Pair your funky boots with 5 outfits and rock the season

Pair your funky boots with 5 outfits and rock the season

Who doesn’t love boots? They are warm, comfortable, versatile, and super chic. A solid pair of boots is essential in every girl’s closet, to say the least. Find more to pair your funky boots with five outfits that will rock the season.

Here is where the problem comes in: how do you style them?

Styling boots is no rocket science. Allow us to make the process easier for you. All you need to keep in mind is striking the perfect balance.

The following is a comprehensive guide on how you can pair your funky boots with a plethora of outfits.

But, before we get into the basics of styling boots, let us first accustom you to the variety of options you can work with.

Boots come in five main types depending on their shaft length.

  • Ankle Boots

The ruler of all boots, ankle bootsare unquestionably the most popular ones to opt for. Perfect for all year round wear to all sorts of social settings, the reason why we love ankle boots is simply because of their comfort and versatility.

  • Classic Booties

Classic booties, much like ankle boots, end right at the ankles. Most booties cover the entire foot and are available in chunkier heels. You would rarely ever find a pair of booties with a pencil heel at the back. They are perfect for everyday casual and workwear.

  • Mid-Calf Boots

Mid-calf boots typically end at the thickest part of your calf. In all honesty, although a classic, they are probably the least flattering boot style of the lot. Mid-calf boots make your legs look shorter and thicker. However, if you are a fan, do not let us influence your preferences.

Despite their rather unflattering aesthetic, there is no denying the fact that mid-calf boots offer excellent protection.

  • Knee Boots

Knee boots end at, well, you guessed it right, your knees. They are sleek, simple, and statement. You can style them with dresses, skirts, and skinny jeans.

  • Over-the-Knee and Thigh Boots

Much like knee-high boots, these boots run slightly longer to ending just above the knee or in the mid-thigh region. They have a shaft that runs anywhere between 20 to 25 inches.

Now, these boots are statement shoes. When you wear them, you know people will be talking about them.

Boots and Outfits: A Styling Guide

Now that we know about the types of boots we can play with, let us get to the fun part of the ordeal: styling.

Let us just set the record straight with one thing: boots always look cute, period. You really cannot mess them up. But then again, fashion disasters happen more often than we would want them to, so let us just make this easier for you to not mess up.

We have broken down different outfit basics and how to style them with different boot styles.

  • Jeans

Every gal owns at least one pair of jeans; they are a staple after all. Now, jeans and boots are a tried and tested combination that always works. However, it is crucial to get their pairing right.

Much like boots, jeans also come in an array of cuts. From the classic straight cut to the relaxed boot cut to the super chic skinny jeans, there is something for everyone. Not all boot styles work with all jeans cuts. Therefore, it is critical to understand what boot style complements what jeans cut the best.

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Starting with the easiest one to style amongst the lot: skinny jeans.

Skinny jeans look fantastic with just about anything and everything. From ankle boots to knee-high boots, skinny jeans pair fantastically with everything. You could be sporting your skinny jeans with anything from a tank top or tee to a button-down plaid shirt or a sweatshirt; all boots would work fantastically here.

Moving on to straight cut jeans, we suggest steering clear of knee-high or thigh-high boots simply because they would be a hassle to get on. Stick to ankle boots, booties, or mid-calf boots.

Getting on to boot cut jeans, the choices are somewhat limited here. Boot cut jeans flare at the bottom. If you cover the hem of the jeans with a pair your funky boots, it would kind of defeat the purpose. Therefore, your safest and best bet is to stick to simple ankle boots, booties, or mid-calf cowboy style boots at best.

Finally, let us move on to the hottest jeans of the season: baggy mom jeans (yes, we live in an age when mom jeans are hot, and we love it).

For baggy cuts like mom jeans, it is best to opt for something simple yet classy like heeled booties. Flat boots are great, but they do not gel with the baggy mom jeans aesthetic as beautifully as a pair of heeled ankle boots. You could opt for a wedged number, a pencil heeled boot, or maybe even something edgy like platform heeled combat boots or jodhpur boots.

  • Dresses

Dresses are another staple item that every girl adores. Dress, too, come in an array of lengths, fits, and cuts. There is a boot style that complements every one of them. As always, the goal is to strike the perfect balance and make sure that your outfit looks cohesive.

Let us start with mini dresses. Mini dresses are super versatile. You can opt for a flirty and flowing number or one that hugs your curves like nobody’s business.

With mini dresses, you can sport pretty much any kind of boot. Ankle boots are supremely versatile; you will not even have to think twice. The same applies to mid-calf boots. If you are wearing knee or thigh boots, we suggest keeping your outfit simple and understated so your boots can be the star of the show. The last thing you need is an outfit that is too busy or too distracting.

Moving on to mid-length dresses, i.e., the most versatile of all dresses, mid-length dresses work in all styles and cuts. They are modest, classy, and sophisticated. You can wear them without ever having to worry about them being appropriate, anytime, anywhere.

Figure-hugging mid-length dresses work best with heeled ankle boots and heeled mid-calf boots. Knee-length and thigh-high boots would be very unflattering in this scenario to stick to the basics. You can opt for something simple and classic or bold and outgoing, depending on your choice of ensemble.

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Finally, let us discuss midi and maxi dresses.Midi and maxi dresses are longer, loose, and flowing. For this reason, they work best with plain and simple ankle boots and classic booties. For casual looks, you can stick to flat boots or heeled ones. For formal and party looks, heels are the way to go.

  • Skirts

Skirts follow the same rules as dresses, so we will keep this short.

For miniskirts, opt for thigh, knee, mid-calf, or ankle boots; all of them work just as well. For mid-length skirts, stick to anything that ends below the knee. If you are rocking a pencil skirt, avoid styling it with mid-calf boots, though; it does not work. For maxi and midi skirts, keep it easy and breezy with ankle boots.


Let us round it all up with our idea of the perfect outfit recommendations for each boot style.

  • Ankle Boots: Style your ankle boots with a pair of straight cut jeans, a button-down shirt. Complete the look with a chic blazer, and you have the perfect outfit for casual and workwear ready to go.
  • Classic Booties: Classic booties work best with formal and semi-formal pieces such as tailored dress pants or pencil skirts. Style your chic heeled booties with a crisp tailored pair of trousers or curve-hugging skirt, a statement blouse, and an overcoat on top. Ultra-chic and sassy, this outfit will turn heads wherever you go.
  • Mid-calf Boots: Mid-calf boots complement knee-length chiffon or plaid dresses with a wide hem best. Be sure to opt for a pair with heels as heels just make the whole world a better place. Throw a leather jacket on top and complete the look with a fedora or a beanie, depending on your preferred style aesthetic.
  • Knee-length Boots: Knee-length boots are the star of the show. If you wish to amp up a basic look, this is the way to go. The best way to wear knee-length boots would be with a body-hugging pair of pants; skinny jeans or leather pants work like a dream. Style them with a plain tank top and a leather or cropped jacket. If you want to go the comfy route, an oversized cardigan will work beautifully with this fall-inspired ensemble.
  • Thigh Boots: Thigh boots make sure all eyes are on them. Style them with something simple yet just as statement, such as a simple knit dress paired with a cropped jacket. Make sure to give your shoes the spotlight by keeping everything else minimal.
  • Parting Thoughts

You can pair your funky boots in countless ways. Fashion is a form of self-expression, which means that no rule is set in stone. Therefore, let loose and do our own thing. If there is one thing you need to remember when you pair your funky boots with your outfits, keep it balanced. Fashion is fun; let us keep it that way.

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