Before denim shorts and white trainers take over your wardrobe with another warm spell on the horizon, might I suggest considering a more elevated alternative?

Stepping out in one of the chicest warm-weather outfits I've spotted this season, Cindy Crawford swapped her usual denim for a pair of tailored trousers in an elegant shade of beige. Lighter than their denim counterparts and therefore far better suited to rising temperatures, these polished trousers offer all the ease of jeans whilst delivering a much more refined finish.

Styled simply with a classic tank top and sunglasses, had Cindy reached for blue jeans instead, the outfit would have felt considerably more casual; the tailored silhouette brings a sophistication that simple ensembles feel much more intentional.

In another inspired styling move, Crawford skipped predictable white trainers in favour of delicate strappy sandals. Whilst trainers will always earn their place during days packed with walking, they rarely look quite as elegant as a sleek sandal. Together, the tailored trousers and minimal sandals create a simple foundation that feels easy yet polished.

Feeling inspired? Read on to shop my edit of the best Cindy-approved thong sandals below.

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This summer, I’m moving away from classic blue jeans in favour of a more interesting denim trend. Khaki jeans have been cropping up everywhere recently, and this week Cindy Crawford made a strong case for the versatile neutral.

Wearing a dark khaki pair, Crawford styled the trending jeans with a pretty white blouse and suede heeled sandals for a look that felt simple, elegant and easy to wear. The softer tone of the denim gave the outfit a more elevated feel than classic blue jeans, while still keeping it relaxed enough for daytime styling.

It’s also an especially practical option for summer. While blue jeans can sometimes feel overly casual and black denim can look too heavy in warmer weather, khaki jeans sit comfortably in between. Neutral, versatile and easy to style, they work just as well during the day as they do for evening plans.

Keeping to a palette of earthy neutrals, Crawford finished the outfit with a beige tote bag and a white leather jacket, pulling together a timeless look that won’t quickly date.

If your denim rotation is feeling a little too blue-heavy right now, consider this your sign to try khaki jeans this season.

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More so than ever before has the concept of taste been mired in discourse. To me, however, the notion of possessing great taste is akin to having enough life experience to distinguish between something that’s trending, passé, or pastiche, and to know the precise contexts that suit each best. So, when it comes to fashion, that’s why I always look to those slightly older than myself for inspiration.

This summer, specifically, I’m turning to a set of over-50s style savants for guidance on how to dress, using their personal sartorial philosophies as a lens to filter out anything that could easily date, appear trite or simply convey that I’m replicating some niche aesthetic espoused as “in” on the internet.

As far as seasons go, those over 50 really do summer trends best. In part because they’ve had close to five decades to cultivate and hone a wardrobe that complements them, but also because the warm weather invites a more minimalistic approach that’s more in keeping with how many quinquagenarians like to dress.

Whilst many Gen Zers like myself often find ourselves asking tedious questions when putting together an ensemble to ensure what we wear reflects our self-expression—like whether this piece of clothing is truly “me”—those over 50 tend to be less pensive. With more impulsivity and spontaneity, their looks are instilled with a sense of quiet confidence and effortless elegance.

Still, if you’re looking for practical tips from this cohort, there’s a lot to be gleaned. The primary lesson is to never overlook the power of a solid basic, which is something the likes of Cindy Crawford and Jennifer Aniston have proved time and time again with their adoration for a pair of sturdy denim jeans and crisp white t-shirts.

Because, ultimately, the bona fide way to express that you have good taste is to study the masters, learn their techniques and apply what resonates with you most. Miuccia Prada said it best when she said, “Study, study, study. Learn, watch movies, look at art, read literature.” Or, in this case, scroll through for a comprehensive breakdown of the 6 key summer trends those over 50s will be wearing all season long.

6 Chic Over 50s Summer 2026 Fashion Trends

1. White Skirts

Style Notes: White skirts have been a mainstay in summer for nearly a century. Though the calf-grazing length can sometimes feel a bit matronly—perhaps due to its connotations with nurse uniforms, which is a trope Prada reinforced in its autumn/winter 2023 collection—stars like Demi Moore and former J.CREW creative director, Jenna Lyons is proving just how versatile the trend is this season. Pair with everything from a ribbed tank top and suede ballet flats to structured tailoring and oversized sunglasses.

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2. Dark Wash Jeans

Style Notes: Though the natural inclination when the temperature rises is to wear lighter hues that match this climatic mood, stars like Tracee Ellis Ross are making a case for subverting the norm. Indeed, opting for dark-wash jeans rendered in rich-looking indigo shade, like the Pattern Beauty founder has for Dior’s recent Cruise 2027 collection presentation in Los Angeles, adds a depth and sense of intrigue to your look. Plus, for moments when monochrome, all-black dressing starts to wane, this colour scheme offers a point of difference, while still retaining the same qualities.

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3. Royal Purple Hues

Style Notes: In a similar vein, royal purple palettes have become one of the most commanding colours of summer. This makes sense considering it’s the scion of two of the biggest shades of the year (tomato red and cobalt blue), but for those after something a little more enigmatic while still capturing the trend cycle, this colour does it all. Already traipsing down the runway, from magnetic plums at Prada to vibrant violets at Balenciaga, follow in suit through sheer touches, lightweight knits and functional base layers.

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4. Oversized Shirting

Style Notes: The button-down shirt is fashion’s workhorse. Dependable, practical and often overlooked, this is a staple that serves as the canvas for so many looks, whether it be something more proper for office settings or deliciously languid for holidays. This summer, the stylish over-50s are thrusting it back into the spotlight. Perennially appealing with a loose-cut insouciance, style with stovepipe jeans and slingbacks or that white skirt you picked up earlier in the article.

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5. Classic LBDs

Style Notes: To have great taste is to invest in something that will only get better with time. Such is the case with the classic little black dress. Though not specifically a trend, given its universal appeal and timeless status, it is a silhouette that’s currently garnering interest again. Blame it on Mattheiu Blazy turning our attention back to Gabrielle Chanel and the origins of the house, but this renewed attraction only serves to prove how enduring and chic this style is. Wear at long al fresco lunches, casual days perusing vintage boutiques or evening soirees.

