8 Anti-Skinny Jeans Outfits Fashion People Are Wearing on Repeat This Autumn

Over the last 12 months we’ve seen plenty of Y2K styles weaving their way into our current fashion trends, from micro-mini skirts and off-duty athleisure to bow-embellished ballet flats, and it looks like it’s not slowing down anytime soon. Now, it seems the fashion set are throwing it back to the 90’s and early 00’s once more with the resurgence of bootcut jeans. Yes, bootcut jeans.

The perfect median between skinny and wide-leg offerings, this more subtle and minimalist approach to a flared cut boasts a snug fit with a small leg opening, ideal for pairing with boots (the clue is in the name). Worn by the likes of Naomi Campbell, Paris Hilton and Jennifer Aniston, the love-or-hate denim jean was known for their lengthening effect, without compromising on their curve-hugging cut. Whilst many sported the style with midriff-baring baby tees and relaxed fit bomber jackets, others took the double denim route, before completing the smart-casual look with a pair of leather boots or pointed-toe kitten heels.


(Image credit: @camillecharriere)

This autumn, bootcut is officially back in the spotlight again and it’s giving us all the noughties nostalgia. Paying homage to the controversial denim attire, boot-cut strutted its way down the runways of luxury fashion houses, Chloé and Blumarine, earlier this year. What once felt like a distant memory is now back in full force, modelled in recent times on Kate Moss, Bella Hadid and Cindy Crawford, only adding to our appetite for 90’s denim. Although once always accompanied by a low-rise waist, additions to the recent trend flaunt a more approachable mid to high-rise waistband, from Frame’s iconic Le Boot style to Agolde’s highly regarded design.


(Image credit: @aysha.sow)

Our wardrobes may be feeling reminiscent, but boot-cut’s streamlined makeover makes the cut in this season’s closet. Keep scrolling to see the jeans’ well-anticipated revival that’s been all over our Instagram feeds.

1. Shirt + Slingback Heels + A Tote


(Image credit: @saraloura)

Style Notes: Transitioning between seasons (or eras) has never been easier. This outfit is giving all things Parisian streets, with a high-rise fit denim, a loosely tucked white shirt and jumper draped over the shoulders. Not only is it on-trend, it's practical for the ever-changing weather too!

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2. Knit Vest + Low-Top Sneakers


(Image credit: @maryljean)

Style Notes: This season we're bringing back the layered shirt and knit vest combo. Dress down with laid-back jeans and low-top trainers and you've nailed academia chic. 

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3. Statement Cardigan + Leather Shoulder Bag


(Image credit: @hoskelsa)

Style Notes: Great for layering, cardigans are a sensible buy for the colder months. Partner a pair of faded-finish boot-cut jeans with a statement button-down knit for a cosy yet stylish vibe.

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4. Bomber Jacket + Leather Boots


(Image credit: @hodanyousuf)

Style Notes: 90's fashion meets the 2015 bomber jacket with this easy-going look, marrying two iconic items from different eras. Continue the nostalgic trend with a glossed-leather boot and a double denim mini bag.

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5. Colourful Style + Smart Utility Jacket


(Image credit: @helenacuesta)

Style Notes: Branch outside of the typical array of blue denim washes with a colourful option. Complemented with an understated T-shirt and jacket, you can let the jeans do all the talking.

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6. Cropped Knit + Ballet Flats


(Image credit: @emmanuellek_)

Style Notes: A cosy knit always makes a good pairing with dark wash denim - and that doesn't just mean jumpers. Ideal for those casual days, whilst still championing a put-together OOTD, complete the look by slipping on your comfiest ballet flats. 

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7. Low-Rise + Pointed Toe Kitten Heels


(Image credit: @couturekulten)

Style Notes: If you're anything like me, you're always stuck choosing an appropriate outfit for when you're going 'out out' in these colder months, but bootcut jeans have given us the answer. Style your 90's low-waisted boot-cut denim with a coordinating relaxed-fit denim jacket, pointed-toe kitten heels and a long-handled mini bag - effortless. 

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8. Trench + Trainers


(Image credit: @astyleedit)

Style Notes: A trench coat is a must-have this time of year and also makes the perfect outerwear accessory for boot-cut jeans. Style with a pair of chunky trainers and a logo-adorned cap and you're street-style ready. 

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Next Up, I'm a Fashion Editor - Here's How I Dress Up Jeans For a Night Out

Freelance Fashion Editor

Sennen Prickett is a freelance fashion contributor for Who What Wear UK, and has been since 2023. Compiling shopping stories that cover the latest fashion trends and viral sell-out styles, Sennen shares the best on-trend buys for any occasion, season, or everyday living. Whilst studying for her degree in Fashion and Beauty Journalism, she interned as a Lifestyle Writer at HuffPost UK, and acted as a Junior Fashion and Beauty Writer at FROW Magazine. During her time at university, Sennen focused on producing fashion news, detailing runway trends, and showcasing up-and-coming designers. Highlighting the need for inclusivity and diversity within fashion, Sennen also created her own interactive digital magazine detailing the areas of change needed within the industry. Since graduating in 2022, Sennen was offered the role as a Junior Digital Editor at FROW Magazine, before delving into her freelance career - returning to HuffPost UK with a position as Freelance Shopping Writer, and also working as a Studio Assistant at Harvey Nichols. Sennen works remotely from her home in the Midlands.