. The higher the wedge heel, the shorter your skirt should be
  • Choose flats or kitten heels for outfits where your skirt is above knee-length
  • Consider tights if your skirt is above knee-length. Choose tights that are the same color as your skirt or dress
  • Try to choose an outfit where you only wear one color at a time, preferably black or gray or navy, not black and gray or black and navy
  • Open-toed shoes are not suitable for workwear, neither are high heels. Always wear closed-toed shoes.

Ankle Boots With Jeans

Wear Ankle Boots with Jeans

There are a few things you need to keep in mind when wearing these two items together. 

  • Footwear: The most important consideration is what kind of footwear you want to wear with this look. If you want your feet and ankles (on the inside) covered, then ankle boots will work well with skinny jeans or leggings. However, if you’d like more bare skin showing, then lace-up flats or peep toes would be better options.
  • Tops: The next consideration is what tops you’re going to wear with your jeans and boots. If you’re wearing ankle boots, then the simplest option would be a basic tee or a long sleeve shirt. Conversely, if you’re wearing flats, then a tunic top will come off more casual and effortless.
  • Jeans: Of course, the most important consideration is what kind of jeans you’ll wear with these two different types of footwear. If you wear ankle boots, then go for baggier or boyfriend jeans. These types of jeans look best when paired with flat footwear because they won’t make your legs appear shorter than they really are. Pairing something like a boyfriend’s jeans with ankle boots will make the look appear more sophisticated and chic.

Summer Wear

Ankle Boots with Summer wear

Summer is here! What better way to top off a laid-back, breezy outfit than a pair of cool, casual flat ankle boots? Flattering heels can be chic if paired with dressy outfits. By contrast, the flat sole gives a streamlined texture to any ensemble. With these versatile shoes, you’ll have no trouble adding an extra layer of polish to your work look or turning heads on your night out.

  •  Begin with straight trousers or tailored trousers that fall below the calf
  •  Pair your ankle boots with cropped trousers, culottes, or full-length pants. It’s also okay to wear them with skirts–they will give the outfit a modern silhouette and make your legs look longer.
  •  Wear an ankle boot with a knee-length dress if you want to be more fashion-forward. Add some wedges for more height and style.
  •  Ankle boots are versatile footwear. Match them with heels or flats. You can also wear them with sneakers or sandals if you want to look sporty. The possibilities are just about endless!
  •  Finish off your look with a top, t-shirt, blazer, jacket, etc., that complements the color of your ankle boot. Choose one that has an interesting print or texture to add visual interest and dimension to your outfit.

6 Tips For Choosing Your Ankle Boots For Work

Choosing Your Ankle Boots

Many people are not only deciding to wear boots for fashion, but also for practical reasons. Ankle boots can be worn to work just as easily as they can be worn out on the town. We all know how difficult it can be to walk in heels or even dress shoes for each season, so why not try some more comfortable footwear? 

Tip 1: Choose wisely 

The first thing any woman who is trying new styles should do is make sure she knows what she’s looking for before she starts shopping around. If you have no idea of how you feel about the style, it is best to try on a few different styles before getting a pair. Most of the time, you will find that an ankle boot has more of a flat top than a lot of other types, which makes it more versatile.

Tip 2: Match your shoe

There are so many flat heel shoes available on the market these days. It may be hard to decide which one to get, so I suggest you go with something classic and simple. If you need a little bit of bling to dress up your look, consider adding sparkle or a glitzy bow to your boot instead.

Tip 3: Get trendy

Boots are meant to feel sturdy on your feet. It is important to have some sort of support when you are on your feet all day. If you are worried about your boot being too uncomfortable, I suggest getting a pair of boots that have a small heel to them, rather than one that is very flat.

Tip 4: Match your clothes 

It doesn’t matter if you are wearing jeans or slacks to work, be sure they fit properly first. Keep in mind that most winter clothes can be on the thicker side. Make sure there is no extra material around your ankles or calves of the pants or jeans. Also, make sure the width is right for you as well.