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6. Basket Bags

Style Notes: With age comes wisdom, like the knowledge that sometimes investing in a humble basket bag is just as sufficient as purchasing the latest designer bag. At least, that is the case for some of the most stylish over-50s, choosing to go down the path paved by Jane Birkin in the ‘60s. More subtle and refined, be it raffia or woven leather, these basket bags add a charming touch and Côte d'Azur breeziness that’s so essential for summer.

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Between jelly sandals, Carolyn Bessette-Kennedy-inspired fashion and statement cord necklaces, it feels like the ‘90s are officially back. But let’s be honest, this iconic decade has never really left us. But it’s undeniably more evident in 2026. And if there’s one nineties category that made the biggest mark this year, it would certainly have to be beauty. More specifically, '90s makeup looks are making a huge comeback this year, with some of the biggest trends being those we saw dominate almost four decades ago.

Now, we know that makeup trends come and go, especially in the age of TikTok, Instagram and YouTube, but there’s just something about a ‘90s makeup look that feels timeless, fitting right into the current zeitgeist without a second thought. Of course, there are trends that, as a makeup minimalist, would have had me running in the opposite direction: body glitter, bright blue eyeshadow and face gems, to name a few. But luckily for me, the it-girl-approved ‘90s makeup trends making a comeback in 2026 remain chic, timeless and, most importantly, feel extremely wearable.

Below, I’ve rounded up the seven key ‘90s makeup aesthetics that are set to dominate 2026. From playful pops of colour that are perfect for the upcoming summer season to the dark lip-liner trend that’s taken TikTok by storm, keep scrolling to see the ‘90s makeup looks trends that are making a comeback in 2026, plus the best beauty buys available so that you can get the look at home.

1. Statement Red Lip

We can't talk about '90s makeup without talking about a bold red lip. Unlike in the current day and age, when it's often paired with equally eye-catching smoky eyeshadows and statement blushes, in the ‘90s it was all about keeping the rest of the face pared-back and minimal, so as to let the lips do the talking (pun intended).

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2. Colour Pop

Vivid eyes, cheeks and lips were certainly all the rage in the '90s, and I can see why. These playful colour pops take a makeup routine from basic to elevated, and although I’m not ready to go all out with the trend, this pretty pinky-purple look on Naomi Campbell is slowly convincing me to try it out.

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3. Frosted

With “cold-girl makeup,” one of TikTok's latest obsessions, it should come as no surprise that the frosty aesthetic is making a comeback this year. Available in the form of everything from lipsticks to eyeshadows to highlighters, this icy makeup trend perfectly balances feeling cool and classic.

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4. Ultra-Matte

As someone with extremely dry skin, I’ve always been skeptical about recreating the ultra-matte bases that dominated the mid-90s. However, there are now plenty of products that give that blurring effect without sucking out every bit of moisture from the skin. So, I’m ready to give this long-lasting, sophisticated look a try.

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5. Dark Lip Liner

I’m not trying to brag, but I’ve been rocking the dark lip liner trend since I was a young teen. Between ultra matte blacks, cool-toned browns and deep burgundy hues, this is a trend that I can guarantee will never date.

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6. Ultra-Thin Brows

If you have thin eyebrows as I do, then you’ll be pleased to know that the ultra-thin brow trend, championed by the likes of Victoria Beckham, is officially back for 2026.

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7. Smoky Eye

For those more formal occasions, there’s nothing quite like a smokey eye. Although this mesmerising eyeshadow look has technically never stopped trending, I, for one, will be taking a cue from the likes of ‘90s icons such as Cindy Crawford and recreating this more subtle look for summer evenings out.

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There’s never been a better time to be a product of the ‘90s than right now. Carolyn Bessette Kennedy’s subtly sophisticated ensembles are back in the spotlight, Posh Spice is making her trademark sharp tailoring more accessible than ever through her collaboration with high-street giant Gap, jelly sandals have become the acme of luxury, and Practical Magic is heading back to the big screen with a highly anticipated witchy sequel.

Of course, that’s not even mentioning the breadth of sartorial moments that are staging a comeback. From pencil skirts seen all over the Chanel runway and in the new season collections of defiantly minimal brands like St. Agni to the return of Galliano-for-Dior-esque lace-trim slip dresses, it seems that everything old is new again.

Still, if there was one fashion category that was making the biggest mark this spring, it would certainly have to be denim. Specifically, ‘90s jeans trends are making a roaring return this year, with some of the biggest silhouettes being the ones that were most popular close to three decades ago.

Leading the pack is none other than stovepipe jeans. Sharp, polished and cut close to the body, this elongating trouser style was a favourite of supermodels off duty like Cindy Crawford and Christy Turlington and has now been adopted by contemporary style savants, including Alexa Chung and Kendall Jenner.

Their appeal lies in their innate elegance, architectural nature and versatility in styling. Slip into a pair, and you’ll find any spring jacket—though bonus points are awarded if the piece is more ornate, like the floral embroidered and opera-inspired styles seen at Valentino, Conner Ives and Viktor Gichev—appears more elevated than ever.

Elsewhere across fashion capitals, perennially functional bootcut jeans is piquing interest. Of course, the most obvious companion to your favourite pair of knee-high, heeled leather boots, but they also make a worthy partner to sleek ballet pumps, heeled sandals and satin trousers. And when it’s a style that’s been endorsed by the likes of Kate Moss and Gwyneth Paltrow for years—and now a cornerstone of Bella Hadid and Hailey Bieber’s wardrobe—what’s not to like?

The most surprising ‘90s jeans trend to come back this spring, however, would have to be cuffed jeans. With an exposed hem and ankle-grazing cut, this style is actually the most democratic of the bunch, given its ability to transform any existing pair of jeans into this fashion-forward style, all with a simple fold.

Still, there are so many vintage-inspired shapes to choose from. Better yet, the market is currently saturated with modern versions of these archival styles, meaning that you don’t have to go hunting down Brick Lane’s boutiques for a pair of old school Levi’s to fill this gap. Below, Who What Wear rounds up the 5 key ‘90s jeans trends that are spearheading spring 2026, the styling differences between now and then and the best updated pieces to shop.

