The Fashion Memo

The Y2K Throwbacks To Have On Your Radar

L-R: Naomi Campbell, Lucy Liu and Sarah Jessica Parker

Style in the 2000s wasn’t just about velour and visible thongs – and now, the decade’s quieter heroes are claiming their moment in the sartorial spotlight, says LAURA ANTONIA JORDAN

Fashion editor Haajira Muzzamil
Fashion

While they are to be admired for their gusto, the TikTok generation’s enthusiastic interpretation of turn-of-the-millennium style can be a touch limited. In fact, the recent take on Y2K dressing has been so one-note that those of us who are old enough to remember it the first time around (and who weren’t tabloid It girls living in Chateau Marmont circa 2000–2010) can be left doubting our memories. Did we really all wear candy-colored velour tracksuits with trucker hats, and thongs poking out of our ultra-low-slung waistbands? Was everything really drenched in glitter and butterflies? Well, no. While that was certainly part of the style story back then, it wasn’t all of it.

Now, fashion is embracing a more low-key reading of that notoriously brash decade. Navigating the new 2000s nostalgia is all about placing it in the context of the 1990s style that preceded it. Think of it as an evolution of that era’s much-lauded minimalism; the restraint and simplicity offset with a dash of whimsy and levity. At the heart of this season’s take is pulling out those pared-back pieces that were just as important as the obvious headliners – and giving them their moment in the spotlight.

Sarah Jessica Parker’s skirt suit revealed a fashionable hint of midriff during a gala event in 1999
Jennifer Aniston working the low-rise skirt with a stylish white tank at the 2002 LA premiere of her film The Good Girl

The low-rise skirt

The pelvic-grazing waistband (a signature of the era) doesn’t have to be a nerve-wracking proposition. Far easier than a perilously low-slung pant is the hip-hugging skirt, but worn not with a teeny bra – you should have just a sliver of midriff showing. Take note from Jennifer Aniston, for instance, who made a satin maxi skirt look effortless by opting for a low-rise waist and teaming it with the perennially stylish white Want something a little more polished? Sarah Jessica Parker’s skirt suit is all the proof you need that a flash of the hips can have uptown appeal.

  • SIMKHAI
    Ramaina stretch-knit tank
    $118.00
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  • PERSÉE
    18-karat gold sapphire necklace
    $3,440.00
  • AMANU
    The Serengeti leather sandals
    $148.00
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  • CHRISTOPHER ESBER
    Imber halterneck gathered metallic jersey top
    $218.00
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Alexa Chung rocking denim shorts with a leather jacket at Glastonbury in 2008

Leather jackets and denim shorts

In the UK, the style decade belonged to the festival queens – and none more so than whose Glastonbury get-ups still grace many a millennial’s mental mood board. The reason that her looks have aged so well is that the components were classic – weather-beaten, shrunken jackets, Breton-striped T-shirts and denim shorts – but mixed together with attitude and in unexpected, playful pairings. Try the look now by teaming cropped leather biker with stompy biker boots and cut-offs. Muddy field, entirely optional.

  • CITIZENS OF HUMANITY
    Goldie striped cotton-blend jersey T-Shirt
    $56.00
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  • FRAME
    The Hang distressed denim shorts
    $119.00
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  • BURBERRY
    Buckled leather boots
    $1,550.00
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  • ACNE STUDIOS
    Gathered textured-leather biker jacket
    $3,100.00
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Kate Moss attending a concert in skinny white jeans in 2005
Naomi Campbell making denim look effortlessly glamorous in New York, 2001

Drainpipe denim

It took years to prise women out of their beloved second-skin jeans. And now, drainpipe denim is finally back. Forever synonymous with they always look sharp with ankle boots and a nipped-in, tailored But the skinny jean also brings a bit of rock’n’roll swagger to after-dark dressing, particularly for events that require something more glamorous than what you went to work in but aren’t smart enough to justify hitting cocktail-dress mode. The solution? Denim plus a ‘going-out’ top, such as ‘The Eloise’ from The swish of volume in the sleeves and the delicate Chantilly lace contrast perfectly with ‘The Kick It’ jeans. Just add a stiletto heel to really take the look into sundown mode.

