Just like everyone else, I love flip-flops and am glad we have them, but if that's the only sandal trend you wear this summer, I'm afraid you'll be missing out. When building your summer wardrobe, a great goal to keep in mind is to shop like you're heading to one of Europe's great warm-weather vacation destinations, such as the one Gwyneth Paltrow just visited: Sardinia. She happened to be spotted wearing the perfect sandal trend if you want to fit in on the Mediterranean island.

The trend I speak of is ankle-wrap sandals, which are not to be confused with gladiator sandals. Instead of complicated buckles, the strappy, minimalist sandals effortlessly wrap and tie around the ankles. Sure, thong sandals would've worked just fine with her outfit, but the ankle-wrap pair just gave her outfit a bit more of a European-summer vibe. See for yourself below, and shop my selection of the chicest ankle-wrap sandals on the internet for trips to Italy (or your local Italian wine bar).

Ankle-Wrap Sandals on Gwyneth

On Gwyneth Paltrow: Goyard bag

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I’ve always considered cropped jeans a summer non-negotiable. But after wearing mine on constant repeat lately, they’ve started to lose a little of their fresh appeal, and I’ve found myself craving new, more intentional ways to style them. Luckily, my brief style rut coincided with a new photo dump from Gwyneth Paltrow. Styling the season’s favourite denim silhouette, Paltrow elevated her ankle-grazing jeans with a trending pair of red heels, making the classic cropped-jeans outfit feel entirely new again.

Injecting vibrancy and polish in one chic step, the bold flash of red brought a distinctly summer 2026 energy to her look, tapping into the colour trend fashion people are embracing most right now.

Where classic black shoes might have faded into the background, the red heels added depth, personality and a sense of intention that made the entire outfit feel more elevated—and, in my opinion, more expensive-looking.

Feeling inspired? Read on to shop the best cropped jeans and chic red shoes to wear together this season.

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One of the easiest avenues you can take to achieve cooler outfits is to experiment with colour. Fashion people and well-dressed celebrities are well aware of this and frequently experiment with unexpected colour pairings with great success. With the popularity of primary colours this season and the abundance of bold colours being worn together on the trendsetting runways of Prada and Celine, among others, for 2026, we're seeing quite a lot of clashing colours this year. Gwyneth Paltrow just wore a pairing that's particularly noteworthy: red and sky blue.

For the very important occasion of her daughter Apple Martin's graduation from Vanderbilt University last week, Paltrow opted to wear a red jacket from her namesake brand Gwyn over a blue Tory Burch poplin tank midi dress paired with red Manolo Blahnik heeled sandals. The colour pairing looked cool, forward, and even a bit preppy. The clashing combination of bright poppy red and cool pale blue will look stunning in the sun this summer and can be worn as subtly as a pair of red ballet flats with jeans and a sky-blue tee.

Summer is coming, so scroll on to get inspired by Paltrow's clashing colour combination and shop bright-red and sky-blue pieces to wear together.

The Colour Pairing on Gwyneth Paltrow

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Ballet flats and Mary Janes are like fraternal twins. They share a similar DNA in silhouette, but each has its own characteristics that set it apart. The main difference is the strap across the vamp of the foot. Like siblings vying for attention, Mary Janes and ballet flats compete for the spotlight. Currently, Mary Janes are dominating, as they've been seen on fashion people in their 50s, like Gwyneth Paltrow.

While leaving a meeting in L.A. this week, Paltrow was spotted in a casual yet elegant pant ensemble. She wore a white cardigan with high-waisted, wide-leg cargo pants. As mentioned, she chose Mary Janes, specifically a black minimalist pair, and finished the outfit with a blue canvas tote bag customized with her initials.

On Gwyneth Paltrow: Alex Mill The Perfect Weekday Tote ($175)

Paltrow is championing Mary Janes as the chic choice in 2026, and she's demonstrating the most stylish way to wear them: paired with high-waisted, wide-leg pants. And we're on board. The high waist fits snugly in all the right spots, while the wide-leg hem complements the slim, barely there shoe, creating a nice balance and dimension.

While Paltrow opted for high-waisted, wide-leg cargo pants, Mary Janes look polished with nearly all wide-leg styles—think jeans, drawstring pants, and pleated trousers. If you're inspired to re-create her look, keep scrolling. Ahead, we've rounded up the best pants and flats.

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Where are the chicest people in the world vacationing this summer? Well, if I had to venture a guess, I'd say one destination is at the top of the list: Villa San Michele near Florence, Italy. Its grand reopening was only a couple of weeks ago, but Gwyneth Paltrow, Alexa Chung, Marisa Abela, and Tamu McPherson have already descended upon the exceptionally stylish resort.

Paltrow, in particular, wore my favorite dress trend for Italian vacations: a white poplin midi shirtdress. In my mind, it's foolproof because it's comfortable and easy to style yet elevated enough to fit in at the most posh hotels and resorts in the world. Now, that's what I call a win-win. While I'll never get rid of my smocked dresses, I predict poplin shirtdresses will overtake them in popularity this summer.

Now that you know what to wear, you might be interested in following in Paltrow's footsteps and booking a room at the hotel. I don't blame you. "Perched high in the Fiesole hills, overlooking Florence in all its splendor, Villa San Michele, a Belmond Hotel, reopened on April 28 following a meticulous 18-month renovation," a press release explains. "Once a Renaissance convent, the legendary retreat—renowned for its awe-inspiring Michelangelo-inspired façade, terraced gardens, and one-of-a-kind sweeping views—begins a new chapter as a destination for wellbeing and reconnection. The renewed Villa introduces 39 reimagined rooms and suites, a Spa by Guerlain, revitalised gardens and woodlands, a new gastronomic offering, and a curated program of energy-raising experiences in collaboration with La DoubleJ."

Scroll down to shop Gwyneth Paltrow's favorite Italian vacation dress trend.

How Gwyneth Paltrow Styles a White Poplin Midi Shirtdress in Italy

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One of the easiest avenues you can take to achieve cooler outfits is to experiment with color. Fashion people and well-dressed celebrities are well aware of this and frequently experiment with unexpected color pairings with great success. With the popularity of primary colors this season and the abundance of bold colors being worn together on the trendsetting runways of Prada and Celine, among others, for 2026, we're seeing quite a lot of clashing colors this year. Gwyneth Paltrow just wore a pairing that's particularly noteworthy: red and sky blue.

For the very important occasion of her daughter Apple Martin's graduation from Vanderbilt University last week, Paltrow opted to wear a red jacket from her namesake brand Gwyn over a blue Tory Burch poplin tank midi dress paired with red Manolo Blahnik heeled sandals. The color pairing looked cool, forward, and even a bit preppy. The clashing combination of bright poppy red and cool pale blue will look stunning in the sun this summer and can be worn as subtly as a pair of red ballet flats with jeans and a sky-blue tee.

Summer is coming, so scroll on to get inspired by Paltrow's clashing color combination and shop bright-red and sky-blue pieces to wear together.

The Color Pairing on Gwyneth Paltrow

On Gwyneth Paltrow: Gwyn Sylvie Jacket ($695); Tory Burch Poplin Tank Dress ($650); Manolo Blahnik Chaos Sandals ($945); Ray-Ban Original Wayfarer Classic Sunglasses ($191)

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Coming out of winter and entering spring, it's easy to feel fatigued with the outfit combinations we've been relying perhaps a little too heavily on all season. Yes, I'm looking at my sweater-and-jeans pairings. I, for one, wore this duo at least three times a week all winter, and I would love to be able to continue to do so heading into the warmer months, but TBH, I'm tired. It's gotten to a point where my sweaters and jeans feel boring and basic instead of classic and polished. Fortunately, Gwyneth Paltrow just debuted a no-effort styling trick that instantly gave this combo a complete refresh.

On Gwyneth Paltrow: Gwyn The Whistler Cardigan ($895); Loewe Pebble Soft Mules ($1150); Ray-Ban RB2140 Original Wayfarer Classic ($191)

Earlier this week, Paltrow was spotted outside of Jennifer Meyer's baby shower in Los Angeles wearing the kind of easy denim outfit that spurs a thousand similar denim outfits thanks to Pinterest. Honestly, it might be the 2026 version of Katie Holmes's viral Khaite cardigan look, or at least, I'm treating it with the same reverence. Specifically, the Marty Supreme actress paired a chunky-knit, oatmeal-colored zip-up cardigan from her brand Gwyn with vintage Levi's and a pair of brown Loewe kitten-heel mules. The star of the show, though, came from the skinny belt she strategically placed over her sweater, attached to sit perfectly at her waist and cinch in the otherwise voluminous knit.

The subtle addition of a skinny, sleek belt on top of a chunky cardigan was like a breath of fresh air after a long winter of wearing sweater-and-jeans outfits nonstop, to the point of exhaustion. Quickly, the combo felt cool again and made me want to try it out with one of the cardigans in my wardrobe. If you feel the same way, having now dissected Paltrow's ensemble, keep scrolling. Everything you need to re-create it is just a scroll away.

Get Gwyneth Paltrow's Look

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White throw-on dresses have always been, and will forever remain, a perennial summer staple. Effortless, timeless and always chic, it’s no surprise that Gwyneth Paltrow is among the first to revisit the hero item this season. She chose an elegant button-down midi, complete with a shirt-inspired silhouette, short sleeves and a softly flared skirt that added a polished energy to the summery style.

Not stopping there, Gwyneth gave her little white dress a fresh update, draping a sky-blue knit casually around her waist and stepping into a pair of tonal baby-blue peep-toe mules.

This icy shade of blue is quickly emerging as one of the season’s defining colours. Light and optimistic, it brings a sense of energy to an outfit without overwhelming it. Pairing beautifully with crisp neutrals like white, whilst also lifting deeper tones. Seen across spring/summer collections, this frosty hue already feels synonymous with the season ahead. And when styled with a classic white dress, it offers an easy way to make a timeless piece feel newly relevant.

Ageless and effortless, this pairing is one you’ll return to time and again. Read on to shop the best white dresses to wear this summer and well beyond.

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It's officially a new season, bringing a fresh start and a chance to try something new. For wellness enthusiasts, that might mean trying a new workout class, while fashion lovers might consider adding color to their wardrobe. Spring is all about color, especially this year, with shades like cerulean blue, royal purple, and chartreuse dominating designer collections. If you're thinking about updating your wardrobe, take inspiration from Gwyneth Paltrow, who was seen swapping classic black heels for a navy pair.

At the New York Women in Film & Television 46th Annual Muse Awards this week, Paltrow wore a very spring-appropriate business-chic navy outfit. She styled a button-down shirt under a short, double-breasted jacket with a pleated midi skirt. Her accessories included a black Hermès Kelly Bag and navy peep-toe mules from the Portugal-based brand Jude.