5 90s Jeans Trends Spring 2026

1. Bootcut Jeans

Style Notes: Despite originating in the rodeo, these days, you’re more likely to find bootcut jeans in high-end restaurants. With a soft flare and extra sumptuous to the touch, this silhouette benefits from its ability to be dressed up and down with aplomb. Complementary to longline coats, cropped jackets, knitted sweaters and even humble white t-shirts alike, the sleek widening effect will help any outfit appear both considered and casual.

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2. Mid-Rise Jeans

Style Notes: If the ‘00s had low-rise, almost-bumster-level jeans and the ‘10s had ultra high-rises that rode up to the bottom of your ribcage, then both the ‘90s and now have mid-rise shapes. Consider this like the Goldilocks of jeans—a placid, low-effort and easy-going style that serves as a happy medium between both these extremes. In fact, you’ll find that the most sought-after denim styles of this decade are actually mid-rises, including Khaite’s beloved Danielle jeans and Agolde’s ‘90s pinch waist style. (How very apt!)

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3. Dark Wash Jeans

Style Notes: When it comes to ‘90s jeans trends, you must remember that it’s not always about the specific cut. Indeed, sometimes it comes down to the colour you wear. And if you were to flick through shots of memorable outfits from the period, you’ll often find tastemakers of the time gravitating towards dark washes. From deep blues to saturated indigos, the rich-looking hue can’t help but look far more premium than its lighter counterparts, leading to the wearer coming across as more thoughtful and chic.

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4. Stovepipe Jeans

Style Notes: If there’s one denim trend that will continue to dominate, it’s stovepipe jeans. A successor to the cigarette jeans that defined the early part of the decade, this style sits a little more loosely through the thigh and finishes with a punctuated and polished clean-cut hem. Style with mock croc court shoes, simple slingbacks or even a simple ballet flat. Regardless of the choice, the stovepipe shape will suit anything it’s styled with.

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5. Cuffed Jeans

Style Notes: From Lila Moss to Emily Ratajkowski and Michaela Coel, the most refined dressers of this day and age have taken to intentionally cuffing their jeans. Though this was a technique embraced by Jennifer Aniston all those years ago, the effect remains the same, leading to an outfit brimming with visual contrast, thanks to the barely-there two-toned effect.

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Working in fashion means that sartorial inspiration can strike at any notice. This could come in the form of subconsciously soaking up the outfits of your fellow passengers on your commute to work before realising you’re replicating them the next time you're in the office or simply lusting over something you’ve seen on your daily social media scroll. The latter happened to me the other day, when I inadvertently stumbled upon a photo of Cindy Crawford visiting Kaia Gerber on the set of Ryan Murphy’s new ‘80s thriller, The Shards.

Now, I’m not immune to the lure of the iconic off-duty images of Cindy during her ‘90s heyday. There’s something about the effortlessly polished, girl-next-door ease that always pulls me in and wishing for a pair of perfectly taut vintage jeans or an expertly crisp white t-shirt. However, I’d be lying if I said I wasn’t more interested in the personal style of her daughter in all its sleek, slouchily romantic glory. That was until, as I mentioned, coming across this photo of the style muse’s timeless jeans outfit.

The look itself came a few weeks after the supermodel’s 60th birthday, further cementing why I gravitated towards it in the first place, which is that, when it comes to a great outfit, timelessness always wins out over trends. Wearing a pair of bootcut jeans, a satin button-down and a simple leather jacket—a formula she’s been relying on for four decades in a row now—the ensemble proved that investing in classic wardrobe staples that are insusceptible to the passage of time is the best choice one can make.

Indeed, Cindy has been stepping out in similar pieces for years, highlighting that even the upper echelons of fashion are quite strict in sticking to their self-imposed uniform. I might be from a different generation, but there is a lesson to be gleaned in knowing oneself and sticking to the garments that pique my interest.

Of course, it would be remiss to say that I’m not slightly taken by the polish of her sophisticated blouse and the casual elegance of her outerwear, let alone her trademark brunette bombshell blowout, and I doubt I’m alone in that. So, whether you’re looking to emulate her style philosophy or just her style, scroll on for Cindy Crawford’s over-50s jeans outfit that has this mid-20s talking.

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They say a wedding dress is the most important piece of clothing a woman will ever wear. Well, where’s the beauty in that if the style you’ve chosen to walk down the aisle in is far too elegant for everyday settings? For an increasing number of brides, the styles they selected to tie the knot in aren’t floor-grazing or aisle-dragging. Instead, short wedding dresses offer something altogether quite contemporary and unconventional. Indeed, call this their ‘something new’ in the way they’ve bucked convention, but as more couples opt for ceremonies that cater to their own tastes rather than adhere to traditions, it’s unsurprising to see cropped hemlines come to the forefront.

This isn’t just a response to modernity, however. Whilst perpetual brat, Charli XCX, might’ve made the most prolific endorsement for short wedding dresses when she wore Vivienne Westwood’s Nova Cora off-shoulder mini, but it’s not just the Aperol Spritz-adoring pop star who has chosen the unexpected for their big day. In fact, short wedding dresses have a storied history of being worn by prolific women who weren’t afraid to blaze their own trail, whether that be Mia Farrow, Audrey Hepburn, Sharon Tate, Lily Allen or Cindy Crawford. The most famous short wedding dress, however, remains Yoko Ono, who wed John Lennon wearing a pleated thigh-baring dress at the British consulate office in Gibraltar.

These women weren’t dressing to meet expectations. They were dressing with intention, just for themselves,” explains Annelise Sealy, founder of London-based bridal boutique, The Fall. “Choosing a short dress signals that same mindset—fashion-forward, self-assured, and unafraid to stand apart.”

Speaking about the ascent of short wedding dresses, she explains that several factors have contributed to the rise of this style. (And no, I’m not just referring to the length.) “Modern brides are more empowered than ever to make choices that genuinely reflect who they are,” Sealy adds. “Marriage no longer feels like a rigid rite of passage; it’s a personal milestone, so the dress doesn’t need to follow a prescribed formula.”

