The most iconic celebrity couple fashion moments ever

Twin flames


By Buro Malaysia

Images courtesy of Getty Images, Style du Monde, Sony Music Entertainment, and @hyunah_aa on Instagram
The most iconic celebrity couple fashion moments ever

From Beyonce and Jay-Z to Rihanna and A$AP Rocky, we look through some of the most unforgettable celebrity couple style moments in celebration of Valentine’s Day.

Coordinating your look with your lover was the pinnacle of the nineties-turn-noughties red carpets, with famously-in-love stars—from perfect popstar pair Britney Spears and Justin Timberlake to Victoria and David Beckham—appearing in public wearing almost identically decked-out ensembles both on and off the red carpet. Enter 2023, and it’s back and better than ever.

Over recent years, we saw a new bout of power couple imagery as the world’s most recognisable couples linked their love to their style. Take Megan Fox and MGK’s edgy glamour or Rihanna and A$AP Rocky’s fashion-forward ensembles, for example. When done right, a shared aesthetic not only cultivates an opportunity to put the fun back into fashion, but also demonstrates a visual connection between two people (#couplegoals) and makes for pretty iconic fashion moments. After all, what’s better than a good ‘fit? Two good ‘fits, of course! And with Valentine’s coming up, coordinating with your other half is simply a must. That said, if you’re looking for some style inspo, we’ve got you sorted.

Read on to find your perfect V-Day couple getup as we look back at some of the most iconic celebrity couple fashion moments of all time, in no particular order.


Double denim, forever and always

Who could ever forget Britney and Justin’s iconic double denim moment? It’s been more than two whole decades since Britney Spears and then-boyfriend, Justin Timberlake rocked the 2001 American Music Awards in a denim-formal ensemble, with Spears in a floor-length full jean strapless dress complete with a diamond chocker, low-slung chain belt and glittering cuffs. Her partner-in-crime came along for the ride in a full denim tux, accessorised with sunglasses and a denim cowboy hat. An epitome of Y2K couple-wear, the look continues to inspire countless more couple ‘fits (see Ye and Julia Fox’s recent red carpet debut at Paris Fashion Week) and Halloween inspiration until today.



Bennifer from the block

In 2021, rumours sizzled that iconic noughties couple Ben Affleck and Jennifer Lopez were back together 17 years after they ended their engagement. While Bennifer 2.0 looks to be going strong, we can’t forget the power couple outfits they had in their prime during the early 2000s—their casual attire stood out and can be best epitomised as the quintessential Bennifer style. Here, they take a stroll in Vancouver in 2003, matching in white; her low-rise bell-bottoms, ring hoops and chunky heels moving in tandem with his slightly dishevelled white and cream ‘fit, complete with a Red Sox cap and cigarette in tow.



Seeing double

Undoubtedly one of the most iconic Hollywood power couples who ruled the 2000s, Brad Pitt and Angelina Jolie’s red carpet looks were just as captivating as their relationship. In particular, their coordination at the 2014 BAFTAs was one to remember—where the now-divorced Mr & Mrs Smith stars stunned in matching tuxedos (choices that landed them on many “Best Dressed” lists that year). Jolie dressed head-to-toe in a casual Yves Saint Laurent suit, while Pitt opted for a classic Valentino attire.



Fashion killas

There are few couples who dress as well as Rihanna and A$AP Rocky. From their designer couple ensemble in the rapper’s Fashion Killa music video (directed by none other than the late Virgil Abloh) to their appearance together at the 2021 Met Gala, the pair basically showed that they give a masterclass in style anytime they step out. With a child now in the picture (and a second baby on the way!), they have stepped up their style game—best exemplified in Rihanna’s pregnancy announcement portraits released in January 2022. Taken paparazzi-style, the occasion was marked by Rihanna in a jewel-draped vintage Chanel puffer from Karl Lagerfeld’s AW96 collection over ripped jeans that were spliced over stilettos. Meanwhile, A$AP Rocky donned leather trousers from one of London’s brightest emerging talents, Maximilian, with a Carhatt denim jacket over a hooded varsity sweater.



