12 Ways Fashion People Are Wearing Pants Tucked Into Boots

For those of us in cooler climates, exposed ankles in the early months of the year are simply not an option. If you’re missing the days of wearing sandals with midi skirts or even ankle boots with cropped jeans for that matter, allow us to re-ignite some creativity in your winter dressing. Tucking jeans and pants into boots is not a new concept, but there are ways to do it that will make it feel less like a cold-weather obligation and more like a personal style choice.
Tucking methods vary by boot height — for example, taller boots like knee-high and over-the-knee styles will require a skinny jean or tailored trouser to prevent extra bulkage, whereas mid-calf styles like cowboy boots leave room to play with volume. In that case, a straight-leg jean or a pair of cropped pants may find a moment to shine when paired with boots of a lower height. To demonstrate all of the various ways you can tuck in your pants, click on to get inspired and find the way that works best for your style.

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There are few combos more classic than skinny jeans and over-the-knee boots [as seen on me, the author of this very style post!], but for an updated look, pick a pair of distressed denim to add an interesting visual detail to an otherwise simple outfit.

Boots: Boohoo Block Heel Tie Back Thigh High Boots, $80 $40, available at Boohoo.com; Pants (similar): Levi’s 720 High Rise Super Skinny Jeans $59.50, available at Levi’s.

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Tall Wellington boots are super practical for inclement weather, but you can also add a little playfulness to your look by pairing them with an athletic-inspired trouser.

Boots: Barbour Blythe Wellington Boots, $68, available at Surfdome; Pants (similar): Adidas by Stella McCartney Zipped Cuff Trousers $102 $72, available at Farfetch.

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The ease of these linen pants paired with the heaviness of a pair of western boots makes for an interesting pairing that’s comfortable to wear.

Boots: Zara Animal Print Leather Cowboy Boots, $249.90 $119.99, available at Zara; Pants : Zara Linen Jogging Pants $49.90 $22.99 available at Zara.

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A little bit of fabric bunching used to be a fashion no-no, but with the tone à la mode, you’ll find many fashion-forward women choose to embrace the extra bulk of fabric because of the cool, IDGAF vibe it gives off.

Boots: Zara Leather Boots, $89.99, available at Zara; Pants (similar): Topshop Popper Utility Trousers $75, available at Topshop.

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And here’s a prime example of fashion first, comfort as close second with an exaggerated pair of utility joggers that balloon out of patterned ankle boots.

Boots: Balenciaga Knife Floral-printed Ankle Boots $1,650.00 $825, available at MyTheresa. Pants (similar) Missguided Pleather Joggers $42.00 $28.00, available at Missguided.

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Mixing textures like leather and suede creates a unique tactile meets visual effect.

Boots: Vagabond Shoemakers Brandy Suede Tall Boots, $240.00, available at Vagabond Shoemakers; Pants (similar): Mango Seam-detail Straight-fit Trousers $59.99 $39.99, available at Mango.

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If you’re a tucking novice, an easy way to get started is to stick to a monochrome look. Leather and denim go well together and you can re-create this tuck with virtually any style of black boot.

Boots: Mango Leather High Leg Boots, $249.99 $149.99, available at Mango; Pants (similar): Mango Sayana Organic Cotton Straight Jeans $59.99 $39.99 , available at Mango.


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Don’t be afraid to tuck your straight leg jeans too! A pair of cowboy boots is the perfect match for this style of denim, since there’s a bit of extra room near the top of the boot.

Boots (similar): Rebecca Minkoff Kaiegen Leather Cowboy Boots, $228 $182.99, available at Zappos; Pants (similar): & Other Stories Cropped Straight High Rise Jeans $89.00, available at & Other Stories.

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A throwback that’s so easy: Instead of reaching for the obvious skinny jean / work boot pairing, try a baggy style casually half-tucked.

Boots: Timberland 6″ Premium Boots, $169.95, available at Zappos; Jeans (similar): Pants (similar) Y/Project Ruffle Jeans $475.00 $285.00, available at MyTheresa.

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Clear boots give a whole new angle to the debate in support of “tight as pants.”

Boots: Maryam Nasir Zadeh Jupiter Boots, $557, available at Shopbop; Tight as Pants (similar): Wolford Velvet 66 Leg Support Tights $67.00, available at Shopbop.

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For a more subtle look, keep all of your shades in the same color family (like washed out cream, gray, and olive green) and keep the proportions around the same as well.

Boots: Fendi Check Knee-high Western Boots, $1,490.00, available at Forward by Elyse Walker; Pants (similar): Pam & Gela Side Stripe Step Hem Pants $245, available at Nordstrom.

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Pants that are designed with elasticated turn-up cuffs like joggers and other sporty styles, are a good way to ease into the idea of a little volume coming out of your favorite pair of winter boots.