On Gwyneth Paltrow: Jude Date Cut-Out Mules ($590)

While black heels aren't "out," in 2026, navy is the alternative that feels more "in." It's also an easy switch from black, as they share similar versatility—pairing well with other neutrals like brown and gray, as well as bold shades like red or green. Navy feels fresher for 2026 because it looks expensive and adds a subtle dimension that black sometimes lacks. It's also less predictable, giving outfits a more interesting and thoughtful edge.

Ahead, shop the chicest navy heels on the market for spring 2026, including the pair Paltrow wore.

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The day after Gwyneth Paltrow made her triumphant return to the Academy Awards by wearing a bridal white naked dress from Giorgio Armani to the 2026 Oscars, the actress and Goop founder proved that a night of glitz and glamour is nothing compared to her casually chic personal style.

A patron saint for minimalist dressing, the 53-year-old shared a carousel of photos leading up to Hollywood’s night of nights, offering a glimpse of her refined and unfussy sense of dressing. Captioning the post “The weekend”, her Instagram dump showed her eating brunch at Los Angeles’s famed diner Max & Helen, getting glammed up for the prestigious event and taking selfies with Sigourney Weaver.

However, it wasn’t her pre-soiree itinerary that piqued my interest the most, but the outfit she chose to do all these luxurious errands in: a Parisian-inspired Breton striped long-sleeved shirt, capri leggings and lace-up ballet flats I predict will be everywhere this spring.

Mingling with the who’s who of Tinseltown might just be another day for Gwyneth, but I adored how she doesn’t let the illusion of fame get in the way of her timeless and elegant dress sense. Whilst you or I might choose something slightly more opulent for a lavish party, the Marty Supreme star showed up wearing an effortlessly sophisticated ensemble you’d typically wear on a Saturday morning run to the farmer’s market or to the office on casual Friday.

Accessible, replicable and understated are core parts of Gwyneth’s brand identity and they’re working over time in this look. Still, the silhouette proves that she’s always one step ahead, with her shoe choice swiftly gaining traction amongst the best dressed. Whilst ghillies—which is the technical name for lace-up flats and are inspired by Celtic dance shoes—had a moment last year after appearing on the runway at Chloé and Simone Rocha, I suspect they’ll only increase in popularity as high-street giants like M&S, Mango and Zara adopt the trend.

And as the weather warms and the hemlines get shorter, I can’t think of a better outfit combination to slip into. Better yet, it also features a subtle fashion reference to the French New Wave cinema, with the quintessentially French look regularly worn by silver screen gamine and beatniks like Audrey Hepburn and Jean Seberg. You can take the girl out of Los Angeles, but you can’t take Los Angeles out of the girl.

Whether you’re seeking to update your spring wardrobe or are simply after a pair of shoes so you can step into the season in style, scroll on to shop the components of Gwyneth Paltrow’s polished outfit, ahead.

Shop Gwyneth Paltrow's Capri Leggings and Lace-Up Ballet Flats

With the annual Academy Awards in its 98th edition, it was only a matter of time before those who attend the prestigious event pay tribute to their predecessors through their looks. On the 2026 Oscars red carpet, that’s exactly what several notable guests did, eschewing the preferred form of method dressing for something more cinematic.

Given that this ceremony is held to toast the stirring on-screen portrayal and box office achievements of the best the industry has to offer, it’s fitting that those who turn out gesture towards the rich history of fashion and film that set the scene for them. This year was certainly a more demure affair, with bridal whites the predominant colour choice and feather accents the defining way to steal the spotlight.

However, these classic gowns certainly still found a way to nod to the past, be it through pulling a look directly from the archives or emulating a dress worn by a previous winner, perhaps in a way of having their success impart onto the wearer.

The most notable iteration of red carpet referencing came in the form of Jessie Buckley’s custom Chanel gown. Whilst the actress, who made history by becoming the first Irish woman to secure the coveted Best Actress award, shares a Celtic connection with Johnathan Anderson and was speculated to be wearing Dior, it was French-Belgian couturier Mattieu Blazy who had the privilege of dressing her for the occasion.

And what an occasion it was, with the luxuriant’s light pink bustier chiffon dress and red satin leather stole broadcast to the world as Buckley accepted the statue through a teary-eyed acceptance speech. (She dedicated the win to the “beautiful chaos of a mother’s heart”, which is an incredibly moving devotion given the subject matter of Hamnet.)

Appropriately, Blazy crafted the gown with Grace Kelly’s 1956 Oscars dress in mind. Though the late Princesses was made by MGM’s in-studio costume designer, Helen Rose, she also wore the silhouette to accept her Best Actress award for her performance in The Country Girl. The same dress, the same stage, close to 70 years later.

Elsewhere, Gracie Abrams accompanied her boyfriend, and Buckley’s co-star, Paul Mescal for what is his second outing to the Oscars, wearing a cropped bustier and pencil skirt darted with embroidered camelia flowers. Also by Chanel, the look emulated the essence of the naked dress Bob Mackie designed for Cher to wear to the 1987 Oscars—where she also took home the top prize for her role as a pragmatic widow in Moonstruck—in all its chintzy glory.

Of course, it wouldn’t be a red carpet reference without mentioning McKenna Grace’s tribute to Gwyneth Paltrow’s bubblegum pink Ralph Lauren dress from 1999, the same year she took home the brass ring for her work in Shakespeare in Love.

Later, at the Vanity Fair after party, Hailey Bieber honoured the long lineage Giorgio Armani has of dressing Oscar winners by wearing a bespoke leopard print dress inspired by the Italian brand’s autumn/winter 2005 haute couture collection.

In the words of Taylor Swift, I think I’ve seen this film before. So, without further ado, scroll on to see all the iconic fashion references you might’ve missed on the 2026 Oscars red carpet.

All the Iconic Fashion References on the 2026 Oscars Red Carpet

1. Jessie Buckley and Grace Kelly

Jessie Buckley in Chanel

Grace Kelly in Helen Rose

2. Gracie Abrams and Cher

Gracie Abrams in Chanel

Cher in Bob Mackie

3. Mckenna Grace and Gwyneth Paltrow

McKenna Grace in Vera Wang

Gwyneth Paltrow in Ralph Laurent

4. Hailey Bieber and Giorgio Armani

Hailey Bieber at the 2026 Vanity Fair Oscars After Party

Giorgio Armani's Autumn/Winter 2005 Haute Couture Collection

Airport style remains an enduring conundrum, try as we might to figure it out. We want to be comfortable but also put-together. There’s the issue of temperature: The plane will likely be freezing and the airport too warm. Maybe you’re flying for work and you have a meeting to attend to immediately post-flight, but you don’t want to feel stiff in your seat. Our grandparents’ generation dressed up for every plane ride, and while I don’t think we need to return to that per se, I do think there’s merit to an elegant airport outfit.

Given the amount that celebrities travel, it’s safe to say they know a thing or two about how to cross time zones in style. Gwyneth Paltrow was recently snapped arriving in Milan in capri pants, a structural white top, blazer, and a bag in spring's It color: cobalt blue. If your destination isn’t cold, it’s safe to say that capri pants are an excellent alternative to leggings at the airport. Or take a page out of Hilary Duff’s book and keep it all under wraps in a floor-length black coat. You won’t need a blanket on the plane because, well, you’re wearing one, and you look good in it, too (not to mention you’re saving valuable real estate in your suitcase).

Keep reading for three elegant airport outfits that are sure to up your travel style game.

1. Gwyneth Paltrow

Like I said, capri pants are an excellent alternative to leggings at the airport. But Goop’s founder takes it one step further by pairing hers with a blazer, loafers, and a cobalt blue tote bag. (Hers is Goyard.) The definition of comfortable yet refined.

2. Hilary Duff

While you could definitely use your floor-length black coat to hide that you’re actually wearing pajamas, Hilary Duff has thrown hers over a gray polo sweater and pants. Adding pointy-toe boots and matte brown sunglasses, she is airport style goals.

3. Emily Ratajkowski

Athleisure, but make it elegant. EmRata’s flowy pants and tube top are instantly elevated with the addition of eye-catching metallic sneakers. Not to mention how well a shock of red and silver go together

The annual precision of Hollywood’s elite through the Southbank Centre's Royal Festival Hall, which is more formally known as the British Academy Film Awards, is an event pivotal to the flow of the awards season. A fixture since 1947, the BAFTAs are flanked between the Golden Globes and Academy Awards, making it a key indicator of who will take home an Oscar. And with stakes this high, it’s fitting that London should play host to a sartorial display that’s nothing short of epic.

Over the near century that the BAFTAs have been held, the red carpet has seen nascent starlets, theatrical luminaries, aristocrats, socialites and even reigning monarchs adorn its crimson flooring. (Not to mention an incredibly viral performance from Ariana DeBose that gave new meaning to the phrase “did the thing”.) As a result, the fashion has often contended with the films being honoured on both a theatrical and entertainment level.

Now, with the BAFTAs entering its Diamond Jubilee anniversary, we thought it right to look back in celebration of the most memorable looks to ever grace the event. From the perennially glamorous Audrey Hepburn wearing Givenchy in the ‘60s to Sienna Miller entrenching her signature boho chic sensibility at the United Kingdom’s premiere celebration of movie talent by wearing an Alexander McQueen slip in the early 2000s, uncover the best BAFTAs red carpet fashion of all time, ahead.

The 14 Best BAFTA Red Carpet Fashion of All Time

1. Ayo Edebiri

Style Notes: Putting on the ritz, Ayo Edebiri channelled a silver screen darling in a custom peach column dress by Bottega Veneta whilst attending the 2024 BAFTAs. With a halter neckline and plunging sweetheart bustier, the gown was accompanied by a pair of ivory opera gloves and a thrilling fur-effect shawl that she flung around her shoulders. Marilyn, who?

2. Sienna Miller

Style Notes: Fresh from her breakout roles in Alfie, alongside her then-boyfriend Jude Law, and Layer Cake, in which she starred across from future James Bond Daniel Craig, Sienna Miller attended the 2005 BAFTAs wearing a look from Alexander McQueen’s spring/summer 2025 collection. The range was inspired by the 1975 Australian film Picnic At Hanging Rock, resulting in a suite of hauntingly beautiful Edwardian-inspired dresses, including this candy-striped botanical slip dress pictured here.

3. Gwyneth Paltrow

Style Notes: The year was 1999, and a few weeks prior, Gwyneth Paltrow had made fashion history by winning the Academy Award for Best Actress in a bubblegum pink taffeta gown from Ralph Lauren. Eschewing her saccharine, girl-next-door persona, Paltrow leant into a more gothic mode for her night out under English grey skies in a black two-piece set. Who said anything about not having range?

4. Marisa Abela

Style Notes: Marisa Abela’s approach to red carpet dressing is to always deviate from the corporate attire worn by her Industry character Yasmin Kara-Hanani. Opting for a more vampy ensemble that bears no remnants of boxy blazers, tight pencil skirts or silky blouses, the actress attended the 2025 ceremony in a bespoke plum Danielle Frankel dress. She later took home the Rising Star award, making it not only a memorable fashion moment but an unforgettable—and highly emotional—night for the actress herself.

