Style 101: How to Wear Your Jeans With Boots

When it comes to our below-the-belt proclivities, we’re all about a mind-blowing, earth-shattering tuck. We’ll tuck anywhere, anytime. And if you don’t like it, well, you can go tuck yourself.

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  • Ok, now that the juvenile wordplay is out of our systems, let’s get down to business. Today’s topic, as you might have guessed, is the proper way to tuck your jeans into your boots. Chances are, you’ve got some am-I-doing-it-wrong anxiety around the subject (we know, we did). Hence, we looked to expert trendsetters like Miranda Kerr and Kate Moss for guidance. Their masterful tucking skills led us to devise this guide of seven, no-fail methods based on boot style. Read on for the 411.

  • Weiss
    Photo credit: Vanessa Jackman

    For: Patent Leather Chelsea Boots

    Take a cue from Into The Gloss’s Emily Weiss and scrunch up the jeans over the top of the shoe to add a tomboyish insouciance to the otherwise sleek silhouette of the shoe. It’s all about alternating proportions here, folks. 

  • 3.1 Phillip Lim

    Danny Chelsea Boots ($450) in Black

  • Combat
    Photo credit: Stockholm Street Style

    For: Lace-Up Combat Boots

    Skip the denim entirely here. Instead, take a pair of loose-fitting trousers and blouse them up over the boot for a military chic look.


    Photo Courtesy of Stockholm Street Style

  • Sam Edelman

     Darwin Combat Boots ($160) in Black

  • Amber Heard
    Photo credit: AKM-GSI

    For: An Ankle Boot With a Stacked Heel

    If the boots have a wide brim like the Rag & Bone Newbury-esque pair that Amber Heard wore shopping in L.A., it’s best to keep the jeans straight and clean (one trick is to tuck them into your socks).

  • ASOS

    Addict Leather Ankle Boots ($120) in Burgundy

  • Distressed
    Photo credit: Stockholm Street Style

    For: Distressed Leather Boots

    Play off the boot’s unstructured vibe with a messy tuck that looks like a happy accident. Don’t try to make it neat or symmetrical, just tuck and go.


    Photo Courtesy of Stockholm Street Style

  • Isabel Marant

    Crisi Boots ($790) in Bronze

  • Thigh HIgh
    Photo credit: Eagle Press/

    For: Over-The-Knee Boots

    If you own a pair of skinny skinnies (like the kind that look painted on), now’s the time to break them out. For shoes like Miranda Kerr’s pair of Balmain Suede Thigh High Boots ($1,158), you want there to be no visual break between the jeans and the boots to give the illusion of endless legs.

  • Stuart Weitzman

    Suede Highland Boots ($750) in Black

  • Western
    Photo credit: AKM-GSI

    Western-Style Ankle Boots

    Much like the aforementioned wide-brim ankle boots, the jeans for a pair of Western-cut boots like Kate Moss’s Isabel Marant version should be relatively straight and fitted with no fabric bulking around the ankle.

  • Motorcylce
    Photo credit: Stockholm Street Style

    For: Embellished Biker Boots

    With so much going on with the boot itself, it’s best to keep the denim streamlined. Think: smooth and tight. But don’t go too tight or it will clash with the relaxed, masculine feel of the shoe.


    Photo Courtesy of Stockholm Street Style


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