“I think a short wedding dress carries an inherent sense of confidence,” acknowledging that they put the focus on the woman, not just the gown. “It's the opposite of the prescribed norm, whilst feeling fresh, intentional, and fun. It also offers freedom—both literally and stylistically—as it’s easier to move and enjoy the day without managing layers of fabric or a long train.”

This last point resonates with the way most brides are approaching their ceremonies, too. “Short wedding dresses reflect how weddings themselves have evolved—smaller guest lists, city ceremonies, destination celebrations, and multi-day events,” Sealy continues. “They suit that modern pace and versatility, and lean into a sense of individuality rather than excess.”

As for wearing one well? “It’s definitely all in the details and styling! Sheer layers instantly elevate a shorter length, or you can play with volume by adding a dramatic sleeve or detachable train. A veil, gloves, bold heels, or statement jewellery can transform a short dress into something unmistakably bridal while still feeling fashion forward.”

So, whether you’re seeking something to wear to your civil, a second look moment or are simply wanting to find ‘the one’ in a style that’s more cropped, scroll on to see a fashion writer’s edit of the best short wedding dresses of 2026.

The Best Short Wedding Dresses to Shop in 2026

Why Trust Us

At Who What Wear UK, fashion is our speciality. Our editors have years of industry experience, from reporting on seasonal fashion trends seen at international fashion weeks to working with some of the most recognisable names in fashion. Every item we recommend is carefully selected based on current trends, quality and real-world wearability.

We regularly try on pieces ourselves—everything from best-selling jeans to designer shoes—and speak to external experts and fashion insiders, staying closely connected to what our readers are searching for. Our advice is grounded in expertise, and each and every buy we feature has to meet our exceptional taste standards—so you can feel confident in every recommendation.

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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Why Trust Us?

At Who What Wear UK, fashion is our speciality. Our editors have years of industry experience, from reporting on seasonal fashion trends seen at international fashion weeks to working with some of the most recognisable names in fashion. Every item we recommend is carefully selected based on current trends, quality and real-world wearability.

We regularly try on pieces ourselves—everything from best-selling jeans to designer shoes—and speak to external experts and fashion insiders, staying closely connected to what our readers are searching for. Our advice is grounded in expertise, and each and every buy we feature has to meet our exceptional taste standards—so you can feel confident in every recommendation.

If you could peek inside any fashion editor's shopping basket right now, you're likely to spot a common theme unfolding. Amongst a top-up of white T-shirts and a tank tops, there's a new summer shoe trend that's circulating stylish groups and working it's way into the wardrobes of so many prolific dressers.

Worn most recently by Kaia Gerber, the heeled flip flop trend is emerging as the breakthrough shoe of the season. Featuring a small heel and a sleek strappy finish, the shoe toes the line between smart and casual, offering a fresh summery footwear solution that fashion people have come to adore.

Styling hers with a black mini shift dress, Gerber's look channeled a '90s energy that compliments the shoe trend so well. Accessorising with a sleek shoulder bag and black sunglasses, the model's look felt aptly chic for the Parisian setting.

Enjoying a mother-daughter day out, Cindy Crawford was also spotted in Paris with Gerber. For their outing, the supermodel selected a pair of anti-trend white trainers to complete her relaxed ensemble. Skirting flashy colours and new-season silhouettes, Crawford's choice worked perfectly with her relaxed jumpsuit outfit, whilst providing her with the comfort needed to stroll around the French capital.

Between Gerber's new-season yet potentially timeless-looking micro heels and Crawford's classic kicks, there's no denying that the two possess an eye for excellent shoes. To shop the styles I'm sure would come with both models' stamps of approval, read on to discover our edit of the best heeled flip flops and white trainers below.

SHOP OUR EDIT OF THE BEST HEELED FLIP FLOPS:

SHOP OUR EDIT OF THE BEST WHITE TRAINERS:

As far as mother-daughter duos go, few others can claim such great influence over the fashion industry as Cindy Crawford and Kaia Gerber. With cumulative decades in the industry, both have fronted some of the biggest campaigns out there, and having spent so much time in fashion's inner circle, it's no surprise that the two have honed excellent taste along the way.

However, with a 36-year age gap between them, what is surprising is just how similar their style preferences are. Attending an event in Paris over the weekend, both models opted to wear the same ageless item, selecting chic black dresses for the evening occasion they attended together.

With subtle differences that spoke to their individual tastes, Gerber chose her strappy LBD in a shorter length with an elegant sweetheart neckline. Pairing her black dress with burgundy Gucci slingback shoes, the model kept her outfit minimal and sleek, selecting only a few simple jewels and an elegant watch to complete the look.

Also choosing a sleeveless black dress, Crawford's iteration fell below her knees and included a sophisticated cowl neckline. Accessorising with The Row's Mel Polished Leather Clutch (£1350) and a pair of strappy sandals, Gerber's mother also kept her jewellery to a minimum with a single paper chain necklace and small, gold hoops. With access to endless designer options and countless new-season buys, the fact that they both chose a little black dress speaks to the enduring appeal of this timeless classic. Versatile, flattering and so easy to style, it's a wardrobe staple for a reason.

Read on to shop Kaia Gerber's and Cindy Crawford's black dress outfits, and discover our edit of the best black dresses on the market right now.

SHOP KAIA GERBER'S LOOK:

SHOP CINDY CRAWFORD'S LOOK:

SHOP OUR EDIT OF THE BEST BLACK DRESSES:

When it comes to airport style, I am all about outfits that are comfortable without sacrificing style, and your shoes are the key component for accomplishing this. Heels are a hard no in my book, as well as any other footwear that makes for a complicated run through the security line. This leaves flat shoes like loafers, ankle boots, sneakers and my all-time favourite: ballet flats. While ballet flats truly never go out of style, they are currently at the forefront of shoe trends at the moment.