5. Elle Macpherson

Style Notes: Babe watch? Elle MacPherson took cues from Pamela Anderson’s iconic Baywatch swimsuit at the Los Angeles iteration of the BAFTAs 1996. Or, given the fact that it was hosted at the Beverly Wilshire Hotel, perhaps Julia Roberts’ iconic red dress from Pretty Woman?

6. Ariana Grande

Style Notes: This is the part where we admit Ariana Grande’s Glinda method dressing was the best she’s ever looked. Emulating the good witch herself, the pop star wore a powdered pink Louis Vuitton peplum dress, a silhouette that proved incredibly popular throughout the press run.

7. Elizabeth Hurley

Style Notes: Elizabeth Hurley, especially during her relationship with Hugh Grant, is no stranger to a memorable red carpet fashion moment. Though this was several years after she attended the premiere of Four Weddings and a Funeral in that Medusa safety pin black Versace dress, her love for Gianni and Donatella’s designs never waned, as seen in her. With Terry’s chocolate orange-coloured chainmail and floral embroidery, this look is proof that some fashion synergies should last a lifetime.

8. Halle Berry

Style Notes: The early 2000s were a great time for Halle Berry. Fresh from her history-making Academy Award win as the first ever—and still to this day, only—Black woman to take home the Oscar for Best Actress at the 2002 ceremony, she showed up at the 2003 BAFTAs glowing as the statue itself. With her signature pixie crop, she slipped into a silver gown with braided detailing by Emmanuel Ungaro and topped it all off with a grey fur coat.

8. Keira Knightley

Style Notes: Propped up as an English Rose, Keira Knightley’s red carpet moments have always felt akin to the characters she plays on screen—romantic, wistful, wind-swept and dated back to a specific time period. At the 2008 BAFTAs, the actress was nominated in the Best Actress category for her role as Cecilia in the devastating historical romance, Atonement. Shedding her signature green dress, she arrived looking every bit angelic in a tiered Valentino column gown with a wrapped bustier.

9. Emma Corrin

Style Notes: After breaking through with their performance as Princess Diana in the third season of The Crown, Emma Corrin has spent every consequential red carpet proving they’re as much of a character dresser off-screen as they are on. So, instead of Lady Spencer’s houndstooth Moschino skirt suits or Christina Stambolian revenge dress, the actor arrived at the 2024 BAFTAs in a custom Miu Miu two-piece, which was actually inspired by the label’s autumn/winter 2011 collection, which featured micro shorts, a birdcage veil, cerulean blue tights and two massive bows clinging to their hips.

10. Julianne Moore

Style Notes: Green is always a good idea, especially if you’re someone as quietly adventurous as Julianne Moore. The Bottega Veneta ambassador has attended the BAFTAs four times. But it was her debut look from 2000 that piqued our interest. With frosted eyeshadow, a crimson lip and a pearlescent shawl, this look is the epitome of the elevated minimalism synonymous with the period.

11. Angelina Jolie

Style Notes: On the heels of standout performances, like Lisa Rowe in 1999’s Girl, Interrupted and the titular archaeologist and grave digger in 2002’s Lara Croft: Tomb Raider, Angelina Jolie brought her signature succubus chic sensibility to the 2003 BAFTAs in a chartreuse halterneck gown from Australian fashion designer Collette Dinnigan.

12. Kate Winslet

Style Notes: In 2001, Kate Winslet attended the BAFTAs not as a nominee, but as a presenter who delivered the Best Director prize to Ang Lee, the filmmaker she worked with in her breakout role in Sense and Sensibility. Proving that she can be both a leading lady and an ardent supporter, Winslet arrived in a sensually demure calf-length slip dress and a crochet bolero that she slung over her shoulders.

13. Jerry Hall

Style Notes: Throwing it back to 1996, American model and actress Jerry Hall arrived at that year’s BAFTAs in a waft of ivory satin, butter yellow and powdered pink tulle and a floral embroidery. Proving you can take the girl from the runway, but you can’t take the runway from the girl.

14. Zoë Kravitz

Style Notes: In Hollywood, a common approach to red carpet dressing is to dress like the award you're angling to win. In 2020, Zoë Kravitz did exactly that by attending the event in a bespoke Saint Laurent dress designed specifically for the actress by Belgian creative director Anthony Vaccarello.

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As a fashion editor, I like to think I have a laser focus on the latest emerging talent. Whenever I discover a new or new-to-me brand, it's usually because my peers in the fashion space, like fellow editors, stylists, and influencers, are wearing or talking about it. More often than not, these discussions happen in more insider circles before, inevitably, they spill over into the wider mainstream, and one way that happens is via a celebrity sighting. Although social media has largely democratized fashion, having an A-list name wearing your label remains a major milestone of success for many independent designers. Someone like Bella Hadid or Sofia Richie Grainge wearing your brand signals, on at least some level, that you've "arrived."

Right now, I'm earmarking eight such names as *the* ones to know. They were already beloved by the insider set before, but with several celebs wearing them over the past few months, I'm positive each of them is set to be absolutely everywhere this year. Whether it's the Parisian brand behind Jennifer Lawrence's sunglasses or the maker of Bella Hadid's sleek pumps, these are the A-list-loved emerging fashion brands charting a meteoric rise in 2026.

"Effortlessly chic" gets thrown around a lot in relation to French style, but Paris-based Alfie is the true embodiment of that spirit. Combining masculine and feminine influences, the line is made up of staples for the modern cool girl that are easy to wear but never boring, like Dua Lipa's backless top, a signature silhouette that designer Alice Fresnel reimagines in new colors and fabrics each season.

Seemingly overnight, a single shoe brand has become a quiet constant on the feet of all the most stylish celebrities. Dua Lipa, Alexa Chung, Katie Holmes, Bella Hadid—the list goes on, but everyone seems to agree on Jude. Established in 2024 by designers Jurgita Dileviciute and Denitsa Bumbarova, the label is defined by a modern minimalist aesthetic with a sculptural bent. The shoes are wearable but arrive with an unexpected twist, whether that be a slit detail at the toe or sculptural heel shapes, making them an instant favorite among those in the know.

Launched in 2024, Aflalo has already become an internet sensation among key tastemakers, but it's beginning to enter the closets of Hollywood in the early stages of 2026 with the likes of Camila Morrone and Rebecca Hall. Veteran designer Yael Aflalo brings a certain '90s sex appeal to her minimalism, establishing new codes for the modern downtown cool girl.

Herbert Levine, the once-beloved American footwear brand that originated in 1948, is being thoughtfully resurrected by creative director Trevor Houston, and the result is a collection of stunning luxury shoes that put emotion and craftsmanship at the forefront. Celebrities from Tracee Ellis Ross to Emilia Clark have become fast fans.

Almada Label is quickly rising in the ranks as one to know for minimalist, high-quality basics and has slowly been making its way into the wardrobes of the most elegant and chic dressers, who are wearing the elevated staples from Almada on repeat, Rosie Huntington-Whiteley and Jennifer Lawrence among them.

Designer Amir Taghi takes cues from his Iranian heritage to inform the joyous color and opulent prints in his namesake collection. Precise tailoring and a sense of retro glamour are at the heart of the brand, with swingy car coats, decisive suiting, and sophisticated separates that have earned Gwyneth Paltrow and Eiza González among its fans.

More often than not, I'm the one discovering a brand before someone with celebrity status is spotted wearing it, but this time, I have to give full credit to Sofia Richie Grainge. When I saw her wearing a sculpted cardigan set in burgundy, I immediately needed to know more—who was behind such a great silhouette? The Copenhagen-based brand Birrot, as I learned, whose focus on technical fabrics like the signature two-layered bonded crêpe that Grainge's is made from brings a new POV to Scandi minimalism.

Parisian eyewear label Jimmy Fairly is disrupting the market with its sunglasses and opticals that have trend-forward silhouettes that read as luxury in both the aesthetic and the quality but ring up as affordable(-ish). The oval-shaped Elvie style is a particular favorite among fashion editors and celebs like Jennifer Lawrence alike, and now that they've stuck their flag in the ground with a first U.S. outpost in New York, the hype is only just beginning.

If there is one thing Gwyneth Paltrow is going to do, it’s remind us that "basic" is a relative term. The iconic A-lister just proved that humble staples like white tank tops can actually be a secret weapon.

In a recent appearance in Los Angeles, the Goop founder—who has been making headlines lately for her return to the big screen alongside Timothée Chalamet in Marty Supreme—managed to make a simple white ribbed Proenza Schouler tank look like the height of quiet luxury. It’s the effortless "I just threw this on" energy that we’ve come to expect from the woman who basically pioneered the "rich mom" aesthetic.

The real star of the show, however, was the skirt. Paltrow opted for one of the season's most buzzed-about (and slightly daring) silhouettes: an architectural, ruffled skirt. The black maxi, also by Proenza Schouler, featured a thigh-high slit and a draped waistline, transforming the outfit from casual Friday to award-season chic. Pairing a fitted, athletic top with a skirt that has enough structural drama to hold its own is a genius move. Perhaps it’s the Chalamet effect, but there’s a renewed edge to her wardrobe lately that feels both nostalgic for her '90s minimalist roots and entirely fresh for 2026.

On Gwyneth Paltrow: Proenza Schouler top and skirt; Tacori jewelry

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If you follow denim trends, you're probably aware that cigarette jeans and stovepipe styles are everywhere, reflecting a trend toward slim-fitting denim. However, a baggier silhouette—balloon jeans—is reemerging as a contender for the top winter denim trend. This was recently highlighted by Gwyneth Paltrow, who was seen wearing a dark-wash pair in L.A.

Over the weekend, the Marty Supreme actress and founder of Goop was photographed leaving a restaurant wearing dark-wash balloon jeans. For those who need a refresher, balloon jeans drape down the leg, expanding at the knee before tapering toward the ankle. They're similar to barrel-leg jeans but are baggier and have a less defined leg shape. Paltrow styled her pair with a white button-down shirt, a tan leather bomber jacket, and The Row's popular black ballet flats, a favorite of Kendall Jenner.

As usual, I agree with Paltrow's choice to pair black flats with balloon jeans because the sleek, slim profile of the shoes effectively offsets the volume of the jeans. If she had chosen boots or chunky sneakers, the proportions might have been off. This winter, follow her lead and pair balloon jeans with black flats—an elegant look suitable for anyone in their 20s or 50s.

Keep scrolling to see Paltrow's look and shop the best dark-wash balloon jeans and black ballet shoes.

On Gwyneth Paltrow: The Row Stella Flats ($92)

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If I’m going to take legging-styling inspiration from anyone, it’s Gwyneth Paltrow. With a knack for making everyday basics feel their most elevated, the quiet-luxury dresser provides me with more outfit inspiration than most. So when I spotted her stepping out this week wearing a trouser trend I’d long deemed a little too slouchy, I paid close attention to the subtle styling swaps she made to pull together an inevitably chic look.

