Trust Me, These 4 Types of Shoes Always Look Amazing With Baggy Jeans

As we move into the cooler monthsdenim is reclaiming its natural place as the pillar of our wardrobes. With a nod to the trends that preceded during the summer, including voluminous A-line skirts and flowy wide-leg trousers, this autumn our jeans are getting looser, lower and louder, carrying our outfits with a cool, undone edge. Picking up on the ‘00s trend that has been building for some time now, 2023’s baggy jeans look best styled with certain tried-and-true retro shoes, as well as some fresher takes.

From neat ballet flats to black boots you can stomp around in, read on to discover which shoes look best with baggy jeans this autumn and beyond.

1. BALLET FLATS

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(Image credit: @aishafarida)

Style Notes: 2023's biggest trends collide with the styling combination of ballet flats and baggy jeans. Juxtaposing the cool-girl edge that baggy jeans bestow, ballet flats soften a baggy-jeans outfit for a playful take on weekend styling.

2. SLEEK TRAINERS

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(Image credit: @borislavasekova)

Style Notes: Moving away from the chunky trainers that have reigned supreme for years now, the fashion set are gravitating towards sleeker, slimmer styles this season. Neatening the silhouette of baggy jeans, streamlined trainers add a fresher feel whilst complementing the relaxed cut.

3. POINTED-TOE KITTEN HEELS

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(Image credit: @sarahlouiseblythe)

Style Notes: One of the sharpest silhouettes for A/W 23 has to be baggy trousers paired with pointed-toe kitten heels. Dressing up the casual pant style, low, pointy heels add structure, elegance and a refined finish to your look.

4. CLASSIC BLACK BOOTS

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(Image credit: @jullie.jeine)

Style Notes: Ground your baggy trousers with classic black boots. Lug-sole or slim, a good pair of black boots will easily fair wet-weather days as we move towards winter, whilst balancing the large proportions of your baggy jeans.

Next Up: I'm Not a Shoe Person, But These 5 Styles Go With Everything I Own

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Natalie Munro
News Writer

Natalie Munro is Who What Wear UK’s news writer. Having worked in the fashion industry since her time at university—where she obtained a BA in Journalism from University of the Arts London, Natalie's experience spans journalistic and styling roles. In the early stages of her career Natalie predominately worked on editorial shoots for fashion publications such as British Vogue, Vogue Ukraine, AnOther Magazine and Elle UK, before moving into journalism roles.

On completion of her degree she interned in the editorial team at British Vogue and later went on to freelance for the publication. Here, she developed her interest in reporting on the latest fashion news and trends. Inspired by the dynamic nature of the industry, Natalie went on to write for other lifestyle and fashion brands and publications before taking on the role as News Writer for Who What Wear.

With an interest in uncovering the latest fashion trends, Natalie takes a leading role in identifying news for Who What Wear UK. Focusing on trends on and off the runway, as well as street style and celebrity fashion, Natalie reports on a daily basis, ensuring that she remains ahead of the trends. Natalie also creates content for Who What Wear’s social channels including TikTok and Instagram on a weekly basis.