I know I am not alone in this preference as evidenced by the many stylish celebrities that are spotted traveling in the timeless flat shoe style, whether it's a Mary Jane style or a studded pair. Besides the ease, they instantly elevate even the most basic of outfits. Just don’t forget to pack a pair of socks in your carry-on to save you from a grimy barefoot walk through security. Ahead, check out eight inspiring celebrity airport looks with ballet flats. Plus, shop some of the chicest options out there right now.

1. Elle Fanning in Satin and Leather Ballet Flats

Style Notes: Fanning has a sleek and chic look that's softened with a pair of pink satin ballet flats with leather details.

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2. Ashley Olsen in Two-Tone Flats

Style Notes: Olsen is effortlessly chic in a camel coat, black jeans, and two-tone ballet flats. As one co-founder behind The Row, it's no surprise she knows how to style flats, especially when her brand's own versions always sell out.

3. Jasmine Tookes in Black Ballet Flats

Style Notes: Tookes understands that comfort is key for any flight. Try a matching knitted set for in-flight comfort, and an easy pair of ballet flats for a delicate touch. You can never go wrong with classic black.

4. Kate Bosworth in Neutral Ballet Flats

Style Notes: For an easy, polished feel, try this look from Bosworth—white button-down shirt, cropped jeans, and neutral ballet flats. Flats in subtler tones will go with everything you've packed.

5. Cindy Crawford in Animal Print Flats

Style Notes: This easy-breezy outfit idea from Crawford requires four pieces: a trench coat, white T-shirt, slim jeans, and snakeskin flats. There are plenty of other faux animal print options too if you like this maximalist spin on the shoes.

6. Elsa Hosk in Shiny Flats

Style Notes: Hosk gives a sleek pair of shiny black ballet flats the model treatment with a statement off-the-shoulder top. Whether you prefer patent leather or something subtler, shinier textures always feel like a statement.

7. Michelle Williams in Pointe-Inspired Flats

Style Notes: Williams took the word 'ballet' seriously when it came to her look. She completed her stylish travel outfit with pretty pink ballet flats that are reminiscent of those actually used out on the vinyl dance floor. Opt for square pointe-inspired picks or those with rounded softer edges.

8. Miranda Kerr in Metallic Flats

Style Notes: Kerr is all smiles in a vibrant printed top, slim black jeans, and shiny square-toed flats.

More Stylish Ballet Flats to Shop Now

As one of the world's most instantly recognizable supermodels, you'd be hard-pressed to find someone who doesn't know Cindy Crawford. Between her iconic '90s ad campaigns and her memorable runway appearances, the model is adored and admired the world over.

While many remember Crawford for her much-talked-about 1992 Pepsi commercial, we think the model should be equally lauded for her iconic nineties outfit choices. In fact, many of the looks the model donned all those years ago are so timeless, they are outfits we'd easily wear today. Between the vintage blue jeans, leather blazers, chic minis and slip skirts, Crawford's early nineties wardrobe has proven to be just as on-trend in 2020 as it was three decades ago.

In fact, many of the staples the supermodel relied on back then—such as straight-leg jeans and leather outwear—are hero pieces currently worn by Crawford's model daughter Kaia Gerber. When it comes to models off-duty, it doesn't get much better than this.

Keep scrolling for five outfits Cindy Crawford wore in the nineties that are just as on-trend today.

Style Notes: If this isn't the definition of "effortless chic," I'm not sure what is. Here, Cindy pairs a casual mini with a plain tee for the ultimate easy event ensemble. 

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Style Notes: If this image wasn't time-stamped to the nineties, I would have sworn this was Kaia Gerber. Straight-leg blue jeans and a leather blazer is a foolproof outfit combination Cindy Crawford's daughter, Kaia Gerber, also relies upon regularly. 

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Style Notes: I'm pretty sure I wore this exact outfit over the weekend. That is how timeless it is. A floral slip skirt and crew-neck jumper will never go out of style. 

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Style Notes: Some might think you need supermodel proportions to pull this look off, but actually, a knit maxi dress will appear flattering and elongating on several different figures. 

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Style Notes: You can never go wrong with an all-black ensemble. Crawford adds interest to the look here by playing with texture, opting to pair a silky shirt with jeans. 

Next up, the biggest S/S 20 fashion trends you need to know. 

Cindy Crawford has had a long career—and not once has she been unpopular in fashion circles. Spanning four decades, during the '90s, she was one of the original supermodels (the others were, of course, Naomi Campbell, Christy Turlington, Linda Evangelista, and Tatjana Patitz) and in 1995, she was named as the world's highest-earning model by Forbes.

These days, she cherry-picks the odd magazine cover, brand collaboration or red carpet to grace (often alongside her daughter, Kaia Gerber), but she'll forever be in our good books for her '90s wardrobe, and you can't deny she's dished out some great life advice on body confidence, beauty regimens, style, ageing gracefully and defying the norm over the years. If you're having a bad day or just need a great pick-me-up, we suggest you keep scrolling for our favourite Cindy Crawford quotes.

Next up! The biggest A/W 17 fashion trends you need to know about. 

The resurgence of '90s fashion has resulted in a truly mixed bag of emotions. While the decade can be credited with providing us with now-favoured party dresses and kitten heels, there's also a raft of trends we'd like to keep in the past. Of course, some classic '90s trends have arguably reached timeless status, meaning that despite them originating in the last decade of the 20th Century, they've become even more relevant 30 years on. After reaching out to the rest of the Who What Wear team, we reminisced about all the pieces we used to be so proud to own but can't imagine ever wearing again (see: dungarees) and the celebrity looks we'll happily revisit.

Just when you think all of the forgotten looks from the 1990s will remain in the past, along comes another one. How badly do you want a ridiculously tiny bag right now? Or what about those Kate Moss images you come back to time and again for inspiration for what to wear on a night out? That's not even to mention the iconic '90s airport outfits that will always earn our envy. We've recently rediscovered a love for old-school Sarah Jessica Parker looks—which, yes, are very different from Carrie Bradshaw's—and combat trousers, too. The revivals are coming in thick and fast, people. Thick and fast.

Keep scrolling for our guide to the 37 '90s fashion items, trends and combinations we wore to death and then forgot about—until now.