Heading out for a beach stroll, the actor proved that black leggings don’t have to read lazy. Instead, she elevated the humble staple with an elegant colour trend that I’d go so far as to say lent her outfit a distinctly regal air.

Reaching for a padded vest in a deep olive hue, Gwyneth’s look reminded me of something Kate Middleton might wear on an off-duty countryside jaunt. Simple yet polished, the rich, earthy shade added depth and refinement to her outfit, while still keeping things cosy and practical.

Echoing the dark green tone of her vest, Gwyneth finished the look with a pair of short wellington boots in the same hue. While the overall outfit was undeniably casual, the cohesive palette and aristocratic colour choice gave it a classic elegance.

Intent on replicating this look myself, read on to discover the black leggings I recommend below.

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Now and then, the perfect winter outfit combination presents itself to you. I’m a uniform dresser myself, for the most part, especially in the winter. I just don’t like to take up too much time figuring out what to wear for the day. So a go-to outfit combination is ideal. That being said, one of Gwyneth Paltrow's recent outfits while promoting Marty Supreme in NYC caught my attention.

Paltrow wore a sleek black double-breasted wool coat with a belt detail layered over a crisp white button-down. To accessorize, she added a classic blue-and-yellow striped tie and a pair of simple black pumps to complete her outfit. The look was positively posh and timeless. It’s an easy outfit to re-create, and you can add accessories to blend your personal style into it. This time of year, you can never go wrong with a long belted coat and pumps—it doesn't even matter what you're wearing underneath the coat.

If you’re looking for the perfect winter outfit combination that looks elegant and still keeps you warm, keep scrolling to re-create Paltrow's look and shop similar items.

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My heels collection tells the story of a woman who plays it safe with colour. Neat rows of black, white, beige and deep brown shoes line my shelves, with the occasional flash of colour relegated to a forgotten dust bag at the back of the wardrobe.

While I can confidently describe my edit as classic, it’s hardly the playful, mood-boosting rotation I’m craving now that party season is in full swing. And so began my search for a heels colour trend that could inject some much-needed variety into my otherwise predictable lineup.

Thankfully, Gwyneth Paltrow did what she does best. Stepping out in a hue I’d completely overlooked, she championed a pretty pale pink pump, inspiring my footwear rotation in the process.

In a soft blush shade, Gwyneth tapped into the optimistic colour trend set to dominate come spring. Leaning further into the unexpected, she styled the look tonally with a satin two-piece from Calvin Klein’s SS26 collection.

A compelling case for pale pink heels, I'll be taking my cues from Gwyneth’s latest outing. If you are too, scroll on to discover the chicest pink shoes to shop this season.

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Picture this: It's the summer of 1996. The Chicago Bulls and Michael Jordan already won the NBA championship (again), and the Summer Olympics in Atlanta, Georgia, have just started. In a few months, the Spice Girls will release their debut album, and on Friends, Ross and Rachel are about to decide that it's time to take a break (kind of). And if all that wasn't enough, Emma, the 1996 film adaptation of Jane Austen's classic novel, just came out, with star Gwyneth Paltrow attending the New York City premiere alongside her brother, Jake, and parents, actress Blythe Danner, and director and producer Bruce Paltrow. Her outfit for the occasion: A little black dress by Calvin Klein, of course.

Just like today, the style back in '96 was all about minimalism, so Paltrow's scoop-neck, sleeveless gown wasn't showy, but casually elegant, with a fitted silhouette and floor-grazing hemline. For the most part, she didn't even accessorize, only wearing a pair of simple diamond studs and black satin sandals. She finished off the ensemble with a satin clutch and a dark red lip.

Nearly two decades later, Paltrow's Emma premiere look would fit right in in 2025—and it did, this time, on her 21-year-old daughter. Apple Martin accompanied her mom to tonight's New York City premiere of Marty Supreme, starring Timothée Chalamet, where she wore Paltrow's exact Calvin Klein dress from when she, too, was in her early 20s. The entire ensemble was styled by Paltrow's stylist, Elizabeth Saltzman, and paid homage to both her mom's film career and her lauded '90s street and red carpet style. Martin even wore her hair like Paltrow did, in an effortless updo with pieces loose in the front.

On Apple Martin: Vintage Calvin Klein

Styled by: Elizabeth Saltzman

The LBD is one of Paltrow's most famous outfits, along with her baby-pink Ralph Lauren gown from the 1999 Academy Awards, when she won an Oscar for her performance in Shakespeare in Love. Oh, and remember when she wore (and then re-wore in 2021) the iconic red velvet Tom Ford Gucci suit to the 1996 MTV VMAs? No one does it like her, except, well, her daughter.

During winter, I always look for new ways to refresh my wardrobe, especially when figuring out how to make my trousers feel fresh, current, and polished. I usually go to Pinterest and search for "elevated trouser outfits for winter" or scroll through my Instagram feed, hoping something catches my eye. Today, however, my inspiration came from Gwyneth Paltrow's paparazzi photos, which revealed a winter shoe trick that instantly made her wide-leg pants look elegant instead of basic.

While arriving at Good Morning America, the actress starring in the upcoming film Marty Supreme was spotted wearing a gray double-breasted wool blazer paired with matching wide-leg trousers. She kept the look minimal yet tasteful, simply matching it with black high-vamp pumps and sheer tights—the winter styling technique I mentioned earlier.

On Gwyneth Paltrow: Valentino blazer and trousers; Britt Netta Greta Pumps ($580)

Layering sheer tights under pants, whether tailored trousers or denim, and pairing them with pumps is a smart styling technique to keep top of mind this winter. Pumps naturally add a stylish touch to trousers, and when paired with sheer hosiery, they soften the transition from the hem of the pants to the shoe. This creates a sleek look that smooths the line of the leg and shows no skin on the foot. It also offers an elegant alternative to wearing boots and pants, and it feels much more 2026.

Beyond the fashionable appeal, layering sheer tights under pants adds a practical layer of warmth. Plus, it lets you keep a polished, lightweight look without adding bulk or disrupting the pants' drape.

Forever inspired by Paltrow's effortlessly chic style, read on to shop my edit of the best sheer tights, trousers, and high-vamp pumps, and the pieces needed to re-create her business casual outfit.

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Shop the Trousers, Tights, and Pumps Pairing

My heels collection has been getting a little more love than usual, and—unfortunately for me—that’s left several of my trusty pairs looking decidedly less than fresh. Finally armed with an excuse to bolster my lineup with one or two new additions, I’ve been scanning the horizon for any heel trends that feel exciting without veering into déjà vu.

Luckily, inspiration struck right on cue. This week, Gwyneth Paltrow stepped onto a red carpet wearing the one heels trend I hadn’t already pondered—and don't quite know why. Convincing me of its chicness in a single outing, she made me realise exactly what my wardrobe has been crying out for a pair of rich navy heels.

Styling her royal-blue-hued pair for an event in L.A., the actor crafted a non-fussy, aptly polished look, pairing the deep-toned shoes with a light grey trouser set. Where black would have weighed down the soft grey, adding heaviness and muting the look, Gwyneth’s navy heels worked in harmony, bringing depth without dampening the palette.

Whilst navy dresses have skyrocketed in fashion crowds this season, navy heels have been slower to catch on. Why exactly? I’m not entirely sure. Less predictable than your average black pair yet just as easy to style, this inky shade adds subtle dimension to any outfit. It plays beautifully with the deeper hues we reach for throughout winter while balancing out lighter tones like powder blue, oat, and cream.

The perfect pairing for my wardrobe’s LBDs, grey co-ords, and trusty denim, navy heels have officially made their way to the top of my wishlist. Naturally, I’ve been scouting the chicest pairs available to buy right now. Read on to discover the best of the best.

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It was the best of times (sleek minimalism, distinct sub-cultures and Karl Lagerfeld at Chanel), it was the worst of times (gaudy trainers, ultra-baggy denim and a lack of online stores). But either way you cut it, the ‘90s were a time of memorable fashion, at least that’s the case for iconic ‘90s winter outfits.

From the reign of supermodels on the runway to the rise of legendary film starlets gaining cultural cache both on and off the red carpet, this decade delivered so many moments to take stock of. Yet, in my personal and professional opinion, there’s no better season for these tropes to excel than in cold weather.

Those with taste always turn to the past for sartorial inspiration. It’s why you’ll always see Alexa Chung channel her inner Courtney Love in a minidress and leopard-print coat, or Lila Moss take cues from her mother’s archive in a silky slip, fur-trimmed jacket or cigarette trousers. Whilst there’s no shortage of looks to mine if you’re ever in need of exemplary displays of style, I’ve always found that cooler settings are where these ensembles shine.

Prolific dressers of the time period delivered a masterclass in how to combat the elements with aplomb, mixing fuzzy coats with thermal layers to showcase how keeping frostbite at bay can actually be a chic affair.

There’s, of course, Carolyn Basette-Kennedy roaming the streets of New York in vintage Prada and Calvin Klein. Or, the likes of Cindy Crawford, who made every outing all the more sophisticated in her commitment to pared-back but well-edited wardrobe staples. Even, on the other side of the country in Los Angeles, someone like Winona Ryder, who proved that tailoring never goes astray.

The best of all, however, is simply how timeless these looks are. Though nearly 30 years have passed since these iconic ‘90s winter outfits were worn, they haven’t been subjected to the way the passing of time can age things. Classic and contemporary in equal measures, these are silhouettes that will only increase in relevance the further that we get away from them. (You only need to see the fervour that surrounds Tom Ford’s collections for Gucci for evidence of this fact.)

But to me, these iconic ‘90s winter looks serve more as an antidote to the vicious hyper-accelerated trend cycle or constant regurgitation of niche aesthetics than anything else. Yes, triangle scarves and textured hats might be trending now, but to truly wear them well, you must look back at when these pieces originated. In fact, I’d even wager that these items are only relevant now because of the elegant It girls who wore them first.

At least, that’s the mood I’m channelling, with the impactful looks I’ve chronicled ahead, ones I’ve pegged to replicate over the next few months. So, without further ado, keep scrolling through for the 11 most iconic ‘90s winter outfits that will certainly influence your own, as they have mine.

But before we begin, test your knowledge of the most iconic '90s winter outfits with our short quiz, below.

The 11 Most Iconic '90s Winter Outfits

1. Gwyneth Paltrow

Style Notes: Gwyneth Paltrow has always been a beacon of discerning minimalism. Whilst her looks today lean more clean-cut with a coastal, Californian edge, the actress and wellness maven's sense of dress back in the '90s was fitting with the grit and industrial slant of New York, where she spent her teenage years. From charcoal-coloured sets to animal print coats, her wardrobe is a case for polish with an attitude.

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2. Carolyn Basette-Kennedy

Style Notes: Known mononymously as CBK, the late Calvin Klein publicist is a perennial enigma. She was exceptionally private, especially as her marriage to political scion John F. Kennedy Jr. brought her closer to the limelight, meaning the only glimpses at her personal life were through the clothes she armoured herself in. Thankfully, these were always equally remarkable, including an arsenal of Manolo Blahnik, Jean Paul Gaultier and Cartier.

