For the longest time, I only had eyes for block-heel ankle boots; no otherboot style got a look in. However, a few years ago, I invested in the first knee-high bootsI’d had since my teens, and they were a game changer. Aside from jeans, I very rarely wear trousers. Nine times out of 10, you’ll catch me wearing a midi dress. And after years of enduring chilly calves and not-quite-right hemlines and boot heights, knee bootsswooped in and made every outfit (read: dress) I wore so much chicer and more put-together.
Now, I currently own four pairs of knee-high boots: an on-trend chunky pairfrom M&S, which I bought as soon as I saw them on a colleague;a beige suede option from Sézane, which I invested inhoping it would make my clothes feel a little more French; abasic black pair that I pull on whenever I’m in a rush; and a burgundy set, which I snapped up last year in an attempt to bestow my winter wares with a bit of colour. They’ve all enjoyed a handful of wearsalready this year, and I know they’ll make me feel at my most stylish, even in the depths of winter.
As for outfits with knee-high boots, there’s no shortage of inspiration out there. Like me, influencers seem to be wearing little else on their feet right now, so I’ve rounded up all of my favourite looks in one place for you to peruse (and shop) at your leisure. From the skirts to denim, scroll on to see nine outfits with knee-high boots I rate.
1. KNITTEDMIDI DRESS + MATCHING BAG
(Image credit: @anoukyve)
Style Notes:Knitteddresses canerr on feeling casual, but adding a pair of knee boots—especially shiny, patent ones—instantly elevates them for more glossy occasions.
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Paris Texas
Stiletto Patent-Leather Knee Boots
These boots will definitelyearn you lots of compliments.
2. SLIP SKIRT + SUEDE
(Image credit: @monikh)
Style Notes: I first bookmarked this chic outfit from Monikh Dale a while ago, but it still holds up for 2024. While slip skirts might feel summery, there’s no need to packthem away when youhave a pair of knee boots and some suede outerwear at your disposal.
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Reformation
Veda Lincoln Suede Shirt Jacket
This timeless jacket will work with jeans, dresses and of course, a slip skirt.
Loeffler Randall
Gia Block-Heel Leather Boots
This deepbrown pair is the ultimate finishing touch to this 70's inspired fit.
3. TRENCH COAT + MINI SKIRT
(Image credit: @annelauremais)
Style Notes: I’m petite, and one of myfavourite tricks for making me look that littlebit taller is wearing heeled knee-high boots with a shorter hem to make legs look longer.
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COS
Twill Mini Skirt
You can also wear this mini with a cream cable knit, patterned tights and chunky boots.
4.STRIPED KNIT + LEATHER MINI
(Image credit: @_jessicaskye)
Style Notes:A striped knit is a great investment, and I love how Jessica has style her oversized version with a mini skirt and flat suede boots. Just add tights and thermals underneath to make this outfit winter-proof.
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5. SHARP SUITING + SIMPLE SILHOUETTE
(Image credit: @thestylestalkercom)
Style Notes: Tucking your jeans into boots is one thing, but a pair of suit trousers? This member of the street style set has convinced me to give this suited look a whirl.
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& Other Stories
Relaxed Single-Breasted Silk Blazer
Grey is definitely the colour of the season and this suit is an easy way to give it a go.
COS
Wide-Leg Tailored Wool Trousers
Wear witha classic shirt, or layer knitwear on top for a more relaxedtake on tailoring.
Jimmy Choo
Black Calf Leather Knee-High Boots
I've been dreaming about these boots for a long, long time.
6. KNITTEDMAXI DRESS+LEATHER TRENCH
(Image credit: @annabelrosendahl)
Style Notes: Nothing feels more seasonally appropriate than knitwear and leather. Being a dress sort of person, I plan on re-creating this outfit ASAP.
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Toteme
Square-Toe Leather Knee-High Boots
I cannot express enough how happy I am flat boots are trending this year. Andthis Toteme pair (newly back in stock) are pure perfection.
7.DENIM DRESS + CREAM KNIT
(Image credit: @chiarasatelier)
Style Notes:Chiara has convinced me that I need a denim dress to pair with my tan knee-high boots. I love how she's added a cosy cream knit on top to make this look cold-weather appropriate. Delightful!
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COS
Denim Midi Shirt Dress
A denim dress is so versatile to wear across all seasons with a switch of an accessory.
Boden
Erica Knee High Leather Boots
Tan boots are a great option forwinter and beyond. Add them to all your floral dresses for an easy, stylish look.
8. CHUNKY KNIT +MIDISKIRT
(Image credit: @frannfyne)
Style Notes:You can't beat a cable knit jumper. Fact. And I love how Frann has layered hers over a casual check shirt andmidiskirt. This look is also proof brown is the new black this season.
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9. CLASSIC JEANS + BLACK LEATHER
(Image credit: @lindatol_)
Style Notes: Classic vintage-wash denim and edgy black leather is my favourite outfit combination. Throw in a pair of knee-high boots in an expensive-looking mock-croc finish, and this is a look I’d gladly wear on repeat during winter. Thanks for the inspo, Linda Tol.
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Reformation
Cynthia High Rise Straight Jeans
Reformation always has the exact pair of jeans I'm after.
Next Up:Suddenly, Everyone Is Wearing This Comfy Boot Trend—Here's How It Took Over
Thisstory was originally published at an earlier date and has since been updated.
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