'90s Fashion: 37 Trends That are Still Relevant in 2026

1. Checked Skirts

Style Notes: Perhaps one of the most iconic fashion moments of the '90s, Dionne and Cher's checked skirts from Clueless have come back around in high-fashion circles. Preppy fashion, you win again.

How to Wear the Checked Skirt Trend in 2026:

2. Silk Shirts

Style Notes: One of the decade's most iconic outfits is this green set worn by Gwyneth Paltrow in Great Expectations. With silky fabrics and a single button fixture, this silhouette is something so many contemporary designers like Paris Georgia and Aya Muse produce for the modern age.

How to Wear the Silk Shirt Trend in 2026:

3. Slip Dresses

Style Notes: Slip dresses will be popular forever and ever, but there's something about the slinky bias cut that feels so right now. Kate Moss has long been an advocate of the simple style, but she was a particularly strong figurehead for it in the '90s.

How to Wear the Slip Dress Trend in 2026:

4. Logo Bags

Style Notes: Cassette tapes are long gone, but Mariah Carey's monogrammed Louis Vuitton rucksack feels as current as ever.

How to Wear the Logo Bag Trend in 2026:

5. Leopard Print

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Style Notes: Be it dresses, coats or a simple trim on a cardigan, leopard print was pervasive in the '90s. From Princess Diana to The Nanny's Fran Fine, the decade really did the pattern with roaring success. It might've had a bit of a dip in the intervening years, but thanks to nostalgic trends like the mob wife aesthetic and the approval of Parisiennes, it's certainly back.

How to Wear the Leopard Print Trend in 2026:

6. Powder Pink

Style Notes: This stunning blush-pink Ralph Lauren red carpet look remains one of the most iconic Oscars dresses of all time. Now, it's back and better than ever with powder pink dominating as one of the decade's most popular hues.

How to Wear the Powder Pink Trend in 2026:

7. Sheer Fabric

Style Notes: Mel B's fashion was one of the group's more outré, which made it all the more iconic. Here, she's pictured at an event in 1998 in her full Scary Spice glory, wearing a dainty sheer slip over a pair of leopard print knickers. This might've caused a stir a few decades ago. Now, there are sheer clothing items, including dresses and tops, in spades.

How to Wear the Sheer Trend in 2026:

8. Velvet

Style Notes: Velvet was the fabric of the '90s, and this Sarah Michelle Gellar look is representative of the slinky styles popular during the decade.

How to Wear the Velvet Trend in 2026:

9. Chain Mail

Style Notes: Elizabeth Hurley will forever be remembered for that safety-pin dress from Versace, but let us not forget this stunning chain-mail number, please. The fabric became popular after Gianni Versace created a more wearable version, and the idea has returned yet again with chain-mail, diamante and mirrored tops popping up all over the high street.

How to Wear the Chain Mail Trend in 2026:

10. Branded Sportswear

Style Notes: If you saw this in Dalston today, you wouldn't bat an eyelid. So many men and women are adopting the sportswear staples of the '90s, especially when they come logo-emblazoned like Whitney Houston's visor. We've currently got our eyes on this Adidas piece below.

How to Wear the Branded Sportswear Trend in 2026:

11. Corsets

Style Notes: If your top wasn't a vest or a corset in the '90s, then you were living in a bubble! SJP was a strong supporter of boned and bodiced bandeaus, wearing them with everything from short suits to fancy red carpet skirts. Now, it feels very Bridgerton.

How to Wear the Corset Trend in 2026:

12. Whimsigoth Style

Style Notes: If you weren't grunge or super polished, you probably spent the '90s trying to imitate Lisa Bonet and her artfully thrown-together NYC artistic look. The mini sunglasses and sneakers still stand up today, and we all know celebs continue to love a "naked" dress.

How to Wear the Whimsigoth Trend in 2026:

13. Gingham

Style Notes: Printed leggings started in the '80s and went well on into the '90s. It's not a look we often reach for these days, but there's no denying that Naomi Campbell pulled it off with ease.

How to Wear the Gingham Trend in 2026:

14. Denim Shorts

Style Notes: Will denim shorts ever die out? Probably not. Here's Halle Berry wearing them in the most '90s ensemble possible: with a black belt, socks with hiking boots, and a crop top.

How to Wear the Denim Shorts Trend in 2026:

15. Micro Bags

Style Notes: Tell us the truth: You want a mini bag again, right? Kate Beckinsale's little fabric bag (and pink skirt) look so right for now. We wonder if she still has the pieces she wore to this film premiere. Also, props to Claire Danes on the very au courant tiger-print top.

How to Wear the Micro Bag Trend in 2026:

16. Strappy Heels

Style Notes: Take a glance over any sandal collection from the current season, and you'll journey back to 1995 when strappy heels were the only option. Here's Jennifer Lopez giving an excellent "business casual" look in hers.

How to Wear the Strappy Heel Trend in 2026:

17. Bucket Hats

Style Notes: Whilst this trend might have started with Liam Gallagher and the Manchester music scene, the likes of Allsaints and Naomi Campbell were seen promoting this look, too. Most recently, the likes of Hailey Bieber, Billie Eilish and Rihanna tried to bring it back again. Opinions are split.

How to Wear the Bucket Hat Trend in 2026:

18. Leather Blazer

Style Notes: The leather jacket'spopularity probably has a lot to do with the fact that The Matrix was such a huge hit—everyone wanted to wear Neo's long leather coat. But because that maxi silhouette isn't exactly practical, it evolved into this shorter form as seen on Winona Ryder and Kate Moss.

How to Wear the Leather Blazer Trend in 2026:

19. Capri Leggings

Style Notes: As modelled here by Victoria Beckham, pedal pushers weren't shorts or trousers and they definitely weren't cropped kick-flares. Also called capri pants, pedal pushers slightly grazed the calf, revealing just a hint of leg while still feeling modest. These were initially filed under "never to wear again," but never say never…

How to Wear the Capri Leggings Trend in 2026:

20. Halterneck Tops

Style Notes: The halterneck and the handkerchief were the official tops of the '90s, and they were always paired with boot-cut jeans (probably from Miss Sixty).