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3. Winona Ryer

Style Notes: From Heathers to Hawkins, Winona Ryder has always been something of fashion's enfant terrible. As one of the original scream queens, the actress has never shied away from a darker sensibility made popular today by Gabriette or Jenna Ortega. Slightly gothic, slightly grungy, but always fitted and austere, her looks are the definition of haunting glamour.

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4. Cindy Crawford

Style Notes: Olivia Rodrigo might have herself pegged as this century's All-American girl, but if we were to look back to the '90s, it's Cindy Crawford who would've been crowned this title. Having grown up on the outskirts of Chicago, Crawford's proximity to fashion's elite in style capitals like Paris and Milan never strayed her from her inimitable penchant for effortless, breezy style. Her winter outfits demonstrate that considered cuts and thoughtful shapes will never falter.

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5. Sarah Jessica Parker

Style Notes: Whether on screen as Carrie Bradshaw or off-duty in her own right, Sarah Jessica Parker has always held her own. This textured coat is the exact thing you'd find in so many modern savant's wardrobes, including a up-cycled Conner Ives version, a leopard-print style from Queens of Archive and a rebelliously fringed iteration from East London-based brand Jakke.

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6. Jennifer Aniston

Style Notes: If you were to stroll through Primrose Hill on a Saturday morning or any Hackney cocktail bar on a Saturday evening, you'll be sure to find someone wearing something similar to what Jennifer Aniston wore here to the second annual Women in Film event in 1999. From the shearling-effect coat to the straight-leg trousers and square-toe boots, this is an outfit that's as easy to copy as it is to shop.

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7. Julia Roberts

Style Notes: Winter fashion isn't as fickle as other seasons tend to be. But, if there is one piece that will always endure, it's the grey coat. Here, whilst filming something in New York in 1999, Julia Roberts shows exactly why. Pairing it with her megawatt smile, chunky loafers and pleated trousers, the iconic look demonstrates that when it comes to battling cold weather, sometimes your coat can be your entire outfit.

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8. Halle Berry

Style Notes: A velvet shirt? Check. A boxy blazer? Tick. Leather boots that graze the knee? Yes, indeed. Halle Berry's '90s winter outfit isn't a far cry from something you'd find in suburbs like Greenwich Village or Le Marais today. Take notes from the Catwoman star and opt for sumptuous materials and evening-appropriate shapes.

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9. Princess Diana

Style Notes: Though Princess Diana famously spent the season in exclusive alpine villages throughout Austria, she still made her stomping ground of London a place to parade her iconic winter outfits. Here, she injects her frosty white base layer with a hint of royal prep as she heads to a day of shopping in Knightsbridge.

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10. Sofia Coppola

Style Notes: Before she was the auteur of soft and saccharine femininity with films like The Virgin Suicides and Marie Antoinette, Sofia Coppola was making a name for herself in the underground scenes with a short-lived television series she co-hosted with fellow Hollywood nepo baby Zoe Cassavetes called Hi Octane. This picture was taken of her during the show's run in 1994, epitomising her candid and dreamlike approach to fashion that would come to define her later work.

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11. Courteney Cox

Style Notes: Slouchy and carefree aren't the traits we attribute with Courteney Cox's iconic role as Monica Geller in Friends. But, it's this uncomplicated approach to style that's come to define her iconic off-duty style. Breathable and light, this outfit can be dressed up and down for the climate, just add a lightweight turtleneck and a leisurely V-neck jumper.

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I’ve always considered myself a minimalist dresser. My dream outfit consists of little more than a perfectly crisp shirt and an excellent pair of tailored trousers, finished with a couple of thoughtfully chosen accessories. So when I’m looking for style inspiration, I naturally gravitate toward those with a similarly pared-back approach. My favourite of all? It has to be Gwyneth Paltrow.

With her signature minimalist aesthetic, Gwyneth understands the quiet power of a carefully edited wardrobe—one built on simple, hard-working staples that make her feel her best. And now, with the festive season rapidly approaching, I’m turning to her once again for fresh styling ideas to see me through the next few weeks. From elegant tailoring to clean-lined dresses, I’ve pulled together four chic Gwyneth-inspired looks I’ll be recreating for every party on my calendar.

4 Chic Party Looks to Copy from Gwyneth

1. Boxy Suit + Pendant Necklace

Style Notes: When I want to feel polished without sacrificing comfort, a boxy suit is always my starting point. Gwyneth’s take, a slightly slouchy silhouette in winter white, feels at once relaxed and refined. A simple pendant necklace is all it needs to feel elevated, but not overdone.

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2. Statement Jacket + Jeans

Style Notes: Who says “nice tops” should have all the partywear fun? This season, I’m taking notes from Gwyneth, who let a chin-grazing, high-neck jacket do the talking. Paired with deep indigo jeans, it transforms a simple outfit into something chic—all with minimal effort.

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3. Little White Dress + Red Heels

Style Notes: This winter, I’m swapping my usual LBDs for bright white dresses, just as Gwyneth often does. They feel fresher, lighter, but remain just as easy to style. Add a red heel for a subtle nod to the season without tipping into full-on novelty.

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4. Matching Skirt Set + High-Vamp Heels

Style Notes: Even when Gwyneth goes full party mode, she keeps things beautifully simple. A matching two-piece makes an impact without any fuss. Finish just as she would: with a pair of high-vamp heels in a rich chocolate brown to ground the look.

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You'll be hard-pressed to find a bad outfit on the late Carolyn Bessette Kennedy. She was one of those fashion people whose personal style was so developed and yet simultaneously natural and authentic that it always worked, whether she was attending a New York City gala with Manhattan's elite or taking her dog for a walk in Tribeca, where she lived with her husband, John F. Kennedy Jr. She did have some standout looks, though—ensembles that, to this day, are remembered and revered—one being the white Versace Haute Couture coat dress from the Italian brand's spring 1999 collection that she wore to the 1998 Fire & Ice Ball at Universal Studios Hollywood.

Her floor-length, structured gown had many memorable features, including a flattering boatneck, long sleeves, a high slit up the middle, and a zipper that traveled up its entire length. It was made of white tweed, which was just unexpected enough of a material for it to feel new and different, and she paired it with her signature red lipstick, a small black clutch, and a pair of simple black strappy sandals. Unforgettable—which is why I noticed right away when Gwyneth Paltrow wore a similar version of the boatneck dress 27 years later.

On Carolyn Bessette Kennedy: Versace Haute Couture dress

Last week, Paltrow was photographed attending The Hollywood Reporter's Women in Entertainment dinner at The Beverly Hills Hotel, alongside other names like Dakota Johnson, Olivia Munn, and Andie MacDowell. For the event, she wore a similar white dress to CBK's, which featured the same boatneck, long sleeves, and tweed fabrication. Though, the zipper on Paltrow's version, which is called the Freya dress from her own clothing brand for Goop called Gwyn, only went a quarter of the way down the top of the dress and it had more of a cocktail-appropriate length.

On Gwyneth Paltrow: Gwyn Freya Dress ($695)

The biggest difference in their looks, though, was the styling. Whereas Bessette Kennedy went with minimalist '90s sandals and an inconspicuous minaudière, Paltrow chose to go bold with her accessories, or at least, her shoes. The actress, who stars alongside Timothée Chalamet in Marty Supreme (out on December 25, 2025), paired her timeless white dress with a pair of bright-red pointed-toe pumps. No, they weren't the subtle choice, but they did add a modern touch to her ensemble—and a festive one, given the time of year.

Below, shop Paltrow's exact dress from Gwyn (if you can get one in your size—it's selling out quickly), followed by more boatneck dresses that will stand the test of time.

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If you’re looking to refresh your footwear rotation with a new-season buy, might I make a suggestion? While peep-toes are trending and rich chocolate-brown styles have been doing the rounds, my allegiance lies firmly with a classic shoe style that both Catherine, Princess of Wales and Gwyneth Paltrow have given their nod of approval to just this week.

Steering well clear of any flash-in-the-pan trends, the pair stepped out in black pointed-toe heels, completing what might be two of the chicest outfits I’ve seen this season.

In London, Kate styled her slate-grey suit with characteristic poise. Her black pointed-toe pumps balanced the long, leg-skimming trousers and reinforced the sleek, tailored energy of the ensemble. The heels added refinement without competing with the sharp lines of her suit.

Meanwhile in L.A., Gwyneth stepped out in the very same shoe trend to a screening last night. Forgoing tailoring, she opted for a minimalist black dress with slit detailing and a delicate halterneck neckline. Cinched with a slim black leather belt and elevated with pointed-toe heels, her look felt easy and elegant.

Whether you’re styling dresses or tailoring this party season, I can confidently say this shoe trend will elevate both. Read on to discover my edit of the best black pointed-toe heels to buy now.

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For as long as I’ve been interested in fashion, I’ve been interested in what Gwyneth Paltrow is wearing. Refined but not unfussy, timeless but still attuned to the trends of the moment, Gwyneth's outfits are a source of inspiration whenever I'm feeling stuck.

While Gwyneth’s current outfits are undeniably elegant (I’ve documented more than a few recent favourites), I have a particular penchant for some of her ’90s looks. The silhouettes she championed then—sleek knits, minimalist tailoring, easy layering—feel just as relevant in 2025 as they did three decades ago. Below, I’ve rounded up five of her best looks from the era that I’ll be re-creating this month.

1. The Scarf-Knit

Style Notes: Long before 2025’s scarf-knit obsession took hold, Paltrow was styling the chic silhouette. In 1997, she wore a sleeveless version in a soft beige tone, pairing it with glossy leather trousers. In 2025, I think this would look just as chic with straight-leg jeans.

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2. Jumper Tied Around The Waist

Style Notes: As if blessed with a crystal ball, Gwyneth's '90s outfits feel surprisingly on point for winter 2025. Keeping her styling typically sleek, the actor wove an element of interest into her outfit by means of the fuzzy knit she wore slung around her waist. A practical accessory that imparts an easy, effortless feel, Paltrow's chic silhouette is one you can experiment with straight away.

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3. Leopard Print Coat

Style Notes: If I were to recommend just one outerwear investment this season, it would be a leopard print coat. Paltrow’s 1996 take, worn with minimal accessories and pared-back styling, proves its enduring appeal.

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4. V-Neck Knit Over White Tee

Style Notes: Arguably one of the most timeless pairings in Paltrow’s repertoire, this layered look feels as fresh today as it did in 1996. A loose V-neck jumper over a crisp white tee, straight-leg jeans and black Converse trainers. So simple, so chic

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5. Knee-Length Skirt + Boots

Style Notes: As seen across the autumn/winter 2025 runways, the knee-length skirt is absolutely back—and Gwyneth wore it best decades ago. Her version, paired with sleek knee-high boots, feels elegant, easy and enduringly cool.

