How To Wear Ankle Boots This Fall: Street Style Ideas

Today’s post is dedicated to my favorite ankle boots outfit ideas and ways how to combine this footwear in real life. You are about to see my favorite ideas that are easy to copy in real life. I personally wear these combos during Fall and Winter months, but you can try them on in Spring season as well.

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

I decided to create this cool post and let you know more about ankle boots. We are about to see awesome street style outfit ideas that feature ankle boots. Of course, there are various types of ankle boots, starting from high heeled, wedge, flat and block-heeled. Read on to find tips and tricks that will help you find the right ankle-boots.

If you are in search of footwear that will never go out of style, then you should give a try to ankle-boots. This is an ideal choice for those ladies who want to look comfortable feel comfort. I gathered my favorite street style ideas that will inspire you to create the one and only outfit next Autumn.

As you can see, ankle-boots can be found in different colors and styles. Plus, you are free to create amazing outfits, starting from our beloved casual and laid-back styles to dressy and preppy options.

You are free to go for jeans, sweaters, shirts, blazers or dresses and skirts. Even if you are in love with parties you can still wear ankle-boots. Some styles are appropriate for offices. Speaking of colors, then you are free to try on black, cream beige, brown, burgundy and cream grey hued ankle boot designs.

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

I gathered my favorite styling ideas that will make you feel and look awesome. You are about to see various outfits, where ankle-boots are styled with dresses, skirts, sweaters, blazers and many other garments.

It’s fair to say, ankle-boots look awesome on everyone, all you need is to find the right pair. No matter if you have short, long, big, or crooked legs, there are great ways how to make boots work for you.

There are many cute styles and designs that can make you look individual and creative. I think this footwear is ideal for wearing with any outfit in so many different ways. What I like the most about this particular footwear, they do look chic and glamour. For instance, you can try them on with a simple dress and cardigan. There is a kind of school uniform vibe that makes you look youthful and sweet.

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

I love to see girls wearing cropped sweaters worn with flared skirts completed with chunky ankle-boots. This look allows you to show off your sweet and girlish side. If you want to make things look edgy, then be sure to try on leggings and military jacket. This look is ideal for casual walks on the town. If you want to strike a pose, then I recommend to try on a tailored coat and style it with your favorite black ankle-boots.

How to wear ankle boots with dresses

If you decided to try on ankle boots with dresses, then I recommend choosing this footwear colored in a neutral hue. They can be in black, brown or grey color. But you can also go for nude, tan, white, silver or gold-colored ankle boots, as they also considered to be neutral colors. Never mix contrasting colors: white booties and black skirt might cut your legs in half, so you appear short.

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

That’s why I always go for heeled booties, so I look taller and my legs appear sleeker, slender and longer. If your feet are large, then go for matte material ankle boots, shiny materials will make your feet look larger.

Boots with wide cuff make your legs appear slimmer. That’s why it’s important to choose boots that flatter your body and make your legs appear longer. I know many petite ladies who go for pointed-toe boots, as they make them slimmer and taller. If you want to create a flattering look, then go for dresses that end above the knee. One trick: shorter dress, the longer your legs look. Knee-length dresses are not recommended, as they tend to shorten legs. A simpler dress more accessories you can add. It can be a wide belt, layered boho necklaces and many other cool items to liven up your neutral color dress. Choose a dress based on your body type. It’s always a great idea to experiment with your dress and boots. Ankle boots and midi dress can work, but you should add opaque tights in the same color as your boots, so your legs appear longer.

How to wear ankle boots to work

First, if you’re looking for the perfect ankle boot to wear to work, look for neutral-colored design, choose the one that doesn’t feature all kinds of embellishments or eye-catching details that might disturb attention. My personal favorites are mid-heel black leather ankle boots at 3.5 inches, yes, they’re walkable and comfortable. Make sure the design and silhouette pairs well with slacks (cropped or not), work dresses, and skirts. They can also work on the weekends with jeans for hanging out and dresses for going out, that’s why look for versatile pair.

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Take into account your company’s culture and what would be appropriate in that setting. If your work dress code is more relaxed, then feel free to play with different textures, patterns, and heel heights. You can even try on suede rust-colored booties. If your workplace is more on the conservative side, it’s safer to stick to neutral colors (black, tan, grey), and comfortable heights (3.5 inches and under).

