So, the weather is getting cooler, and guess what fashion girlies, so are your fall and winter outfits.
When it comes to making a statement with your footwear, over-the-knee boots are truly a game changer.
These boots are not just functional but also ooze sophistication, adding an instant touch of glam to any outfit.
Whether you’re stepping out for brunch with friends or dressing up for a night out, these boots can elevate your look with minimal effort.
If you’re feeling unsure how to style them, I got you.
We’ve covered you with six versatile outfit ideas that will make you feel confident, stylish, and oh-so-chic in your favorite pair of over-the-knee boots.
Enjoy and pin some of these cute looks!
1. One-piece & over knee boots
When it comes to the most hassle-free way to style knee-high boots, go for an off-shoulder dress like this.

You just can’t go wrong with this timeless and lowkey-sassy combo.
PRO TIP:
That said, remember to pick the dress with the right length so you can show some thighs so you can have a nice body proportion.
2. Tweed skirt + knee high boots
Speaking of fall and winter fashion, a tweed skirt is your forward bestie.

After all, the over knee boots are usually made with the heavy textures like leather or suede.
In this sense, it’s better to wear the outfits
3. All-black cool girl vibes
Fashion comes and goes but the all-black look is here to stay.
When you wear eye-catching pieces like knee-high boots, basically you can look good in the simplest outfit.

To look extra sleek, I’d say wear that thin belt to sculpt the silhouette further.
PRO TIP:
When it comes to the thickness of the belt, you can go both ways as it’s more about what style you want to achieve.
For me, I usually rock thick, big logo belts with combat boots and delicate belts for an elegant look.
Is that just me but an oversized black hoodie is just somehow super seductive?

It definitely gives the lowkey sassy vibes without trying too hard.
As a girl with chubby cheeks, I love this look as the baggy hoodie dress makes my face appear so small.
And that’s my golden chance to rock a cute high bun – call me opportunist girls.
4. When in doubt, blazer and jeans
If you want to embody the stylish girl boss vibes, style the boots with a blazer and jeans which are just universally forgiving.

That said, as a 5’3 girlie, I usually go for the cropped blazer for better body proportion.

Trust me, when you pick the right clothes that
5. Fuax leather jacket x leather boots
For the edgy fashionistas out there, try out the double leather look!

Leather, high heels, and a bad attitude. Here I come.
– Lady Gaga

To really make the leather theme stand point, complete the look with a faux leather beret so you are literally looking all cool from head to toe.
6. Opt for feminine soft shades
For the soft girlies, I got you too.
If you’ve heard about color psychology, I’m sure you know how much just a change of color can affect your mood.

If you want to feel refreshed on chilly days, go for the soft “endorphins” shades like cream, white, grey, dusty pink, and more.
Trust me you just effortlessly stand out when everyone else is wearing black, brown, and dark blue in winter.
Want to rock the animal prints with a modern spin?

Save this look so next time you can try out a new combo when you style the leopard print scarf.

As Coco Chanel said, “White has it all. Its beauty is absolute. It’s the perfect harmony”.
Indeed.
7. Go matchy-matchy
To style high saturation hues in a put-together way, go matchy matchy is the failproof way to go.

By coordinating the belt and boots in the same shade, it just looks more dressed up like a set.
8. The Classic School girl look
I don’t care how people think – now I’m in my late 20s and I still adore the mini skirt school girl look.

There’s just something distinctive about this look – from the preppy collared shirt to the pleated skirt, it’s giving the young preppy vibes to the fullest.
Just never gets old.
9. Style plaids all the way
Fancy an iconic festive fit? Embrace plaid.

How cutesy is this look?

PRO TIP:
If you are concerned about the exaggerating effect, go for the low-contrasting plaid print.
For example, instead of a green and yellow plaid combo, go for the grey and light pink plaid combo so it’s not as “eye-catching”.
Or else, go for the plaid dress with black as the base color – it’s actually very forgiving.
10. Slouchy knit vest dress + knee-high boots
Want to add more layers to the baddie look? Go get yourself a slouchy knit vest like this below.

Not just for an extra layer of warmth, it just adds some dimensions to the look and makes the whole fit more interesting!

The super high pony and the white over-knee boots contribute 90% of the coolness in this fit.
Stay savage baby girl.
11. Poncho and over knee boots
Anyone also a fan of poncho?
I call this a low-effort statement piece to look glam.

Throw them on, and it just adds a dash of flair and personality to the look.
The best part? The asymmetrical hemline just again, draws eyes upward and elongates your legs visually.
Together with the boots, trust me you will feel like a model owning the catwalk.
12. Level up your boot games in RED
Is this dramatic? YES
But is this worth trying? HELL YES.

It never fails to add a touch of feminine charm while remaining contemporary.

Confidence level: ACTIVATED.
FINAL THOUGHTS:
So there you go, my loves — the 20 over-the-knee boots outfit ideas to look extra flattering this fall and winter.
What are your thoughts on that? Hope these looks get you inspired and now it’s time to go rock some new looks!
Looking for more fall and winter outfit ideas? Check out these popular blog posts down below!
See you there loves!
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