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.

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.

Bootcut Jeans Trend: 8 Autumn Outfits to Try @aysha.sow wears bootcut jeans



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

Bootcut Jeans Trend: 8 Autumn Outfits to Try @saraloura wears bootcut jeans



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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Frame is known for championing denim with their trusty transeasonal staples and this mid-wash offering meets those exact expectations. With its premium stretch-denim design and slim-leg cut, the Le Mini Boot makes comfort a priority.

Shirts are a failproof option in my wardrobe.

This relaxed fit alpaca-blend jumper looks so cosy for the cooler months.

Demellier’s Midi New York tote is the epitome of quiet luxury.

These M&S slingbacks remind me of a similar Chanel number. Nailing a classic style, their block heel and pressure-reducing insole mean elegance has never been so easy.

2. Knit Vest + Low-Top Sneakers

Bootcut Jeans Trend: 8 Autumn Outfits to Try: @maryljean wears bootcut jeans



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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Who said boot-cut has to have a low-rise silhouette? This style from Wrangler features a high-rise fit with a subtle faded finish through the legs.

The 70’s sweater vests have become a popular autumnal trend in recent years, and it’s not stopping any time soon.

Wear this cotton poplin shirt buttoned up underneath a knitted V-neck vest for a preppy look.

You can’t go wrong with chunky hoop earrings. Case closed.

Panelled sneakers have filled our streets (and timelines) this year. I can’t help but pop these vintage tennis shoes straight into my basket.

3. Statement Cardigan + Leather Shoulder Bag

Bootcut Jeans Trend: 8 Autumn Outfits to Try: @hoskelsa wears bootcut jeans



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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The faded wash and whiskered effect of these Monki jeans are giving all the Y2K energy.

No one does a statement cardigan like Ganni does.

YSL's mini Le à 7 is guaranteed to make any outfit look effortless.

From day to night, these versatile slingbacks would be the perfect accessory to many outfits.

4. Bomber Jacket + Leather Boots

Bootcut Jeans Trend: 8 Autumn Outfits to Try: @hodanyousuf wears bootcut jeans



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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We can’t talk jeans without mentioning Levi’s. This noughties-inspired design hugs all the right places.

Bomber jackets are the it outerwear of the season.

We’re talking all things double denim with this mini cross-body bag.

Boots weather is upon us and I can’t get enough of these heeled glossed-leather ankle boots.

5. Colourful Style + Smart Utility Jacket

Bootcut Jeans Trend: 8 Autumn Outfits to Try: @helenacuesta wears bootcut jeans



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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These brown bootcut jeans are ideal for autumnal days.

The raglan sleeves add something different to this regular white T-shirt.

This jacket proves the utility style is still in full swing.

6. Cropped Knit + Ballet Flats

Bootcut Jeans Trend: 8 Autumn Outfits to Try: @emmanuellek_ wears bootcut jeans



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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Pair these Weekday jeans with a pair of dainty ballet flats or dress down with your go-to low-top trainers.

Take a different approach to knitwear with this casual knitted top. Its cropped, ribbed design and shoulder pad structure make it the perfect throw-on piece.

This quilted cross-body looks so much more expensive than it is, plus it gets extra points for the brushed metal padlock hardware.

Sporting this season’s viral contrasting leather toe cap, these LK Bennett suede pumps nail the traditional ballet flat design that we know and love.

7. Low-Rise + Pointed Toe Kitten Heels

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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If you love to invest in quality denim these signature high-rise Agolde jeans might just be for you – they’re even made from organic cotton.

I’ve seen this exact V-neck, stretch-knit bralette on my Pinterest feed so many times. A true staple.

Everyone needs a trusty denim jacket in their closet, especially during this period of transitional weather. The dropped shoulders, relaxed fit and washed finish ooze casual charm.

Pointed-toe kitten heels are all the rage and the metal plaque on these patent slingbacks makes them so chic.

When in need of accessories, Charles & Keith is always my destination. This knotted cube mini bag stands out in a minimalistic way.

8. Trench + Trainers

Bootcut Jeans Trend: 8 Autumn Outfits to Try: @astyleedit wears bootcut jeans



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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Taking inspiration from the flare-loving 1970’s era, Cos’ Spire jeans offer a slightly more relaxed fit than typical bootcut jeans.

Boat-neck stretch-jersey long-sleeved tops are a yes from me this autumn winter.

I am certain that trench coats will never go out of style, they’re truly a timeless piece.

Anine Bing and off-duty street style go hand in hand. If you’re into caps, their Jeremy baseball silhouette should be on your wish list.

I can easily see this chocolate faux-leather tote coming in handy over the next few months.