The different types of ankle boots for working hours:

Dressier ankle boots come with pointy toes and stiletto heels. They should be neutral colored made of suede, leather or patent leather. They do look cool with suits, pencil skirts, jumpsuits skinny jeans and wide-leg pants. I do love to see women at work wearing sock style ankle boots, the ones with pointy toes, block, and stiletto-heeled versions.

If you are more into casual style, then be sure to choose the ones with moderate-sized stacked or block heel. They can be colored in different hues and made of suede, leather, patent leather. You are free to style them with cropped trousers, knee-length skirts, work dresses, or dark jeans. My favorites are Chelsea, Biker Style, block-heeled version and wedges.

Ankle boots with dress pants can look amazing. My favorite look is the one that features pleated pants in slim fit combined with a pair of black leather ankle boots. Ankle boots with straight leg jeans look a bit vintage-inspired to me, but I do like this combo. I personally prefer cropped jeans, so I can show off a bit of my skin.

So, ankle boots can be worn in different ways, all depends on your company’s dress code, is it business formal or business casual.

How To Wear Ankle Boots If you are Over 40?

Women over 40 can easily go for ankle boots. They are free to create lots of amazing combinations. Just make sure you style this footwear in the right way, so your whole outfit is ideally balanced.

How to Wear Ankle Boots For Women Over 60?

First of all, you should choose the right height of the heel. There are the flat versions, as well as a range of heel height from half an inch to over 4 inches high. Plus, you are free to choose whatever color you like, but I recommend to start from the black or brown neutrals, but there are plenty of other colors and eye-catching prints available. If you want to try these shoes teamed with skirts and dresses, then you definitely should wear tights in the same color as your boots, or go for boots that are close to your skin tone.

How to wear ankle boots with jeans

Why so many ladies are in love with boots and jeans combo? They both are classic and casual, as well as stylish and edgy. The result always looks perfect for relaxed occasions.

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Most ankle boots come with slim silhouettes, that’s why they look so chic with skinny and tight-fit jeans. Indeed, a pair of slim jeans look great with a button-up shirt and a blazer. The length of jeans should be ideal for tucking inside your booties, either be cuffed showing off your skin. I personally love cropped skinny jeans, they provide a balanced appearance.

How to wear ankle boots with skirts

Don’t be afraid of trying ankle boots with skirts. This simple combo can make a fantastic look. Indeed, this is an ideal combination of sophisticated days and casual evenings. I recommend starting from midi-length skirts. This will give you a flash of skin between your boots and skirt’s hemline. This will easily balance your outfit. But there are lots of inspiring combos with short skirts, be sure to experiment.

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Anyway, I would love to hear your own thoughts about these footwear. Let me know your tips and tricks on how to wear these boots in everyday life.

Street Style Inspiration:

Boho Dress And Buckled Ankle Boots

We see black leather ankle boots with buckles styled with a long sleeve boho inspired belted shirt-dress:

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Plaid Blazer, Skinny Jeans And Booties

An ideal look for office hours. We see a micro plaid blazer teamed with a blue shirt tucked in black skinny jeans completed with glossy stiletto heel booties:

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Navy Blazer With White Dress And Beige Booties

Another work style friendly look that consists of a navy blazer teamed with a white dress, beige booties and a green scarf:

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Navy Blazer, Black Pants And Leather Booties In Beige

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Tuxedo Blazer With Crop Pants And Black Ankle Boots

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Black Leather Pencil Skirt With Tights And Booties

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

White Ankle Boots With Heels And Printed Dress With Sweater

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Tartan Dress And Pointed Toe Booties

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Grey Short Cardigan With Black Skinnies And Black Boots

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Black Leather Jacket With Skinny Jeans And Black Booties

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Oversized Sweater, Ripped Jeans And Peep-toe Boots

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Camel Coat With Cuffed Jeans And Suede Boots

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Black Tights And Brown Leather Ankle Boots

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Slouchy Sweater, Plaid Skirt And White Boots

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Cuffed Skinny Jeans And Black Booties

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Paris Chic: All Black With Polka Dot Tights And Ankle Boots

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Khaki Green Bomber Jacket With Skinny Jeans And Ankle Boots

How To Wear Ankle Boots This Fall: Street Style Ideas 2019

Sources: sixtyandme, verilymag, wikihow

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