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

As we move into the cooler months, denim 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
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.
A pair of cosy mary janes are perfect for autumn.
The low-rise finish is bang on trend for A/W 23.
2. SLEEK TRAINERS
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.
Add a pop of colour to your outfit whilst keeping things streamlined.
Levi's are always a good idea.
Every wardrobe needs a pair of classic white trainers.
3. POINTED-TOE KITTEN HEELS
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.
Loose and with a relaxed high waist, these are comfortable enough to wear all day long.
Wide-leg jeans are so much more comfortable than their skinny sister.
4. CLASSIC BLACK BOOTS
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.
This '90s-style pair would look great with a retro jumper or tee.
The ultimate flat, black ankle boots. These are at the top of my wish list.
Next Up: I'm Not a Shoe Person, But These 5 Styles Go With Everything I Own
Natalie Munro is Who What Wear UK’s news writer and has worked in the fashion industry since she graduated with a degree in Journalism from the University of the Arts London. Natalie’s experience in the industry spans journalistic and styling roles that have seen her work for publications including British Vogue, Conde Nast Traveller, Vogue Ukraine, AnOther Magazine and Elle UK.
With an interest in uncovering the latest fashion trends, Natalie takes a leading role in identifying news for Who What Wear UK. Reporting on a daily basis, Natalie focuses on trends on and off the runway, as well as street style and celebrity fashion. Natalie also creates content for Who What Wear’s social channels including TikTok and Instagram on a weekly basis.
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