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I’ve always considered myself something of a wardrobe minimalist. My capsule collection is relentlessly simple: black shoes, white tops, dark knits and plenty of jeans see me through the seasons.

Rarely does a non-neutral shade make it into the mix. Still, whilst a streamlined wardrobe makes getting dressed uncomplicated, it can sometimes leave me feeling uninspired by the familiar pieces I reach for day after day. I'm in a phase like this at the moment, which has led me on a search to add some more interesting items to my collection that still feel like me. Just this week, I found exactly what I was after, courtesy of Gwyneth Paltrow.

Side-stepping every other celebrity's favourite black The Row ballet flats, Gwyneth stepped out in Loewe's Pebble Leather Ballet Flats (£795) in a rich burgundy shade instead—the colour of which added a rich depth to her outfit that made it feel aptly interesting without becoming heavy.

Doubling down on the rich winter hue, Gwyneth paired her glossy flats with burgundy trousers and a relaxed denim shirt. Where The Row's black ballet flats would have faded into the background, the tonal pairing brought subtle interest and a level of sophistication without overwhelming or complicating her look. By opting for Loewe’s sculptural design over the celebrity-loved The Row ballet flats, Gwyneth also tapped into a fresh shoe trend that feels both timeless and forward-looking.

If, like me, you’re tempted to introduce a touch of burgundy into your rotation, scroll on to discover and shop my edit of the best burgundy flats to wear now and for seasons to come.

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This week, GapStudio released its Fall/Winter 2025 Collection 3 with a campaign starring Gwyneth Paltrow and her daughter, Apple Martin.

With 38 pieces, the collection features satin midi dresses, maxi slips, sheer turtlenecks, and matching sets—designs inspired by both romanticism and minimalism. They're described as "classics made to wear and share."

"This collection is a capsule wardrobe that feels personal and endlessly adaptable," Zac Posen, EVP and creative director of Gap Inc, said in a press release. "We drew from the optimism of the '60s and the cultural energy of downtown New York in the '90s, a moment when modernism and nostalgia collided to create a new style language. Every piece carries presence, from tailoring that frames the body to fabrics designed for movement and dimension. These are clothes made to live with you, day after day, season after season."

Below, shop the chicest pieces from the collection.

Everything old is new again. At least that’s the case for luxury fashion and the countless reproductions of archival designer bags. Indeed, irrespective of the house or the decade, it almost seems that creative directors are eschewing introducing new accessories in favour of reviving nearly-forgotten silhouettes—and achieving far more success in doing so.

You only need to look at the intensity and excitement surrounding the return of the Celine Phantom bag, now titled the Celine New Luggage bag, for proof of why this trend is flourishing. While the comeback of bags from the indie sleaze era, like Chemena Chamali’s re-up of the Chloé Paddington or Balenciaga’s modern spin on Nicolas Ghesquière’s Motorcycle, is common practice these days, the revival of this Old Céline haunt struck a chord like no other.

Is it the fact that enough time has passed since Phoebe Philo’s tenure that it can now be considered vintage? Or, does it simply come down to the French maison’s customers craving something familiar following exit? After I was given the chance to carry the popular shape for a week, I don’t believe one factor is more significant than the other in terms of the style’s deep appeal. Instead, the frenzy for the reintroduced piece highlights that superb design and a cult-following will always prove triumphant.

Now, with the Celine New Luggage bag hitting the marble-lined shelves at Celine boutiques around the world, the questions that are worth being asked aren’t about the context that makes the style so popular or why its return has been received like no other. No, this is the time to tackle the practical details, including how much you can actually squeeze into it, how the contemporary issue lives up to the original and, most importantly, whether or not it lives up to the hype.

As someone who, very fortunately, managed to get her hands on the exclusive style days before the launch, these were considerations I kept in mind when road testing the Celine New Luggage bag. Ahead, you’ll find all your burning questions answered and more, including a fashion writer’s deep review of the bag and advice on whether or not it makes a sound investment. (And yes, toting it around town did cause major style envy!)

What is the Celine New Luggage Bag?

Celine’s New Luggage bag is a new expression of a storied design that was introduced by Michael Rider, the Parisian brand’s current creative director, in his debut Spring 2026 collection. Since the seasonality is one that is rooted in transformation and renewal, Rider should pay tribute to not only one of Celine’s most enduring creations but also the rich history layered into it.

You see, it’s not actually Rider’s first time at the French maison. The American designer first worked at Celine under Philo, making the New Luggage not only a comeback, but a homecoming. Setting the stage for this return, Rider decided to stage his first show at the brand’s headquarters at 16 Rue Vivienne, making it a true full circle for both the man and his ideas. The brand itself echoed this sentiment in a press release for the bag, writing that the New Luggage was “elegant yet effortless, extending the past into the present through a more contemporary silhouette”.

What is the Difference Between the Celine Phantom and the Celine New Luggage Bag?

While Celine also offers a bag similar in shape and effect called the Luggage, it’s important to note that the New Luggage isn’t paying homage to that style, but rather another bag altogether. The piece in question that derives its shape is called the Phantom. This bag was first released in Celine’s Pre-Fall 2011 collection with a black croc-embossed style that accompanied a panoply of gorgeous cream shearling coats, mod-esque pinafore-inspired mini dresses and a colour palette reminiscent of Piet Mondrian, though far less saturated. In the years that followed, it garnered several celebrity adherents, including Rihanna, Gwyneth Paltrow and the Kardashian-Jenners, making it one of the most recognisable and in-demand accessories of the decade.

On a structural note, there are several key differences between the Celine Phantom and the Celine New Luggage bag. The earlier shape was more boxy, while the reimagined version has more of an exaggerated east-west style with a protruding wingspan and zips that extend far beyond the flaps. Further, the zip on the main body is made more pronounced, giving the bag a distinctive anthropomorphic quality thanks to the addition of an upturned or “smiling” zip. The Phantom also features this grin, but it’s far more articulated in the New Luggage.

Additionally, Rider’s style is far more spacious compared to Philo’s. While the Phantom was more of a day bag, this style certainly takes the form of an elongated tote that’s perfect for travel. (As the name suggests). Both bags are made distinct, however, by the recognisable wavy lines that run down the side in undulating contours down the side of the bag. This is another callback to the brand’s history, as it echoes the Mistral bag, which was created by eponymous founder Céline Vipiana all the way back in 1969.

Celine New Luggage Bag, Reviewed By an Editor

It’s midday during an unusually sunny London day and I’ve escaped the office for a moment, deciding to enjoy a reprieve by wandering through the beautiful and ornamental Italian Gardens in Hyde Park. Armed with my newfound obsession, the Celine New Luggage bag, and dressed in my interpretation of a Parisienne, which includes an oversized wool-silk blazer from Henne, ombré jeans and Dear Frances’s mesh ballet pumps, I couldn’t help but feel transported to the Jardin des Tuileries in the City of Lights.

It’s not the exact effect I expected to feel when carrying a bag so functional and practical as this, but I suppose that’s the beauty of the Celine New Luggage. As the name suggests, the bag is a vessel for exploration, acting as a vessel to equip you and hold your essentials during travels. To some, this may take the form of a gorgeous work bag, while others might find the playful shape works better for more whimsical moments, like impromptu picnics or chic cocktail hours. The supple, shiny lambskin really did serve all these outings and more, which was an intentional decision made by the brand to ensure the pared-back construction and piped edges resulted in a softly rounded shape that was light to carry.

As it turns out, I wasn’t the only Celine wearer who had the inspired choice to make my way through the city’s lush and verdant grounds. During my jaunt, I spotted the very chic and weather-appropriate shearling Claude shoulder bag and the classic Triomphe slung across another wayfarer’s body. While there is the option to go hands-free with the Celine New Luggage bag thanks to an excessive strap, I personally kept it close to my chest, tucked into the crook of my elbow or in my firm grasp. (The two top handles are sadly not big enough to wear on your shoulder.) As I passed, however, I couldn’t help but have a very arrogant thought pop into my head: “I have the latest ‘It bag’ and they don’t.”

There’s a certain power that comes with being able to access designer wares early, but this definitely isn’t a style that’s designed for pomp or ostentatious behaviour. It’s not necessarily the mark of quiet luxury either, given that the New Luggage is brimming with personality. (How can you say no to that smile!)

The bag prioritises individuality, which is exactly what Philo’s time at the house encapsulated, too. It’s often hard to imbue a daytime ensemble with charisma when the tasks for the day include sitting at a desk, running around town, ticking off errands or catching up with friends over lunch. These activities can all be sedentary, so what I loved most about the Celine Luggage was how it really was an invitation to get out into the world. Not to show off, but to show up and be present.

While the bag is roomy, it certainly would be a struggle to fit the device in the bag if your laptop is over 13 inches. So, it’s certainly not the bag you’d want to make your primary work tote. In saying that, it’s the perfect shape for on-the-go ease. With a gorgeous suede lining, it’s a comfortable home for all your most-needed possessions when moving around; a hairbrush, lip balm, diary and juicy novel.

As the campaign styling suggests—and something you’ll soon notice after as much wear as I had—the bag doesn’t take itself too seriously. This means that the leather is intended to soften and fold over time. The leather is far from stiff, which will show signs of wear and age faster than other styles. Don’t fret, though, as the act of breaking in your bag and wearing “distressed” styles is actually considered the preferred style, thanks to style icons like Mary-Kate Olsen and Jane Birkin proving how elegant messy accessories can actually be. This does mean that the bag will lose its box-fresh shine slightly sooner than anticipated, but it won’t be completely free of lustre thanks to the quality of the leather.

From afternoon meetings to morning Pilates classes, I found myself gravitating toward the New Luggage even during moments when I needed to carry very small amounts. (Think: keys, Joan Didion-approved Triomphe sunglasses and a fragrance to spritz on afterwards.) In that way, I found the medium size to be slightly awkward as it was too small to carry my laptop and extra work amenities, but not small enough to be an evening bag that I could take out to dinner.

Still, and as both Rider and Philo have proven, there is nothing more sophisticated than wearing very fundamental wardrobe staples with a humongous bag. Be it leggings or woollen trousers—both appeared in Celine’s Spring 2026 show alongside the New Luggage—the effect was incredibly covetable. Styling the bag like this gives an outfit a wear of refined insouciance, or relaxed effortlessness. And with a bag whose moniker is synonymous with carrying excess baggage, I can’t think of anything more pertinent. As the brand says itself: "The New Luggage upholds Celine's enduring design codes through precise construction, attitude, and understated sophistication."

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Key Information About the Celine New Luggage Bag

Kind/s: Available at the Smiling and the Flat Cabas.

Size/s: The Smiling is available in medium and large, while the Flat Cabas is in one size.

Colour/s: The Smiling is offered in shiny, supple Brown and Black. The Flat Cabas comes in Ultra Blue, Citrus, Black and Ultra Red.

Main Material: The Smiling is made of a shiny, supple lambskin and the Flat Cabas comes in a Glossy Lambskin.