How to Wear the Halterneck Top Trend in 2026:

21. Combat Trousers

Style Notes: Seriously, though, who didn't own a pair of combat trousers or cargo pants? Thanks to Allsaints, these baggy 'dad' trousers actually looked pretty sassy when combined with a crop top. Now, everyone from celebrities to influencers has been seen sporting cargo pants.

How to Wear the Combat Trouser Trend in 2026:

22. Waistcoats

Style Notes: The waistcoat was often worn during the '90s as a piece all by itself rather than as part of a suit. Ideally, it should be worn à la Drew Barrymore with a denim skirt and a bum bag. Today's version is most likely to be worn over a big-collared blouse or simply on it's own.

How to Wear the Waistcoat Trend in 2026:

23. Oval Sunglasses

Style Notes: Kurt Cobain was a style icon for many reasons. His baggy cardigans and love for the general grunge look inspired a whole generation of fashion. We still love the extra-large oval sunglasses he wore on the red carpet for the MTV Video Music Awards in 1993. While they've just started to come back into fashion, we'd forgotten about them for so long.

How to Wear the Oval Sunglasses Trend in 2026:

24. Tube Tops

Style Notes: Trust Liv Tyler to really remind us of our youth. The strapless bandeau top was a must for any '90s wardrobe. Preferably accessorised with an oversized necklace, which you can find at contemporary brands like Heaven Mayhem.

How to Wear the Tube Top Trend in 2026:

25. Beanies

Style Notes: There are many reasons to love the Gwyneth-and-Brad era. For starters, they always managed to do the stylish celebrity couple thing without appearing to try hard. But they also did casual dressing like no one else.

How to Wear the Beanie Trend in 2026:

26. Goth

Style Notes: Thanks to The Craft, there wasn't a group of friends in the '90s that didn't try the "light as a feather, stiff as a board" game. (If you know, you know.) But trying out spells isn't the only thing this goth movie inspired—it also impacted our wardrobes. Cue lots of layered pendant necklaces and black belts.

How to Wear the Goth Trend in 2026:

27. Plaid Shirts

Style Notes: Plaid, flannel and checked shirts were a real grunge '90s vibe, but they didn't just belong to the likes of Kurt Cobain or the grunge set. In fact, Marc Jacobs tried to bring this style into high fashion spheres with the spring/summer 1993 collection for Perry Ellis. Doing so might've gotten him fired, fashion critics called his designs "anathema to fashion" after all, but the impact still remains.

How to Wear the Plaid Shirt Trend in 2026:

28. Little Black Dress

Style Notes: Sure, the LBD hasn't exactly disappeared, but in the '90s, it was all about the super-short and sassy version. No one did it better than Jennifer Aniston's Rachel from Friends.

How to Wear the LBD Trend in 2026:

29. Rolled Brim Hats

Style Notes: The '90s were an excellent decade for hats. On one end of the spectrum, we had outlandish styles like the fairy floss-coloured fur hat worn by Pamela Anderson to the 1999 VMAs, while on the other, we had the more wearable styles like the rolled brim hat modelled here by Claudia Schiffer. Sure, her version might be equally lavish, considering it's made of a lilac Chanel tweed, but it's nonetheless synonymous with the headpieces throughout the decade.

How to Wear the Rolled Brim Hat Trend in 2026:

30. Dungarees

Style Notes: Oversized denim dungarees were hugely popular amongst hip-hop stars in the early '90s, and it wasn't long before everyone from TLC to Dawson's Creek's Joey Potter had a pair, too.

How to Wear the Dungarees Trend in 2026:

31. Bum Bags

Style Notes: After '80s fashion gifted us with bright acid hues, '90s style icons like Goldie Hawn and Drew Barrymore gave the look an altogether cooler vibe with black leather bum bags slung around high-waisted jeans.

How to Wear the Bumbag Trend in 2026:

32. Babydoll Dresses

Style Notes: Ahh, the baby-doll dress. They were mainly considered lingerie, and it wasn't until Emma Bunton aka Baby Spice started wearing them as eveningwear that they became such a trend.

How to Wear the Babydoll Dress Trend in 2026:

33. Tinted Lenses

Style Notes: Tinted sunglasses may be popular Instagram fare amongst the likes of Gigi and Bella Hadid, but has anyone really worn them better than fashion's original sister duo Mary-Kate and Ashley Olsen?

How to Wear the Tinted Lens Trend in 2026:

34. Tie Dye

Style Notes: If you didn't have a tie-dye T-shirt like the original Destiny's Child lineup, were you really living through the '90s? These were truly everywhere, with even grunge icons like Kurt Cobain getting involved.

How to Wear the Tie-Dye Trend in 2026:

35. Floral Dresses

Style Notes: Pamela Anderson's bombshell era delivered many memorable '90s fashion moments, from her leather looks while promoting 1996's Barb Wire at the Cannes Film Festival to her iconic fluffy pink hat from the 1996 MTV VMAs. Yet, we think this sweet floral dress is the bigger encapsulation of a '90s fashion trend that's made a comeback, with brands from Reformation to Réalisation Par making modern versions of the silhouette.

How to Wear the Floral Dress Trend in 2026:

36. Mary Janes

Style Notes: Sofia Coppola's distinct aesthetic has been cemented on film since her 1999 directorial debut. But even as a teenager, the 'nepo baby' still had an inimitable taste. We love this true minimalist look, with a cardigan, baby doll dress and raised Mary Janes unsung style staples of the decade.

How to Wear the Mary Janes Trend in 2026:

37. Straight-Leg Jeans

Style Notes: When you fish a pair of vintage Levi's 501s out of a second-hand shop, one of the first things you'll notice is how structured the pair is. This is most likely due to the fact that well-made and heavy-duty straight-leg jeans were all the rage in the '90s. Even supermodels like Cindy Crawford weren't immune to the style's appeal, as pictured here strolling through LAX in 1991.

