How to wear boots?

Style Guide

How to wear boots?


‘Winter is here’ and the ‘boot season’ is officially upon us. It’s time to start stocking up your closet with warmer clothes and rocking those chic and classy pair of boots. Boots can unquestionably be considered as the most quintessential part of your winter fashion statement.

Be it flat, over-the-knee, heeled or ankle — there is a boot-to-go with every outfit and they are (almost!) always comfortable.

So, why not march into the cold months in the right pair of boots and add that sophisticated flair to your look? All you have to do is find the perfect pair (or pairs) for yourself that look elegant, no matter what you are wearing. But shopping for the ideal pair of boots can get tricky. Besides, you should not have to choose between fashion and comfort.

We took some inspiration from the usual trendsetters and made this carefully curated list of the kinds of boots that are in vogue this season and how to flaunt them. So, if you want to amp up your wardrobe this December, keep reading.

How to wear Ankle-length boots

Ankle boots are trendy yet practical and can take you from formal office meetings to Friday nights with girlfriends in a flash, and we love the way it can flatter all outfits and silhouettes; from dresses to your regular denim jeans. No one knows this better than A-listers like Emma Stone and our very own Priyanka Chopra who have been spotted adorning this look. Ankle length boots vary depending upon whether they come with kitten heels or block heels or flat soles but nevertheless, they make you look uber-stylish.

Chrissy Teigen

Ankle length boots with Dresses

We are taking inspiration from Chrissy Teigen who has been photographed rocking ankle boots with a floral mini dress. You can create the perfect street-style look by pairing your favorite printed dress with flat ankle boots. Carry a matching black backpack to add some extra finesse. Lastly, add the final glam touch by accessorizing the look with a pair of mirrored sunglasses.

Ankle boots with dresses

Ankle length boots with Jeans

On the other hand, you can choose to team up box-heeled ankle length boots with your regular solid T-shirt and high waist skinny fit jeans that make you look classy yet smart at the same time. You can wear a cap to give this look an extra edge. This can also be your go-to travel outfit.

Ankle boots with jeans

Pointed White Ankle length boots

The bright white boot style has been the leading trend in ankle boot style season after season. Flaunt these chic pointed white boots (like ‘It’ model Gigi Hadid) and pair it with printed slim fit trousers and a blazer. This not-so-usual look is super cool and elegant.

White ankle boots

How to wear knee-length boots

Long boots are the winter wardrobe staple. With so many ways to style this look, you can never have too many pairs of these boots. Pull them on over skinny jeans or leggings, style them with a midi skirt that falls below the top of the boot, or you can allow a sliver of skin to peek out between your boot and a short hemline. Be it Hailey Baldwin or Rihanna, we are taking inspiration from the celebs nailing this look big time.


Knee length boots with Shorts

Even your shorts can make a winter fashion statement. Wear knee length leather boots with a long slit tunic and denim shorts that make you look smart and fancy. Pair it up with your favorite sunglasses to complete the look.

Knee-high boots with shorts

Knee length boots with Jeans

Winter fashion is nothing without a leather jacket. You can earn major style points by wearing these stiletto-heeled knee-length boots with your usual pair of skinny jeans and a black leather jacket. Accessorize the look by putting on a beanie and wear a strong lip shade to bring out the bold vibe of this look.

Knee-high boots with jeans

Knee length boots with Dresses or Skirts

These boots go amazingly well with a knitted or an A-line dress too. Just pop on a long overcoat to add the winter vibe and you are good to go. Or you can go all ever-so-stylish ‘Rachel Green’ by teaming up these boots with a short skirt and a fitted sweater (or a solid top). Oh and don’t forget your mirrored sunglasses.

Knee-high boots with skirts

How to wear thigh-high boots

Thigh-high boots can be your perfect comfy yet classy footwear this winter. It’s no surprise that ever-so-trendy Kylie Jenner was spotted embracing purple thigh-highs since earlier this year whereas Taylor Swift chose a neon pair and paired it with a mini skirt. Thigh-highs give you the much-needed warmth that you might need in the cold weather without compromising your style statement. The sexiest ways to flaunt these boots are by styling these with chic skirts and dresses but if you are not a fan of these, you can go for your usual pair of skinny jeans.

Taylor Swift

Thigh-highs with Dresses

Taking inspiration from Kourtney Kardashian, you can rock these velvet brown thigh-high boots with a black skater dress to look absolutely date-night ready. Wear a darker lip shade and accessorize this look with transparent sunglasses. Also, keep your hair down for a stronger vintage vibe.

Thigh-high with dresses

You can choose to just ditch your pants, wear these leather thigh-highs and an oversized sweater or a long coat (in case the weather gets too chilly!) and top it off with a scarf for a casual look.

Thigh-highs with dresses

Thigh-highs with Skirts

Go for the Gigi Hadid-inspired look and wear black suede over-the-knee boots with a short skirt to ace your winter fashion statement. You can look preppy (and super cute!) by styling block-heeled thigh-highs with a denim mini-skirt and a solid fitted top or a sweater.

Thigh-high boots with skirts

Just the drop in temperatures, cannot be an excuse to pack up your skirts and dresses as you can effortlessly flaunt them with sleek monochrome tights and a pair of classic black boots. Or you can always opt for the good old jeans-with-ankle-boots combo. Whatever be your preference, if boots are your Achilles heel (pun intended!), then you might as well own a pair or two!

Which of these styles did you love the most? Let us know in the comments below.

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Happy Feet! Happy Styling!

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