Strap Drop: The Smiling's strap drop is a minimum of 42cm and a maximum 52cm. The Flat Cabas is not offered with a cross-body strap.

Handle Drop: The Smiling has a handle drop of 12cm for the medium and 14cm for the large. The Flat Cabas has a handle drop of 22cm.

Dimensions: The dimensions of the Smiling New Luggage bag in medium are 16 x 22 x 36cm, while the large is 20 x 27 x 44cm. The Flat Cabas is 0.5 x 31.5 x 44.5 cm.

When Did the New Celine Luggage Bag Come Out?

Celine's New Luggage bag debuted during the brand's Spring 2026 collection, which took place off schedule in Paris in July 2025. The bag pre-launched in September 2025 in selected boutiques and online with additional styles, sizes and colours set to arrive from mid-November onwards, including beige suede and chocolate croc.. The first iterations to be released were the "Smiling" New Luggage, which was the style I tried and tested, and the "Flat Cabas", a true classic tote bag featuring a microscopically thin width and square body.

Who Designed the Celine New Luggage Bag?

The Celine New Luggage bag was designed by Michael Rider, the 44-year-old designer currently at the helm of Celine. Rider cut his teeth as a senior designer at Balenciaga during Nicolas Ghesquière's tenure before working under Phoebe Philo at Celine from 2008 to 2018. He was most recently the creative director of Polo Ralph Lauren. (Given both Ghesquière and Philo's prowess and expertise in creating both iconic and viral leather goods, it's fitting that his first major piece for the creation be some for of arm-candy!)

Is The Celine Luggage Bag Coming Back?

Given the fact that Rider has rendered the Phantom bag in a fresh shape for a new decade, it’s unlikely that the original Celine Luggage bag will also come back. However, interest in Old Céline accessories and styles from this Phoebe Philo era in general will no doubt contribute to renewed appetite for the Luggage bag.

Whether Celine will continue producing the Luggage bag in its initial form remains to be seen, though there are plenty of pre-loved options circulating the resale market. In fact, the UK-based rental platform By Rotation has already confirmed searches for the brand increased by 100% in the months after the New Luggage’s debut in July 2025.

The Celine New Luggage Bag, Spotted on Celebrities

As soon as the Phantom's returns had officially been cemented, it was a race to see which A-lister would wield Rider's creations. The contest was won by none other than A$AP Rocky, becoming the first celebrity to be spotted with the New Luggage while wearing a head-to-toe Celine outfit while out in New York.

Of course, the Celine Luggage is no stranger to paparazzi appearances, so it was only a matter of time for the New Luggage to offer as much cultural stock as it did in its heyday. But it appears Celine was rather strategic with their VIP placements, as it only appeared on one other notable outing. The second jaunt came on the heels of Julia Robert's arrival at the 82nd Venice Film Festival.

Landing at Venice Marco Polo Airport, the legendary actress put on a casual air by carrying the bag while wearing a pair of navy plimsoll trainers, tailored shorts and a cardigan emblazoned with the face of Luca Guadagnino, the Italian film auteur who directed the psychological thriller, After The Hunt, which she starred in.

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In 2025, retro-inspired, low-profile sneakers remain the top sneaker style. However, another sneaker trend is reemerging, reminding us that fashion is cyclical and trends rarely disappear—especially when its revival is backed by a celebrity. Enter high-top sneakers. Yes, you read that right. The old-school and somewhat controversial silhouette has resurfaced and was spotted on Gwyneth Paltrow this week.

In case you missed it, Paltrow was seen in Milan the other day with her husband Brad Falchuk. She wore a casual yet chic outfit that included a polo sweater layered over a button-down shirt; wide-leg, baggy jeans; and high-top sneakers, specifically Adidas's Jabbar Hi Shoes. These sneakers were originally designed for former basketball player Kareem Abdul-Jabbar in 1978.

Paltrow could have styled her sneakers with any denim trend, but her choice of baggy, wide-leg jeans makes perfect sense. Both the jeans and the sneakers have roots in streetwear and the Y2K era, making them an ideal match. If you're going to get on board with the high-top-sneaker trend this fall, make sure to style them with baggy, wide-leg jeans. Keep scrolling to discover Paltrow's outfit and shop the best baggy jeans and high-top sneakers.

On Gwyneth Paltrow: Adidas Jabbar Hi Shoes ($88)

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What do you wear if you’re an A-list celebrity landing in the world’s fashion capital and stepping straight into a day of events? When paparazzi are waiting at arrivals and your schedule leaves no time for a quick change, the usual airport uniform of leggings and slip-on trainers simply won’t cut it. Comfort is still essential, of course—no one wants to suffer through security in stilettos—but the challenge lies in creating a look that’s as practical as it is polished.

No need to wonder any more, Gwyneth Paltrow has just given me the template. Refreshing my entire in-flight mood board, the actor and Goop founder touched down in Milan this week in an outfit I'll be turning to for my flights going forward. Her swaps? Leggings for capri pants and trainers for loafers.

Cut just below the knee, Paltrow's cropped pants exude a retro energy that makes her outfit feel more directional. They’re as easy to wear as stretchy leggings, yet much more elevated.

But let’s be honest, it’s the shoes that actually make or break an airport outfit. The criteria are demanding—slip-on styles for breezing through security, flat soles for clocking up those inevitable terminal steps, and a silhouette sharp enough to still look smart once you’re out of Arrivals. The solution? Leather loafer, of course.

Pairing hers with capri trousers, she layered on a high-neck blouse and a single-breasted black blazer, finishing with oversized sunglasses and a monogrammed Goyard tote. As someone who’s always hunting for chic yet realistic travel looks, I’m filing this one under To Be Copied Immediately. If you’re tempted too, scroll on to shop the best capri trousers and loafers to re-create Gwyneth’s airport-approved outfit.

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A new era is upon us at Gucci. The famed Italian house's new creative director, Demna Gvasalia, formerly of Balenciaga, has just unveiled his debut collection during Milan Fashion Week. Instead of a traditional runway show, however, he decided to share the collection in a series of unique ways, both online and IRL. First, he revealed the lookbook photos on Gucci's Instagram account yesterday. Today, he hosted a celeb-filled "premiere event," as he called it, in which the new looks were worn by Gwyneth Paltrow, Demi Moore, and many other celebrities. Finally, Gvasalia released a short film by Spike Jonze and Halina Reijn, featuring many of the same actors who attended the event today. Phew! It's a lot to keep up with, but I'm buckled in for the ride.

As for Paltrow, her outfit immediately stuck out to me because it revived a very 2000s trend: logomania. Featuring an allover GG monogram, her outfit included a pussy-bow blouse, A-line midi skirt, and knee-high boots. I have a feeling that her boots, in particular, will soon spark a huge commotion with Gucci shoppers. Scroll down to see Gwyneth Paltrow's logomania outfit and shop the boot trend for yourself.

Gwyneth Paltrow's 2000s Logomania Outfit

On Gwyneth Paltrow: Gucci outfit

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Nineties fashion hits different in the fall—it's a master class in textured suede fabrics, funky animal prints, light-wash denim, and all-black turtlenecks. Think Julia Roberts at LAX in her oversize blazer and light-wash jeans or Courteney Cox at a Hollywood premiere in a simple white button-down and slim trousers. The ultimate goal of '90s fall fashion was to achieve a casual elegance.

Every day, I wake up, look at my closet, and wonder how I can achieve that effortlessly cool '90s celebrity fall fashion look. I'm talking Jennifer Aniston, Halle Berry, Iman, Cindy Crawford, Elle Macpherson… The list goes on. Minimalism and clean lines defined the decade, with not a logo in sight, just elevated basics styled to look rich. That's precisely why each one feels so timeless and easy to replicate because chances are you already own a similar piece.

I can't get these 10 '90s celebrity fall fashion looks out of my head, so I've decided to re-create them with modern finds from Nordstrom (my go-to for all my fall shopping). Scroll down to discover the timeless '90s inspiration and how to wear it this fall.

10 '90s Fall Outfits to Re-Create This Season

Jennifer Aniston

Style Notes: '90s icon Jennifer Aniston is spotted in a blue miniskirt, black turtleneck and a long black overcoat.

Halle Berry

Style Notes: Actress Halle Berry wears an animal-print coat with a pair of light-wash denim and a velvet turtleneck.

Elle Macpherson

Style Notes: Australian model Elle Macpherson was potted at LAX in 1997 in a belted brown jacket, a classic black turtleneck, and kick-flare trousers. She grounds the look with a timeless pair of loafers.

Courteney Cox

Style Notes: Friends star Courteney Cox casually ties her sweater around her waist at a Hollywood premiere.

Tyra Banks

Style Notes: Tyra Banks wears a Canadian tuxedo paired with black leather Western boots and a backward cap.

Gwyneth Paltrow

Style Notes: Gwyneth Paltrow poses in a pair of leather pants and a fitted black turtleneck.

Kate Moss

Style Notes: Posing in a Saks Fifth Avenue store, supermodel Kate Moss sports a '60s silhouette. Her white miniskirt contrasts with her elegant black crewneck long-sleeve and pointed-toe ballet flat.

Iman

Style Notes: Iman wears an all-white ensemble at a premiere in NYC. The turtleneck underneath the ivory blazer elongates the chic look.

Cindy Crawford

Style Notes: Model Cindy Crawford arrived at LAX in 1991 sporting a leather blazer, straight-leg jeans, and a fitted black turtleneck.

Julia Roberts

Style Notes: Julia Roberts spotted at LAX in a very '90s 'fit. The oversize blazer complements the relaxed fit of the jeans.

When I think of iconic ‘90s outfits, my mind instantly wanders to a few pivotal points during the decade. There's the '90s fashion cemented in popular culture, like Carrie Bradshaw’s eminently eclectic designer wardrobing on Sex and the City or Monica Geller’s considerate casualness in Friends.

Then there are the runway moments, including but not limited to Versace’s Freedom! Climax in 1991, whereby Linda Evangelista, Christy Turlington, Cindy Crawford and Naomi Campbell closed the show dressed in monochromatic shift mini dresses and mouthing the lyrics of George Michael’s anthem, Marc Jacobs’ grunge collection for Perry Ellis in 1994 and Mugler’s haute couture cyborg suit from 1995.

On stage, there was no shortage of spotlight-stealing ensembles, including Madonna’s Jean Paul Gaultier cone bra, which she wore during her 1990 Blonde Ambition world tour, or TLC’s genre-defying and gender-bending matching streetwear.

The red carpet forays are equally momentous, like Elizabeth Hurley’s slinky safety pin dress from the premiere of Four Weddings and a Funeral or the chartreuse chinoiserie Dior by John Galliano gown Nicole Kidman wore to the 69th annual Academy Awards in 1997.