  • BRANDON MAXWELL
    The Eloise Chantilly lace and crepe top
    $512.00
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  • STONE AND STRAND
    Bold Sparkle Medium 14-karat gold hoop earrings
    $645.00
  • MOTHER
    The Kick It high-rise straight-leg jeans
    $258.00
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  • GIANVITO ROSSI
    105 lace-up leather sandals
    $448.00
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The It bag

The 2000s were the era of the It bag – a term coined for styles that were so in-demand brands struggled to keep them in stock – sparking endless waitlists. From jumbo (usually accompanied by equally massive, saucer-like to slim, baguette shapes that neatly tucked underarm, all it took was one paparazzi shot of a celebrity carrying theirs through an airport lounge, or using it to shield their face, for said bag to sell out. ‘Le City’ tote was one such style. Detailed with biker-inspired hardware, the slouchy design was often photographed swinging nonchalantly from the crook of arm. Sienna Miller was a big fan, too – channel her iconic style by wearing yours with floaty separates by and

  • ULLA JOHNSON
    Lex pointelle-trimmed striped ribbed-knit cardigan
    $275.00
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  • BALENCIAGA
    Le City small embellished textured-leather tote
    $2,550.00
  • JACQUEMUS
    Triangle paneled crepe midi skirt
    $550.00
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  • VERSACE
    Alia embellished metallic rubber flip flops
    $255.00
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Suede everything

Sumptuous, buttery in delicious tones of chocolate, coffee and caramel are a luxe addition to laid-back looks. ‘Astrid’ supple cardigan and cropped leggings make the case for wearing it head-to-toe, but don’t underestimate the power of a suede accessory ‘Jackie’ is a classic for a reason). Just one word of warning: beware the rain.

  • STOULS
    Astrid suede cardigan
    $741.00
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  • GUCCI
    Jackie 1961 webbing-trimmed suede and leather shoulder bag
    $3,950.00
  • STOULS
    JP Twenty cropped suede flared leggings
    $1,145.00
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  • AQUAZZURA
    Latour 85 suede wedge sandals
    $418.00
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Sienna Miller on a night out in London with her Balenciaga ‘Le City’ in 2005
Kate Moss’s belt takes center stage at London Fashion Week in 2007

Belts

Jeans, meet belt. Kate Moss shows exactly why the humble belt is a hard-working wardrobe hero. Often woefully overlooked, it’s the kind of accent piece that (literally and figuratively) pulls together an impeccable off-duty outfit. Although the decorative coin belt was a 2000s signature, a braided-leather version is its understated cousin that you’ll find yourself turning to again and again and again. Side note: the perfect gray sweater is one of those pieces that transcends trends altogether.

  • MOTHER
    The Biggie Concert cotton-jersey sweatshirt
    $160.00
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  • DRAGON DIFFUSION
    Woven leather belt
    $100.00
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  • CITIZENS OF HUMANITY
    Lyra Long mid-rise wide-leg jeans
    $149.00
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  • KHAITE
    Britt buckled calf hair mules
    $940.00
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Christy Turlington’s necklace and earrings were the epitome of boho luxe in 2002
Lucy Liu charmed the crowds with her boho beads at a 1999 LA movie premiere

Boho beads

If this summer’s elevated revival (the 2000s take was itself a riff on the ’70s) was too jangly, ruffled and swishy for your tastes, but you still admire that barefoot sensibility, then get into the mood via artful gateway accessories. Possessing the carefree allure of trinkets and made for endless summer adventures in Ibiza/Goa/Mexico, beaded bohemian jewelry and bags bring a hefty dose of dopamine to daily (read: ‘real’) life. ‘More-is-more’ might typically be the style mantra of these fashion free spirits, but alas, what worked for Sienna Miller ’03 doesn’t work for everyone. Adding just a touch of gypsy glamour – be it beaded 14-karat rose-gold necklace, or lavishly embroidered ‘Vain Soft’ baguette – to otherwise classic looks instantly transports you to far-away lands. Almost as far as the 2000s, in fact.

  • ESSE STUDIOS
    Issia strapless silk organza-trimmed crepe mini dress
    $275.00
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  • DIANE KORDAS
    14-karat rose gold, bead and diamond necklace
    $1,120.00
  • VALENTINO GARAVANI
    Vain Soft embroidered leather-trimmed satin shoulder bag
    $3,980.00
  • STAUD
    Freja suede sandals
    $148.00
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Cargos and colorful sneakers

Remember the cargo pants of the 2000s? So big, so many pockets, so impractical! Now, they still have volume, but not an excess of it, and are cut to sit higher on the waist ‘Rookie’ barrel-leg jeans are a modern take on utility). Keep it simple with a tank and the essential retro-inspired The most beloved Adidas kicks of the 2000s might have been the ‘Superstars’, but try hitting refresh on the look with a lower-profile shoe – such as ‘Handball Spezial’ in maroon suede.

  • SAINT LAURENT EYEWEAR
    D-frame tortoiseshell acetate sunglasses
    $298.00
  • JAMES PERSE
    Ribbed Supima cotton-blend tank
    $76.00
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  • SLVRLAKE
    Rookie mid-rise barrel-leg cargo jeans
    $320.00
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  • ADIDAS ORIGINALS
    Handball Spezial leather-trimmed suede sneakers
    $77.00
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