Say goodbye to the well-worn moto boot and get ready to hop on the slouchy boot revival trend.

Although first made mainstream in the '80s thanks to <a href="https://www.lofficielusa.com/fashion/andreas-kronthaler-vivienne-westwood-interview-art-activism-brand" target="_blank" rel="noopener">Vivienne Westwood</a>&rsquo;s so-called pirate boots, slouchy boots later became directly linked to the &lsquo;<a href="https://www.lofficielusa.com/fashion/brittany-murphy-movies-y2k-style-documentary" target="_blank" rel="noopener">00s</a> and its non-stop revival. As graphic baby tees, denim-on-denim sets, and glitter-embellished minidresses find their way out of the trend cycle, slouchy boots seem to be the next Y2K trend to keep your eyes out for. Leaning towards the grungier side of this beloved decade, slouchy boots have been spotted on celebrities like <a href="https://www.lofficielusa.com/pop-culture/miley-cyrus-wants-you-call-her-mother" target="_blank" rel="noopener">Miley Cyrus</a> and <a href="https://www.lofficielusa.com/pop-culture/lila-moss-channels-kate-moss-with-glastonbury-look-biker-boots" target="_blank" rel="noopener">Kate Moss</a> back in the day, and embraced by stars like <a href="https://www.lofficielusa.com/fashion/rihanna-new-face-of-dior-j-adore-fragrance-fenty-beauty-perfume" target="_blank" rel="noopener">Rihanna</a> and <a href="https://www.lofficielusa.com/fashion/gigi-hadid-best-met-gala-looks" target="_blank" rel="noopener">Gigi Hadid</a> today. From Pretty Woman to Devil Wears Prada, this baggy style has also made its mark in some of the most iconic movie costumes.

Isabel Marant Fall/Winter 2024. Getty Images.

Chloé Fall/Winter 2024. Getty Images.

In mid-ankle, mid-calf, and even mid-thigh lengths, the comeback of the slouchy boot can also be associated with the current <a href="https://www.lofficielusa.com/shopping/platform-sandals-boho-chic-revival-trend-chloe-shopping" target="_blank" rel="noopener">boho chic renaissance</a>&mdash;endorsed by brands like <a href="https://www.lofficielusa.com/fashion-week/chloe-fall-winter-2024" target="_blank" rel="noopener">Chlo&eacute;</a> and Isabel Marant in their Fall/Winter 2024 collections, and embraced by fashion enthusiasts all over TikTok and Instagram. Flat or heeled, these scrunched silhouettes bring an effortless edge to any look, reminiscent of that messy It girl style from the early aughts that everyone obsessed about (think <a href="https://www.lofficielusa.com/fashion/alexa-chung-french-girl-style-moments" target="_blank" rel="noopener">Alexa Chung</a>, <a href="https://www.lofficielusa.com/fashion/mary-kate-and-ashley-olsen-twins-movies-fashion-full-house" target="_blank" rel="noopener">Mary-Kate and Ashley Olsen</a>, <a href="https://www.lofficielusa.com/fashion/sienna-miller-street-style-evolution-best-looks" target="_blank" rel="noopener">Sienna Miller</a>).&nbsp;

Rihanna Slouchy Boots

Emrata Slouchy Boot

And although some can&rsquo;t help but feel a bit taken aback by this unexpected comeback&mdash;yes, the Peter Pan and Jack Sparrow comparisons are valid&mdash;this nostalgic style can also offer endless styling possibilities. In sleek leather, suede, or crocodile skin, these ruched designs can be worn day or night, and paired with shorts, skirts, minidresses, and even tights. Take it from your favorite celebrities and step into the slouchy boot revival in ultimate style.

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With a sophisticated pointed-toe and crafted in butter-soft leather, Khaite's take on the nostalgic slouchy boot is one to wear all year long. Easy to slip on during a rushed morning, this sleek design can be paired with casual minishorts or an elegant evening dress. Also available in beige and blue suede, this is the perfect shoe to step into the slouchy boot revival.
Khaite The River Knee-High Boot, $1,320, <a href="https://fave.co/3XOo8ub" target="_blank" rel="noopener">Khaite</a>

Khaite Slouchy Boot

Khaite

If looking for a versatile shoe for everyday use, Isabel Marant's low boots crafted in suede leather are the perfect fall addition to your footwear collection. Available in taupe, black, or chalk, this baggy design embodies stylish nostalgia. Pair it with distressed denim shorts, a lace top, and a statement belt and voila! You've got the ultimate Y2K indie look.
Isabel Marant Reachi Boots, $472, <a href="https://fave.co/4cGDdTf" target="_blank" rel="noopener">Isabel Marant</a>

Isabel Marant Slouchy Boots

Isabel Marant

With an extra-loose fit that enhances this trend's allure, Loewe's interpretation of the Y2K slochy boot blends charming playfulness and sophisticated style. Loved by celebrities like Rihanna and Emily Ratajkowski, this over-the-knee boot is crafted in soft nappa lambskin and features the details of a classic trouser. Plus, this extreme take on slouchy boots is finished with the brand's signature lacquered toy heel.
Loewe Toy Over the Knee Boot in Nappa Lambskin, $3,400, <a href="https://fave.co/3VONJ3p" target="_blank" rel="noopener">Loewe</a>

Loewe Slouchy Boot

Loewe

Prepare for the fall with Paris Texas' take on slouchy boots, crafted in the softest suede leather. Made in Italy, this pointed-toe design embodies effortless sophistication and casual style. With elegant stiletto heels and in a subtle beige shade, you'll be able to pair these boots with endless outfits, no matter the season.
Paris Texas Slouchy Suede Boots, $409, <a href="https://fave.co/3XK5vaH">Mytheresa</a>

Are Slouchy Boots Making a Comeback?

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