However, as someone whose credentials to comment on the matter include being born six months before the turn of the 21st century in the June of 1999, the most iconic ‘90s outfits aren’t the ones you’ll find on screen or played up for an audience. Instead, the decade’s biggest contributions come in a more insouciant approach, like model off-duty sightings or the days celebrities went to events without being dressed by a stylist.

To me, the most iconic ‘90s outfits stand as a time capsule. They reflect what personal style looked like without the influence of niche aesthetics, self-surveilling social media or the ability to commodify your outfit of the day through brand deals and paparazzi shots. As Cindy Crawford said during an interview meditating on her life in looks, “No one put [my outfit] together other than just what I grabbed.”

From Princess Diana’s revenge dress, Oscar appearances no one saw coming and Posh and Becks's most recognisable look, uncover the 16 most iconic ‘90s outfits of all time, ahead.

The 16 Most Iconic '90s Outfits

1. Kate Moss's Slip Dress

Style Notes: Cherubic and fresh from Croydon, Kate Moss began the decade by gracing the cover of The Face's July 1990 issue. She might've been only 16 at the time, but only three years later, she would go on to wear a look that defined the '90s. Indeed, her humble slip dress was slinky, lingerie-inspired and, according to an interview she gave in 2023, unknowingly "see-through".

"The pictures came out the next day in the newspaper, and it was the flash that made it look 'naked'," Moss said of the Liza Bruce piece, which she wore to the Elite Model Agency party for the Look of the Year in 1993.

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2. Victoria Beckham's Chainmail Halterneck Top

Style Notes: A power couple if there ever was one, David and Victoria Beckham's '90s fashion gave way to the mode of coordinating style to strengthen one's public persona. On their own, the Spice Girl and the English footballer had flair in spades. But it was when they were spotted out together wearing similar outfits that piqued interest the most. This look, which was worn to an event in London in 1999, is one of the former pop star turned fashion designer's more demure. Still, the combination of the chintzy halterneck top and animal-print shoe remains one of the best in her oeuvre.

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3. Princess Diana's Revenge Dress

Style Notes: Princess Diana's revenge dress is, in my opinion, the most iconic '90s outfit. Not only is this gown a symbol of her use of fashion as a form of rebellion and silent strength, but the acme of how the late Lady Spencer approached her role in the royal family. For the uninitiated, the former Princess of Wales wore this little black dress to a gala in Hyde Park's Serpentine Gallery on the same night the now King Charles III confessed to committing adultery during their marriage during a televised interview. So, what do you wear when your ex-husband and heir to the throne reveals to have cheated on you to the public? A fitted and strapless Christina Stambolian design with a floaty chiffon train, of course.

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4. Carolyn Bessette-Kennedy's Street Style

Style Notes: Carolyn Bessette-Kennedy has come back into the zeitgeist with the impending release and current production of Ryan Murphy's upcoming limited series, American Love Story. The furore around the historically inaccurate costuming proves exactly why CBK's fashion legacy remains perennially inimitable. Her unwavering commitment to minimalism set a precedent that Manhattan darlings still follow today. Of course, as a publicist for Calvin Klein, her wardrobe was always functional and apt for corporate settings, meaning workwear staples like white button-down shirts and midi skirts were always present, yet nonetheless designer, given her penchant for Prada, Miu Miu and Yohji Yamamoto.

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5. Jennifer Lopez's Waistcoat Dress

Style Notes: Her hit single "Jenny From The Block" mightn't even hit the airwaves by the time this picture was taken, but Jennifer Lopez's '90s fashion era is proof that the New Yorker has always been a force to contend with. A smidge more mindful than the glamorous outfits that succeeded the decade in the early 2000s, this waistcoat dress epitomises her girl next door origins.

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6. Mariah Carey's MTV VMAs Two-Piece

Style Notes: Taking a page from Princess Diana's book, Mariah Carey put her own spin on revenge dressing when she attended the 1997 MTV Video Music Awards wearing a sultry two-piece set after announcing her split from then-husband Tommy Mottola. The simplicity of the co-ord really demonstrates why minimalism was so pervasive. (See: clean lines and unfussy elegance.)

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7. Gwyneth Paltrow's Tom Ford for Gucci Suit

Style Notes: Gwyneth Paltrow might've helped pioneer terms like "conscious uncoupling" and a well-rounded lifestyle that involves dry brushing, infrared saunas, and yoni eggs, but before she was the Goop juggernaut we know her to be, she was an actress with a street style that focused on refined ease. This came to the forefront in 1996, when Paltrow wore a burgundy Gucci suit designed by Tom Ford to the MTV VMAs. The suit was fresh of the runway, having made its debut in the autumn/winter season that year, showcasing her know-how and ability to make effortless and well-tailored pieces covetable as far back as 30 years ago. In 2022, Paltrow rewore this look for Gucci's Hollywood-inspired Love Parade collection, wearing a recreation designed by Alessandro Michele for the Florentine maison's Aria collection a year earlier.

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8. Céline Dion's Backwards John Galliano Suit

Style Notes: Céline Dion's recent documentary might have helped thrust the French-Canadian diva's style philosophy into the spotlight. (If you haven't seen, she confessed to owning over 10,000 pairs of shoes and will buy any style she likes regardless of size: "I walk the shoe, the shoe don't walk me".) Even all the way back in 1999 was she living by her own rules, like the time she attend the 71st Academy Awards wearing a John Galliano for Dior suit backwards.

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9. Iman's Floral Dress

Style Notes: While Posh and Becks catapulted their stardom through matching outfits, the opposite could be said for David Bowie and legendary supermodel Iman. He was the androgynous rockstar, and she was the fashion vixen, which is really apparent in this outing to the 1999 MTV VMAs. While the Ziggy Stardust singer's outfit looks like something you'd find at The Row, Iman is a vision in this floral, body-conscious dress.

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10. Julia Roberts's Armani Men's Suit

Style Notes: From the underarm hair-exposing red sequin Vivienne Tam dress that she wore to the premiere of Notting Hill to her infamous pre and post-makeover Pretty Woman costumes, Julia Roberts is synonymous with iconic '90s outfits. However, the one that feels the most timeless is this Giorgio Armani men's suit that she wore to the 1990 Golden Globes. Taking home the prestigious award for Best Supporting Actress for her performance in Steel Magnolias, she did so wearing the tailored two-piece that she picked up earlier on Rodeo Drive. (Very Vivian Ward of her!) Remaining on moodboards ever since, Ayo Edebiri recreated the look in a Loewe version for the 2025 ceremony.

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11. Winona Ryder's Casual Film Premiere Look

Style Notes: As a formidable child star who broke out into the mainstream during the '80s Brat Pack era, by the time the '90s rolled around, Winona Ryder was a seasoned professional in Hollywood spheres. This look from 1991 is one of her most unintentionally punk and indicative of how different the industry was back then. With this picture taken of the star on her way to a film premiere, her simple jeans and a nice top formula feels fresh, unpretentious and makes me nostalgic for a time when turning a look wasn't of paramount importance.

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12. Halle Berry's Airport Outfit

Style Notes: Take it from Halle Berry; jeans and a leather jacket are an undeniable '90s silhouette. This is a more relaxed take compared to Winona's, which makes it the perfect model for the iconic '90s airport outfits that were so prevalent during this time.

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13. Jennifer Aniston's New York Off-Duty Outfit

Style Notes: Jennifer Aniston might've introduced herself to the world via her bubbly, preppy and somewhat spoiled Friends character, Rachel Green. And while her costuming will always be relevant, her off-camera looks are equally enticing, too. Here, while shooting a film in 1997, she puts a '90s fashion twist on layering by teaming a strappy mini dress over a white t-shirt before tying it all together with a tied-up longsleeve, woven bag, backwards cap and a micro sunglasses.

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14. Pamela Anderson's Vivienne Westwood Corset

Style Notes: When it comes to iconic '90s outfits, Pamela Anderson has certainly made a few entrances into the canon. From her bombshell all-leather looks during her Barb Wire press tour to the red swimsuit of her Baywatch era, and even the fuzzy pink hat she wore to the 1999 MTV VMAs, Anderson has done her part in etching this decade's fashion into the annals of history. Personally, I adore this more whimsical moment which took place in Australia in 1994. Wearing a Vivienne Westwood corset dress, the fairytale feeling of the garment contradicts her more vampy persona, making it an inspired choice on her part. Plus, the bubble skirt and brocade detailing remind me of something you'd find at the likes of Turner Vintage or Annie's Ibiza. If Pamela shopped at Portobello Road...

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15. Chloë Sevigny's Tiger Print Stockings

Style Notes: One of the original it girls, Chloë Sevigny is the patron saint of iconic '90s outfits. Taken just after her debut in Larry Clarke's Kids and appearance in Miu Miu's spring/summer 1999 runway, this outfit captures Sevigny in her element, complete with a hodgepodge of high-fashion paraphernalia like tiger-print stockings and a rosette to adorn her velvet one-shoulder dress.

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16. Naomi Campbell's Vivienne Westwood Platforms

Style Notes: This edit wouldn't be complete without an appearance from Naomi Campbell. As her recent solo exhibition at London's V&A Museum made apparent, the supermodel's wardrobe choices are nothing short of iconic, but I personally adore this Vivienne Westwood outfit that she wore to the Designer of the Year Awards at the Natural History Museum during London Fashion Week in 1993. Her choosing to don these Yves Klein blue thigh-high stockings and platform shoes came only months after she took a tumble on the designer's runway earlier that year. Her powerful reclamation of this moment is nothing short of legendary and proves why Campbell is so revered, respected and renowned as a fashion force.

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When Gwyneth Paltrow isn't making satirical videos for disgraced tech companies, she goes back to her day job as the founder of Goop. I'm not sure exactly what's in her job description, but being well-dressed has to be one of the key criteria, right? Her outfits rarely miss, and her newest is no exception.

Yesterday, Reese Witherspoon shared a series of Instagram photos depicting her summer so far. My favorite pic? The one of her and Paltrow having a laugh together. Both women wore maxi dresses, but that's where the similarities between their outfits ended. Witherspoon opted for a lavender-and-white striped frock and thong sandals, while Paltrow went with a low-key black dress and yellow slides. Paltrow's shoes are past-season Miu Miu, so they're sadly no longer available, but they made me suddenly feel like I need a pair of colorful crochet sandals in my life. The combination of a fun color and interesting texture ensures that your outfit will be anything but boring. Scroll down to see the outfits in question and shop similar shoes.

On Gwyneth Paltrow: Miu Miu sandals

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This summer, elevated flip-flops have been dominating the fashion scene, but another shoe style is quietly making a comeback: double-strap sandals. These flats—whether in a slide-on design or with a slingback strap—are the so-called “dated” shoes now being reimagined with a modern twist.

Don't believe us? Just look at Anne Hathaway. While filming one of the first scenes for The Devil Wears Prada sequel in New York City, Hathaway stepped out in a denim maxi skirt, tank top, and tailored vest, topped off with double-strap sandals from Chanel.

On Anne Hathaway: Anine Bing Eva Tank Top ($90); Chanel sandals