How to Wear the Straight-Leg Jeans Trend in 2026:

Want to know how to pose like Cindy Crawford in a bikini? Easy, give the supermodel’s Instagram account a few scrolls, and you’ll come across the below video of her providing step-by-step tips on how to pose in a swimsuit to look your best. Thanks to her #MTVMondays series, we can relive the clip that originally aired in the early ’90s when Crawford was the host of MTV’s House of Style. We suggest giving the hashtag a scroll because the throwback footage will give you all the old-school ’90s feels.

But for now, scroll down to learn Cindy Crawford’s three-step trick to perfecting the bikini pose.

Up next, what fashion brides wore to their own weddings.

Cindy Crawford is one in a handful of women who can legitimately call themselves a supermodel—heck, she and her peers started the fashion phenomenon. While we'll never tire of her catwalk photos with her fellow OGs (including Naomi, Claudia, Linda and Christy), her '90s off-duty style is also worth revisiting. Twenty years ago, Cindy still relied on the same signatures as she does now—denim, tailored jackets and little black dresses. The shoulder pads were a little bigger, and the hair had noticeably more mousse, but she is proof that a signature style with just a few small tweaks can look chic for decades.

In 2017, it's fair to say there's plenty of attention surrounding Cindy's 15-year-old daughter's burgeoning modelling career (and ridiculously chic teenage wardrobe), but we'll always have big love for the glamazon who initiated our current interest in supers and their personal style. Scroll through below to see 10 of our favourite vintage Cindy Crawford looks—be warned it might result in you purchasing some mom jeans.

Style Notes: Cindy Crawford almost always wears a black dress on the red carpet, and at the MTV Video Music Awards in 1993, she wore a black sheer slip dress with an embellished bodice and a spotted tulle overlay with a gothic cross pendant falling on her waist.

Style Notes: Rather than the jeans and T-shirts supermodel style in the '90s was all about, Cindy often opted for the more high-octane formula of shoulder pads, hair spray and red lipstick.

Style Notes: At a Revlon event in 1992, Claudia Schiffer and Cindy Crawford wore oversize white shirts with red preppy jumpers looped around their waists and shoulders. Something we'd like to do today.

Style Notes: Celebrity airport style might seem like a recent phenomenon, but we love this relaxed navy suit and matching horsebit loafer combo Cindy wore to Los Angeles International Airport back in 1992. Navy suits are such a Cindy signature that she even wore an Armani one to her wedding to Richard Gere.

Style Notes: Vinyl leather might be so 2017, but Cindy did it the first time around in her oversize patent-leather jacket and black miniskirt.

Related: Kate Moss's '90s Outfits That Look Just as Cool Today

Style Notes: The denim shorts, tie-front white shirt and silver hoop earrings Cindy Crawford wore in her iconic Super Bowl Pepsi advert in 1992 is arguably her most iconic look. Cindy has since explained that a pair of jeans were customised on set and cut into a pair of hot pants.

Style Notes: We love this all-American look, with a classic college varsity jacket, a miniskirt and the perfect blow-dry. From the motif tee to the bomber jacket and semi-opaque tights, this has many current reference points.

Style Notes: You know by now that Cindy loved shoulder pads in the early '90s, and this belted little black dress with a boxy tuxedo jacket she wore to promote her calendar in 1990 is a classic look, despite the epoch-defining silhouette.

Style Notes: This outfit from 1993 is a look we'd like to wear to travel in on any given day: Mom jeans with a black roll-neck and a smart blazer is a tried-and-tested ensemble.

Style Notes: This has to be Crawford's most glamorous look. At an event in New York in 1990, she wore a red body-con dress to match her signature lipstick with diamonds, diamonds and more diamonds.

For more supermodel style, see Kate Moss's looks from the '90s that still work today.

Celebrities, they’re just like us! They, too, revel in the fun that is dressing up for Halloween, and each year the costumes seem to get more extravagant. From the downright creative (Katy Perry as Jane from Daria) to over-the-top glamour (we’re looking at you, Heidi Klum), we present our favourite famous trick-or-treaters.

WHO: Lauren Conrad

WHAT: This adorable Minnie Mouse costume has us hoping the designer actually made her matching dress and bow. 

WHO: Chrissy Teigen

WHAT: The model’s hilarious interpretation of Toddlers & Tiaras­ earns her the covetable title of Ultimate Grand Supreme. 

WHO: Cindy Crawford

WHAT: The supermodel’s version of guitarist Slash is so good it had us doing a double-take. 

WHO: Iggy Azalea

WHAT: Azalea’s high-fashion Cruella De Vil, complete with an actual dalmatian, is spot-on.

Related: 13 It Girl–Approved Halloween Costumes

WHO: Gwen Stefani

WHAT: Once upon a time in Los Angeles, Stefani dressed up as Cinderella with the chicest accessories we’d ever seen. 

WHO: Julianne Hough

WHAT: Hough is a spitting image of beret-clad Bonnie of the outlaw duo Bonnie and Clyde. 

WHO: Rosie Huntington-Whiteley

WHAT: It’s hard to tell exactly what Huntington-Whiteley was going for here, but we give her major props for the flower crown and furry jacket. 

WHO: Paris Hilton

WHAT: The only thing missing from Hilton’s Miley Cyrus MTV VMA costume is the giant foam finger.

WHO: Kim Kardashian

WHAT: Kardashian made a big splash in her mermaid costume at the Midori Halloween party. 

WHO: Katy Perry

WHAT: Is there anything more genius than Perry’s throwback to MTV’s Daria? The answer is no.

WHO: Heidi Klum

WHAT: It’s difficult to pick a favourite Klum Halloween costume, but last year’s Cleopatra might just take the cake. 

WHO: Molly Sims

WHAT: We wonder what part of Sims’ Chiquita Banana number came first: the fruit headwrap or the polka-dot mermaid dress?

WHO: Alessandra Ambrosio

WHAT: No detail was too small for Ambrosio’s sexy Queen of Hearts costume. 

WHO: Ashley Madekwe

WHAT: And the best fashion costume goes to Madekwe for playing Karl Lagerfeld’s cat Choupette.

WHO: Lindsay Ellingson

WHAT: The Victoria Secret model is electrifying as Sandy from Grease.

Which celebrity costume is your favourite? Tell us below!