5 CLASSY WAYS TO WEAR THIS SEASON’S HOTTEST BOOT TREND

Dallas fashion blogger showing how to style knee high boots.

Want to know what this season’s hottest boot trend is?  Well, if you guessed knee-high boots then you’re absolutely right!  If I’m being honest knee-high boots are my personal favorite boot trend to wear.  Why?  Well, they make your legs look miles long, especially if you pair them with high-waisted denim or pants. Bonus points if you match your denim to your boots!  This has an elongating effect on the bottom portion of your silhouette making you look taller and slimmer!  In case you’re in need of tips for how to style knee-high boots then keep scrolling because I’ve got 5 fabulous ways to wear them below, along with some amazing winter wardrobe essentials.

SHOP LOOK 1:

Over 40 fashion blogger wearing faux fur coat and modern skinny jeans with knee high boots.

Over 40 fashion influencer showing how to style knee-high boots.

FAUX FUR MOTO JACKET:

This faux fur jacket by River Island is such a gorgeous rich camel shade, it looks far more expensive than it really is. The faux fur is super soft and cozy and the oversized style looks great over a fitted top. I’m wearing an XS in this high-quality jacket with a price tag around $160.

SHOP NOW

THE MODERN SKINNY JEAN:

These jeans by Madewell are what I like to call a modern skinny jean and they are perfect to wear with boots! The vintage wash is wearable all year round and the slim tapered leg fits perfectly under boots, especially knee-highs. As a bonus, they are currently 40% off, so if you’ve found yourself needing a great pair of jeans to wear with boots, now is the time to snap some up! I’m wearing a size 24 for size reference.

SHOP NOW

PLATFORM KNEE-HIGH BOOTS:

These boots are definitely a splurge but I knew I would wear them all the time, which makes for an excellent cost-per-wear rate. I especially love the platform heel, which has come back in a BIG way this year! The heel also makes them very comfortable to wear when compared to a stiletto heel.

SHOP NOW

BUDGET-FRIENDLY VERSION:

If the designer version is out of your price range, especially with the holidays coming up, don’t worry! This pair from Dillards has a slightly more petite feel to them, but with the same trendy platform heel, AND a price tag 1/3 of the designer version! Whichever option you choose, you’ll know exactly how to style them to look beyond fabulous.

SHOP NOW

Over 40 dallas fashion blogger wearing cashmere sweater set with black faux blazer schuts knee-high boots.

SHOP THE LOOK:

Over 40 Dallas fashion blogger wearing cashmere sweater/skirt set with faux leather blazer and knee high boots.

CASHMERE SWEATER:

This next example of how to style knee-high boots features a GORGEOUS cashmere sweater and skirt set. Believe me when I say the material is so soft it feels like you’re wearing a cloud! I also can’t get enough of the beautiful olive green shade that is wearable all year round. I’m wearing an XS for size reference.

SHOP NOW

CASHMERE MIDI SKIRT:

The matching skirt to the sweater above creates a super chic monochrome look that makes accessorizing a breeze! you could pair this set with black boots like I have or you could switch out the blazer for a white faux fur coat and add some ivory boots for a brighter look. I’m also wearing an XS in the skirt.

SHOP NOW

FAUX LEATHER BLAZER:

This faux leather blazer by Steve Madden has been a best seller for a while now and it’s easy to see why! The fit is impeccable, the vegan leather is butter soft and it has a great price! I’m wearing an XS in this chic third layer.

SHOP NOW

Over 40 woman wearing modern skinny jeans and camel coat with knee-high boots for how to style knee-high boots.

SHOP THE LOOK:

CAMEL COAT:

This camel coat is one hero piece that EVERY closet needs and this one is currently 40% off! The gorgeous camel shade will go with almost anything and makes it look way more expensive than it really is. I’m wearing an XS in this coat that is the perfect item to style with knee-high boots.

SHOP NOW

UNDER $100 BLACK SWEATER:

A really good cashmere sweater is a must-have for the colder months and I love this one from Express. The ribbed design is super flattering and it comes in 4 different colors. I’m wearing an XS in this winter wardrobe staple.

SHOP NOW

AGOLDE RILEY JEAN:

This is another great pair of jeans to wear with boots from Agolde. The cropped length is perfect for knee-high boots AND ankle boots and the black wash goes with almost everything. I’m wearing a size 24 and I find they fit true to size.

SHOP NOW

BLACK KNEE-HIGH BOOT:

The exact boots I’m wearing are unfortunately sold out but I’ve linked a pair that are almost identical for a great price! I love the skinny heel and the leather material is butter soft. If you are in the market for a new pair of boots, these just might be the ones!

SHOP NOW

Over 40 fashion blogger wearing ivory skirt and faux fur jacket with ivory boots.

