To put your best foot forward, sometimes, you have to look back to the past first. That sounds much more profound than I intend it to, but that's precisely what I'm doing this autumn where my style is concerned.
The 1990s gave us so many wonderful things; I'd argue some of the best movies ever made were created in that decade. Tamagotchis. Twenties-something Leonardo Dicaprio. Internet for the masses! And yet, I'd still say one of the very best things to come out of it was the fashion.
The fact we reference and, more importantly, meticulously emulate '90s fashion today showcases just how important it was. While other decades produced clothing that can feel rather costume-y when you wear it now—don't get me wrong, there was plenty of that from the '90s too!)—but the '90s hit different. Looking at the more distilled, minimal part of the era, there are so many looks from the archives that feel just as relevant today; so much so, they form the blueprint of the biggest trends from the last few seasons.
On the subject of seasons, we're on the cusp of autumn, so what better time to take a nostalgic look back at the '90s autumn outfits that were great then and still look great now. Coming to you courtesy of Jennifer Aniston, Naomi Campbell, Carolyn Bessette-Kennedy and Jennifer Lopez, below, I've charted some very chic '90s autumn outfits worn by celebrities back in the day that I think suit autumn 2025 down to a T.
7 '90s Autumn Outfits I'm Stealing from Celebrities From the Decade:
1. Jennifer Aniston's Suede Coat, Jeans, Scarf and Boots
Style Notes: The wider suede jacket trend didn't originate in the '90s—they go back to the 1950s—but the decade certainly adopted them as its own and now, the piece is synonymous with that period. Earthy browns and rich tans are what to look for, as seen here on Jennifer Aniston. And yes, that is a red carpet you spy—this is the sort of look celebs wore to attend movie premieres back in the '90s. I urn for a simple time such as this.
Shop the Look:
This is the first thing on my autumn wish list.
A bonafide staple.
I own this scarf and can confirm, it's incredibly soft.
The dream tote bag.
The wash of these jeans feels authentically '90s.
Nothing says "'90s shoe" quite like a square-toe boot.
2. Naomi Campbell's White Suit, Vest Top, Tan Bag and Suede Boots
Style Notes: She might have made her mark on the runway, but Naomi Campbell's style was just as impressive when she was off the catwalk. Here, she's leaving the airport wearing in a white suit, tan tote bag and suede boots like the icon she is.
Shop the Look:
I always turn to Mango for good tailoring. It never disappoints.
A piece no one should be without. I love the wider straps as they cover bras perfectly.
See what I mean? Bravo, Mango.
All of our editors would really love to own this tote bag.
Love.
3. Carolyn Bessette-Kennedy's Black Coat, Headband, Blue Jeans and Boots
Style Notes: I have an unhealthy obsession with Carolyn Bessette-Kennedy's '90s style, and this is easily one of her most recognisable looks of the decade. Simple but chic was her potency, and this combination of a black coat, white T-shirt, perfect jeans, glossy boots and a tortoiseshell headband is a testament to that.
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Chic and timeless, just like CBK.
The perfect add-on to a bigger order.
Our editors rave about the quality and fit of this COS tee.
Bootcut jeans were the biggest denim trend of the decade. Pay homage with this subtle flare.
The height of these boots is ideal for layering under trousers and long skirts.
4. Cindy Crawford's Leather Blazer, Black Roll Neck, Miniskirt and Gloves
Style Notes: Sometimes, I think time travel is real. How else could Cindy Crawford have known how iconic this look would become? Burgundy is one of 2025's biggest fashion colour trends, and the fact she's worn it by way of a leather jacket only makes this look feel more current. Layered over a black ensemble, this outfit is the very definition of sleek.
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Not a want but a fully-fledged need.
All the chic women I follow make good use of a black roll neck in their wardrobes.
So chic.
I really rate M&S's leather accessories.
The tights are also up there!
5. Tyra Banks's Denim Jacket, Graphic Tee, Leggings and Trainers
Style Notes: A denim jacket and loafers is a look that you'll spot people wearing on the regular in 2025, but there's something about this outfit that Tyra Banks wore in the '90s that makes it stand out. The Calvin Klein T-shirt might have something to do with it; wearing one of those back in the day was probably the biggest style serve you could make.
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Wear this over dresses, pretty tops, knits—anything!
This cult tee also comes in black (but sadly not grey like Banks's).
Once you go Wunder, you never go back.
Am I Gen Z yet?
The ultimate off-duty model shoe.
6. Jennifer Lopez's Cream Jumper, White Jeans and Suede Accessories
Style Notes: Don't mind her—that's just Jennifer Lopez wearing an all-white outfit with suede accessories like it's no big deal, even though, in 2025, it's just about the chicest look I could think of wearing. Somehow, it feels more timeless than the flares and platforms she currently has a penchant for—such is the beauty of '90s fashion!
Shop the Look:
A cashmere jumper is the ultimate luxury.
These could be vintage—just look at that shape!
Such a gorgeous colour and shape.
White jeans aren't just for summer, you know.
I have had my eye on a pair of Staud's Wally boots for years—maybe 2025 will be the year I finally buy a pair.
7. Iman's Beret, Stripe Top, Blazer and Jeans
Style Notes: A beret on your head, check. A striped top under your tailoring, check. Jeans dyed the perfect shade of blue, check. David Bowie on your arm, check. Being one of the most iconic women of the '90s, check. Iman really did have it all.
Shop the Look:
Make any outfit look cute with this hat.
I love this blazer from Reiss.
I like the combination of black and beige here.
These are Kendall Jenner's fave jeans.
When you're bored of boots, a black loafer is the ideal autumn, '90s-coded substitute.
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