FromKate Moss, to Princess Diana everyones tucking their knee-high boot this season.
As soon as the temperature drops and the frosty weather settles in, one footwear style jumps straight to the front of my winter rotation: boots. Timeless and practical, knee-high styles in particular have been dominating the conversation for several seasons now, well and truly cementing their place as a capsule-wardrobe hero. And, always on the hunt to spice up my cold-weather outfits, there's one easy styling hack that's making a comeback, and it's tucking your knee-high-boots into your jeans.
You might be thinking this trick isn’t particularly new, and you'd be right! When I first spotted it bubbling on my Instagram feed, I was vividly reminded of a noughties Kate Moss, striding through London in heeled pirate boots, which she had tucked her skinny jeans into. Divisive then, and perhaps even more divisive now. Or, if I look even further back to the ‘80s, when a Princess Diana was often spotted stalking grassy polo pitches in straight-leg jeans and a loose blazer, complete with knee-high boots on full show. Yet, there’s something about the way the styling trick is being utilised today which feels undeniably refreshing.
Part of the hack's appeal lies in its universality. Regardless of age, aesthetic or winter wardrobe pieces, knee-high boots and jeans tend to feature, and are ready to become and so this styling hack feels like an easy win. And the fashion set is proving that every silhouette works. Are you a low-rise, slouchy jeans person? The subtle scrunch adds a laid-back polish for just the right amount of interest. Or are bootcut jeans your go-tos this winter? The one-in-one-out look casts a powerful visual, adding a modern appeal which feels oh-so 2025.
And as if it couldn’t get better, this trend is technically free, costing no more than your favourite pair of jeans and knee-high boots. With both “thick denim jeans” and “leather knee-high boots” trending on Google, the resurgence of this styling trick couldn't come at a better time.
So, if you’re ready to try the styling hack worth its weight in denim, scroll to discover my edit of the best knee-high boots and jeans ready for tucking this winter.
Shop the Tucked Knee-High Boot Trend:
AGOLDE
'90s Pinch Waist high-rise straight-leg organic jeans
The cropped length is perfect for shorter shoppers.
These boots will definitely earn you lots of compliments.
Levi
Cinch Baggy Lightweight Jeans
There's something so polished about this blue shade.
Reformation
Remy Knee Boot
This inky blue shade is so easy to slot into you winter capsule wardrobe.
Vagabond
Hedda Tall Boots
These will stay in you capsule wardrobe for years to come.
Free People
Agolde Low-Rise Baggy Jeans
I wear these jeans at least once a week.
A pair to love for a lifetime and bring out year after year.
