This Is the Fashion World's Favorite Way to Wear Pants Right Now

While tucking your pants into knee-high boots may not sound very new, this season, the styling trick—adored by the fashion set—has a fresh and modern silhouette. We’re not talking skinny jeans that easily slide into knee-high boots. That stylish combo is a classic we can always pull out of a hat. The buzz right now is around pants that are slightly baggy in shape tucked into roomy knee-high boots, where the pants puff ever so slightly over the top of the boots. 

Okay, so right about now, you might be conjuring up images of swashbuckling pirates or Puss in Boots, but the styling trick has major legs (no pun intended) in the fashion world this season, and the F/W 20 runways confirmed that it has staying power for next season, too.

Throughout fashion month, the street style set showed their devotion to the trend by wearing an abundance of pantsuits, balloon-leg jeans, and paper-bag trousers with boots, giving the average pair of pants a refreshingly modern, fashion-forward look. To pull it off, opt for carrot-shape pants that are roomy at the thigh, slim at the calf, and high on the waist, along with boots that aren’t skintight. Take a look below at how fashion girls are wearing the trend right now, and shop the best pieces to nail the style.


On the F/W 20 runway:
(Image credit: Alberta Ferretti, Getty Images)

The styling trick proved it's got staying power for next season too, as seen at the Alberta Ferretti F/W 20 runway during Milan Fashion Week.


On the street:
(Image credit: Getty Images)

For a streamlined desk-to-drinks ensemble, go for a tonal look void of any complicated prints or patterns.

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(Image credit: Christian Vierig, Getty Images)

Opt for high-waisted pants to elongate your legs.

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(Image credit: The Style Stalker)

Give a smart suit a less serious look, and tuck your pants into calf-length lug-sole boots.

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(Image credit: The Style Stalker)

Add definition to your pants with a statement belt.


(Image credit: The Style Stalker)

Give your relaxed-fitting jumpsuit an of-the-moment look by tucking it into neutral slouchy leather boots.

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(Image credit: The Style Stalker)

Play into the '80's-inspired silhouette by pairing balloon jeans with slouchy suede boots.

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(Image credit: @chrissyford)

Give your ensemble a springtime touch by wearing your pant-boot duo in crisp white.


(Image credit: The Style Stalker)

For the fashionably fearless, opt for animal-print boots with your relaxed, tailored trousers.

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Up next, five pant trends I'm wearing this season when I'm bored of all my jeans.

Judith Jones
Senior Fashion Market Editor

Judith Jones is the senior fashion market editor at Who What Wear who specializes in shopping content and trend stories with high-affiliate impact. She shares the coolest, most desirable fashion market finds and brands for every budget. Previous to working in fashion, Judith worked as a TV host on the PBS travel show Globe Trekker (airing on Netflix and Amazon Prime) sharing her passion for travel and culture.