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10 long sweater dresses with boots + styling slimming tips!

10 long sweater dresses with boots + styling slimming tips!

Wondering how to wear a long sweater dress with boots? Well, this post is for you!

When the days are cold out, keep calm because it’s boots reason!

As a 5″3 girl, boots are definitely my fall and winter essentials.

From ankle boots to over-the-knee boots, they just elevate an otherwise regular look to an effortlessly chic one.

The best part? When you pick the right type of boots along with some styling tips, you can definitely boost the leg elongating effect.

Ahead, I’ve gathered 10 long sweater dresses with boots outfits and styling tips.

Enjoy my loves!

1. Side split long sweater dress x knee boots

If you think a short girl can’t rock a long sweater dress, well, think again.

The truth is, when you know HOW to style, whether you are tall or petite, the long sweater is never an off-limit!

One of the easiest tricks is picking the side-slit long sweater dress.

Featuring the side split, it draws eyes vertically and makes your legs appear to be longer visually.

The best part? You can just highlight your knee-high boots in the best possible way.

I’ve never tried croc-effect leather knee-high boots but I must say it’s so sophisticated and high fashion.

Well, I guess this winter is the time to try something new!

2. Match the tones

Another trick to rock a long sweater dress with boots – match the hues.

Yes ladies, colors truly matter!

long sweater dress outfit
Follow Eniswardrobe for more!

While a long sweater dress tends to drag down the body (depends on the design though), a tone-on-tone belt and boots combo definitely helps draw the focus upwards.

As a petite girl, I LOVE this tip so much – and rocking a belt just keeps the look sleek and contours the body proportion!

3. Drape the jacket for a chic look

Winter styling is always fun because different types of boots will convey different styles.

When it comes to a cool girl look, well, combat boots are your best friend!

long sweater dress combat boots
Follow @nadiaanya__ for more!

Being effortless is the coolest thing in the world and sometimes you can manifest that through a biker jacket, round sunnies, and a cross-body bag.

To elevate the coolness, drape that jacket over the shoulder!


To look forgiving in ankle boots, avoid the sweater dress that exactly lands on the knee.

A better choice would be slightly below the knee to camouflage the calf area.

4. V-front ankle boots with a long sweater dress

Let’s be honest, ankle boots aren’t the most forgiving to wear – especially when you team them with a long sweater dress.

ankle boots long sweater dress
Shop this knit dress on Amazon

That said, have you thought of V-front ankle boots?

Instead of visually cutting the legs horizontally at the ankle area, the V shape just elongates the legs in the best possible way.

So yes ladies, get experimental with all kinds of boots! I’m pretty sure the V-shaped ankle boots will be the coming trend!

5. Elevate the look with a cropped jacket

Ladies, have you considered a black monotone look to slay this winter?

Black is modest and arrogant at the same time.

Black is lazy and easy – but mysterious.

But above all, black says this:

I don’t bother you – don’t bother me.

Yohji Yamamoto
black sweater dress pointy boots
Follow @nenaevans for more!

To avoid looking too matchy-matchy in monotone, playing with all kinds of textures is key.

Instead of wearing knits from head to toe, pair up the faux leather with a knit dress for the dimension.

Another tip – if you are wearing a pair of statement slouchy boots like the one below, consider a cropped jacket that helps balance out the figure.

long sweater dress boots
Source: Pinterest

If not, it can appear to be bottom-heavy.

If the jacket is not your thing, consider an eye-catching necklace to draw eyes upwards.

turtleneck long sweater dress boots
Source: Juliamarieb

Be the fashionista and stay creative!

6. All shades of whites

Is that just me but a white monochrome look just looks so high fashion?

white long sweater dress and boots
Source: Pinterest

When you see a lady style a midi sweater dress with knee boots underneath, you know she knows how to style.

Sophisticated and one-of-a-kind.

brown sweater dress white boots
Shop this dress on Lulus

A beige knit dress with white pointy boots looks effortlessly elegant as well!

7. Double side slit dress

If you are looking for a sassy long sweater dress on a budget, this one below is for you!

wrap sweater dress amazon

Shop this sweater dress on Amazon

Trust me, you will feel so feminine and sassy in this dress.

Featuring the big V-neck, wrapped belt, and high-side slit, this dress is just extra forgiving.

8. Front slit sweater dress x combat boots

front slit sweater dress ankle boots
Follow @sarahstylesseattle for more!

You just can’t go wrong with a brown knit dress and black combo – somehow it’s giving the lowkey old money vibes.

By the way, if you want to know how to dress classy, check out my popular post down below!

9. Long sweater dress x lace up heels

If you think teaming a long sweater dress with lace-up heels may look awkward, well, see below.

long sweater dress heels
Follow @cocoandlola!

While a brown dress with white heels may look a bit top-heavy, a pink dress with white heels just looks so light and matchy together!

The key here is choosing the right color – picking the light or pastel shades can definitely shed the heaviness of the sweater dress.

That said, I personally think horizontal ribbed dress is more visually slimming the the vertical ones.

To know the reasons, check out these 7 rules to wear horizontal stripes!

brown sweater dress and boots
Source: Pinterest

Or else, go for monochrome to look put together!

10. Long sweater dress x sneakers

For a dressed down look, team it with chunky sneakers works wonders.

long sweater dress white sneakers
Shop H&M!

A front-buttoned knit dress just looks as feminine as it’s casual and chic.

This is definitely something I’d wear for an afternoon coffee date.


So there you go – the 10 long sweater dress and boots outfit ideas and styling tips!

What are your thoughts on that? I hope that got you inspired!

For more winter fashion articles, check out these popular reads down below.

See you there loves!

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