Tip 5: Wear a belt

Most flat boots have a very low cut, so you will need to wear a belt. This is going to help with the look of your pants and also give you a little extra support.

Tip 6: Make sure your boots are clean 

No one wants to get their hands dirty, so take care of your shoes by cleaning them right away. Usually, there are crease marks in the shoe after the first time it is worn, but they don’t disappear completely. If you can find some polish for them to help with this, at least that should help with dirt that might get trapped in the creases.

For short person

Your flat boot styling depends on your height. The shorter you are, the shorter the boot should be. If you are short, you need a short flat boot that will not go over your ankle. Look for boots that have a 2 1/2 centimeter or even 1 1/4 centimeter drop from the top of the boot to the bone at your ankle (the bigger, the better). Many people prefer a longer flat, but people who are taller should look for boots with a smaller and lower cut bone height. These boots will work well with dresses and jeans as well as other bottoms.

If you are short, you can wear long boots with jeans and trousers as well as shorter boots with dresses. If you like the look of a cowboy boot, but need a boot that is much more suited to work and can be worn in dressier settings, consider flats that have a western flair. They’re equally at home with dresses, skirts, and rugged slacks.

For tall person

If you are tall, then you want to avoid the high-top cowboy boot style that looks like walking boots on you. You will also want to stick with flat boots that have a low-top cut so they don’t make your legs look stubby or your ankles look fat. You should go with boots that are lower boot cut that have a little less of a heel. They go well with dresses and pants.

A high-top flat ankle is your best bet for you. The high-top flat boot will be the shortest style of the boot, so it will work well with all your pants and skirts. They are suitable with jeans or dresses. Be sure to get one that is cut lower than the bone at your ankle, so they don’t look like walking boots when you wear them with short skirts. The boot should be low enough on your calf that it can go over a trouser sock without dragging it on the ground when you walk.


How do you wear ankle boots to the office?

Wearing ankle boots with your work clothes is an easy way to add a touch of class without too much effort. They’re also surprisingly appropriate for the office, especially if you’re wearing them with jeans.

How do you wear a flat boots?

A flat boots is unique in that it’s not just any old sneaker or sandal. It’s designed to be comfortable and low-heeled without sacrificing style and can easily be worn with dresses, skirts, and other two-dimensional items that require support. As with any flat, the key to pulling it off successfully is in the fit. It should be snug around your foot and hold your heel but still allow for some circulation.

Are ankle boots office appropriate?

If you’re wearing ankle boots to work, you’ll want to ensure that they don’t clash with your office’s dress code. For example, many offices ban slip-on shoes and open-toed footwear and require business-casual or formal attire. If your workplace lacks a formal dress code but rather a ‘business casual’ one, you may still want to consider wearing more polished shoes than boots with jeans. This is because ankle boots are considered to be more casual than other types of knee-high shoes.

The boots would, however, be appropriate if you were wearing them with a suit or an even more formal business suit. For those who wear suits to work sometimes, ankle boots can easily replace some of your more formal shoes, such as loafers or wingtips. Just make sure that the look is still appropriate for the office you’re visiting and that you’re not going to come across as trying too hard. All of this does vary depending on the company and culture; it’s always best to ask your coworkers what they think first before making any lasting impressions with your outfit.

What jeans go with flat ankle boots?

Any type of jeans can be worn with ankle boots, but you’ll want to make sure that the color and wash of the jeans match up to what you’re wearing. For example, if you’re wearing a lighter-colored boot, you’ll want to go with lighter denim-like dark indigo or dark gray. If you’re wearing darker boots, your jeans should be darker as well.

It’s also important that your jeans are not too tight; quality boots will look better if they aren’t too constricted by the denim. The best types of jeans to wear with ankle boots are ones that are slightly distressed and raw around the edges; this hints at how rugged your outfit is.

Steven Ta
Steven Ta
I am a professional photographer and shoe-lover. With a deep-rooted passion for all things footwear and years of hands-on experience, I am your go-to guide in the awesome world of shoes
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