All leathered up

Another couple who paved the way for duo dressing in the ’90s was none other than the Beckhams, who are very much still the sartorial definition of couple goals. No one knew how iconic a Spice Girl and pro soccer player’s relationship could be! Though their complementing style has taken on a much more subtle (and matured) approach in recent years, everyone remembers this so-bad-it-was-good (or was it?) fashion moment during the Versace Jeans Couture party in 1999. The pair pulled out all the stops and attended the event in matching moto leather ensembles over white tops. That very same year, The Matrix was released.



A joint slay for the history books

When the reigning power couple of R&B got together in the early 2000s, we all knew that the duo was about to deliver some of the greatest musical and fashion moments that will take the world by storm—and they surely did! As kings and queens do, the Carters are always dressed in the most luxurious ensembles in ways that perfectly complement each other’s looks. One of their many memorable fashion moments is none other than the Apesh*t music video, which was not only a historic bop, but also a fashion feast that was nothing short of iconic.



1 + 1 = 1

The world of K-pop may be well-versed with the art of coordination, but when it comes to couple style, no pair is more forthcoming (or daring) than HyunA and Dawn. The duo has gone through a lot together, from going public in an industry where stars are often forbidden from dating to releasing their joint EP last year—not forgetting getting engaged then calling it off last November, then allegedly getting back together not long after. Over the years, they’ve shared plenty of couple photos and getups together that show how well they can pull off just about any outfit—no matter how eccentric or over-the-top, from wearing matching Marine Serre bodysuits and whimsical designer ‘fits with furry friends to a classic bridal-inspired photo op complete with blonde locks and blue contacts.



Mr. and Mrs. Spidey

Of course, we can’t miss Zendaya and Tom Holland at the premier of Spider-Man: No Way Home in 2021. That particular red-carpet moment sparked speculations of the two dating as they seemed adorably close together, only for the lovebirds to confirm their relationship on Instagram not long after and sent millions of fans into a frenzy. That said, their spidey-themed coordinated ensembles alone was a moment to remember, with Zendaya looking as gorgeous as ever in a custom spider web dress by Valentino. Standing next to her, Holland was dressed in a custom satin Prada suit that complemented his partner’s show-stopping outfit with its rich chocolate hue.



Dripped out 24/7

Arguably one of the most underrated celebrity couple style icons, Cardi B and Offset surely know how to make a fashion statement on and off the red carpet. Most recently, at the 2023 Grammys, Cardi B dominated the red carpet with a striking blue Gaurav Gupta gown fresh off the Couture ’23 runway, while her consort complemented her look in a black and white tuxedo with pearl details. Later that night, the WAP rapper upped the ante with an outfit change, honouring the late Paco Rabanne with the designer’s dazzling chainmail gown and matching headpiece—she left no crumbs! 



A match made in fashion heaven

Dubbed as GQ’s most important menswear couple of 2022, the ever-iconic fashion icon Bella Hadid and her art director boyfriend, Marc Kalman, has never been seen out with bad style. Hadid has single-handedly carried and set some of the biggest fashion trends in recent years, paired with her supportive lover, who consistently matches her energy with coordinating colour palettes and aesthetics. Without fail, every time the lovebirds make a public appearance, their outfits will most certainly swarm our social media feeds as fashion enthusiasts gush over their immaculate style that we simply must take notes from.



Pretty in pop-punk

No stranger to PDA, Megan Fox and Machine Gun Kelly (who are now allegedly separated as of writing this) have been pretty open about their ooky-spooky love (who can forget that GQ couple quiz) and have also found themselves in sartorial matrimony that can best be described as an edged up mix of pop-punk glamour (or “Sunset Strip rock’n’roll glamour“, as GQ called it). No moment was as striking as their red carpet appearance during the 2021 VMAs, when Fox wore a custom Mugler dress, made up of mesh covered in iridescent threads that subtly matched the metallic glittering panels of MGK’s red Dolce & Gabbana suit.



A pair in plaid

Since making their relationship official in 2019, Game of Thrones star Maisie Williams and designer Reuben Selby have set themselves apart as a couple that fully embraces gender-fluid fashion through highly-coordinated outfits—mostly notably, their twinning sets on the front rows of fashion week. Though this Dior trench coat moment comes close, their plaid looks at Thom Browne’s Spring/Summer 2020 show tops it, thanks to their matching pink shadow and one-sided four-band socks—a Thom Browne signature.





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