From Jennifer Aniston to Naomi Campbell—These Are the '90s Style Icons Still Influencing the Way We Dress Today

After spending a long-haul flight recently watching both Friends and Clueless, suddenly, all I wanted to wear Rachel Green's slip dress and Dionne Davenport's checked skirt suit. So much so, I went on a mad scroll after landing to try and get styles similar to those from the '90s. And it got me thinking about the power of certain pieces from this decade. While Y2K has been leading the way for quite some time now—with baguette bags and slouchy tailoring being back—when it comes to the '90s, there are so many pieces that stick around longer than being a fad trend. Be it straight-leg jeans, vest tops, cardigans or suede jackets, they're the base to so many of our outfits that we've relied on heavily over the years. And they're pretty iconic, but not as iconic as the women who wore them the first time around.

The most stylish women of the '90s set a high precedent when it comes to wearing these pieces, with supermodel Cindy Crawford styling the Canadian tuxedo to perfection, Naomi Campbell nailing airport dressing and Kate Moss creating an iconic moment in that silver sheer slip dress. Who better to show us how to wear these '90s pieces we all know and love than the style icons themselves? These are the '90s outfits I'll be copying all autumn, as seen on some of the most stylish celebrities.

'90s Style Icons: 6 Celebrity Outfits I'm Copying This Autumn

1. Halle Berry: Suede Jacket + Jeans

Style Notes: On the cusp of entering Y2K, this effortless ensemble seen on Halle Berry in 1999 is one that could easily be spotted on the streets of London and Paris today. Most of us own a suede jacket by now, so simply button it up to the top, team with staple denim from the decade (straight-leg jeans) and finish the look with heeled ankle boots.

Shop the Look:

Massimo Dutti

Split Suede Leather Jacket With Pockets

Button up all the way, just like Halle.

Agolde

90's Mid-Rise Straight Jeans

All about that '90s straight leg with frayed hem.

TOTEME

The Mid Heel Leather Chelsea Boots

A pointed boot always looks sleek underneath straight-leg jeans.

2. Jennifer Aniston: Maxi Skirt Co-ord + Strappy Heels

Style Notes: On duty as Rachel from Friends, or off-duty as Jennifer Aniston, either way, we've loved the star's style for decades. Teaming a long sleeve top with a matching maxi skirt, the minimalist strappy heels and clutch bag are true to 1997, but could quite easily all be items from 2025. With grey being one of the key colours this season, this is an easy way to try it out.

Shop the Look:

ZARA

Jewel Draped Back Top

Grey is set to be big news this autumn.

The maxi skirt is a '90s staple that never fails,

Jil Sander

Leather Strappy Heeled Sandals 35

These are almost identical to Jen An's minimalist strappy pair.

3. Kate Moss: Slip Dress

Style Notes: This picture is iconic, isn't it? When we think of Kate Moss circa 1993, we see this sheer silver slip dress worn with fellow supermodel Naomi Campbell. Peek-a-boo styles are especially more popular around party season, so expect to see iterations of this pant-flashing look everywhere. Not ready to show off your thong? Any slip dress will work, but just make sure it's the centre of attention, just like Kate.

Shop the Look:

ST. AGNI

Recycled-Taffeta Midi Dress

If sheer isn't your thing, a simple silver slip dress will work.

4. Cindy Crawford: Double Denim + Ballet Flats

Style Notes: The Canadian tuxedo has been worn by so many celebrities over the years, but this Cindy Crawford look from 1990 is one that always springs to mind. The shirt worn tucked in, belted, with a blazer on top and ballet flats looks put together, yet simple enough to copy.

Shop the Look:

With Nothing Underneath

The Classic: Denim, Blue

Everyone needs to own at least one denim shirt.

Agolde

90's Mid-Rise Straight Jeans

Agolde is loved by fashion editors, for good reason.

M&S Collection

Leather Slip on Flat Ballet Pumps

Big fan of the square toe on these ballet flats.

5. Naomi Campbell: Cardigan + Capri Pants

Style Notes: While my airport looks rely heavily on joggers and a sweatshirt, I appreciate the effort Naomi Campbell made with her outfit in 1991. Wearing a cardigan unbottoned over a vest top with capri pants, the addition of a white car coat is brave, but one worth making considering this image of her is recognised around the globe.