SHOP THE LOOK:

FAUX FUR COAT:

I can’t get enough of this fabulous faux fur coat from Express! The oversized shawl collar and mid-thigh length make it feel incredibly cozy and warm. I’m wearing an XS for size reference.

SHOP NOW

IVORY MIDI SKIRT:

This ivory skirt is fabulous to wear with knee-high boots for a more layered look. The ribbed material is very forgiving and makes this skirt look much more expensive than it really is. I’m wearing an XS and I find it fits true to size.

SHOP NOW

IVORY BOOTS BY SCHUTZ:

Some may say you shouldn’t wear all white in the winter, but I actually love to wear this monochrome look! These ivory boots bring the whole look together and they actually look like some Paris Texas boots but are a fraction of the price. If you don’t own a pair of ivory boots, I highly recommend these ones!

SHOP NOW

Over 40 dallas fashion blogger wearing monochrome white look with faux fur jacket, ivory cutout cardigan, ivory boots and white pants for how to style knee high boots.

SHOP THE LOOK:

Over 40 woman wearing knee high ivory boots with all white ensemble.

UNDER $100 CARDIGAN:

The last look in this guide for how to style knee-high boots features this super chic cardigan. One of my favorite things about it is that it can serve double duty as a top as well as a cardigan! I also love the price tag of under $100. I’m wearing an XS in this versatile top that comes in several colors to suit any preference.

SHOP NOW

SLVRLAKE IVORY JEANS:

I don’t know about you, but I find white jeans can be really hit or miss as far as being see-through in all the wrong spots. Luckily I’ve discovered these ones by SLVRLAKE that are very solid and super comfy. I’m wearing a size 24 in these winter wardrobe must-haves.

SHOP NOW

FEEL FREE TO SUBSCRIBE TO MY NEW YOUTUBE CHANNEL FOR STYLE, BEAUTY, AND FITNESS TIPS TO HELP WOMEN LOOK AND FEEL CONFIDENT

CHECK OUT MY INSTAGRAM SHOP TO SHOP ALL OF MY INSTAGRAM LOOKS

YOU CAN ALSO DOWNLOAD THE LIKETOKNOW.IT APP AND FOLLOW ME ON IT BY CLICKING HERE.

STAY IN THE KNOW:  SUBSCRIBE to receive exclusive sale alerts, life-changing style tips, and fabulous giveaways, AND GET ACCESS TO MY VIP WARDROBE ESSENTIAL VIDEO ONLY FOR SUBSCRIBERS! 

Thank you so much for stopping by today, I truly appreciate you!

XOXO, HEATHER

My mission is to empower women to look and feel confident. I hope through the different looks I create that I am able to inspire YOU to express yourself in a way that makes YOU feel good – on the inside and on the out. If you wear what you love and what you feel your best in your confidence will shine through and that is the best accessory a woman can wear! Every woman deserves to look and feel like the best versions of themselves, no matter what their age!

Follow Heather
  • videos
  • fashion
  • chic-at-every-age
  • beauty

4 THINGS I WON’T WEAR NOW THAT I’M OVER 50

5 Things I Stopped Buying Now That I’m 50

5 Stylish & Classy Ways to Wear Black Denim in 2024

5 OF THE HOTTEST FASHION TRENDS IN 2024

THE 5 TOP DENIM TRENDS OF 2024

5 TRANSITIONAL LOOKS ON MAJOR SALE FROM EXPRESS

THE MOST FLATTERING WIDE-LEG JEANS STYLED 3 WAYS + 3 STYLE TIPS WHEN WEARING THIS TRENDING DENIM SILHOUETTE

3 OF THE MOST EXPENSIVE LOOKING COLOR COMBINATIONS + WHY I HAD TO TAKE DOWN MY DIVORCE VIDEO

CHIC AT EVERY AGE FEATURING 10 CHIC TOPS GUARANTEED TO TAKE YOU MANY PLACES IN STYLE

SERIOUSLY THE BEST UNDER $100 SUMMER DRESS EVER!

CHIC AT EVERY AGE FEATURING 7 UNDER $100 TOPS FOR SPRING

CHIC AT EVERY AGE FEATURING THE “IT JACKET” FOR SPRING

2023 HOLIDAY GIFT GUIDES: GIFTS FOR THE BEAUTY LOVER

10 BEAUTY PRODUCTS FROM THE NORDSTROM ANNIVERSARY I SWEAR BY

6 STYLE AND BEAUTY TIPS TO LOOK UP TO 10 YEARS YOUNGER

2022 GIFT GUIDE: THE 12 BEST GIFTS FOR ALL OF THE BEAUTY LOVERS ON YOUR LIST