Celebrities That Awkwardly Wore The Same Outfits On The Red Carpet

Sometimes a celebrity couple is so inseparable, they will go as far as dressing alike, even if it's on a red carpet. Remember when former lovers Britney Spears and Justin Timberlake arrived at the 2001 American Music Awards in matching denim-on-denim outfits, sparking everlasting horror and hilarity? Even nearly 20 years later, the Palmer actor reflected on the moment with regret and disbelief, and yet, those matching outfits remain one of the most talked about red carpet moments. Another memorable matching moment happened during the 1998 MTV Music Awards, when musical divas Mariah Carey and Whitney Houston presented in the same brown dress. While it was all for fun, their "one-of-a-kind" dress proved to be anything but.  

Coordinating matching fashion looks may be an adorable gesture by celeb couples and Hollywood's leading ladies, but when it's unplanned, it just feels like one big fashion faux pas. There have been several celebrities who have fallen victim to awkwardly wearing the same outfit as another star on a red carpet, and it has resulted in a fashion face-off of who wore it best? 

If you're listing off Jennifer Lopez's best fashion moments, you don't leave off the green jungle Versace dress she wore at the 43rd Grammy Awards in 2000, when she was nominated for her hit dance track, "Let's Get Loud." It was an iconic moment for J.Lo, who had just broken out in both music and film (she was shooting the rom-com The Wedding Planner with Matthew McConaughey at the time, too). The Versace dress, which featured a deep V-neck, exposing her chest all the way down to her belly button would be known as "The Dress," as Harper's Bazaar shared, and she wore it again to close the Versace show in Milan in 2019, in a moment Vanity Fair said "broke the internet." 

Lopez will forever own "the dress," but the multi-talent was not the first one to wear the revealing gown. In fact, when it made its debut at Donatella Versace's Spring/Summer 2000 collection in October, the designer herself was photographed wearing it two months later, according to Biography. However, actor Sandra Bullock would be one of the first leading ladies in Hollywood to wear the dress, but in a red/orange version, according to R Online. Bullock wore the dress to the 1999 Vogue Fashion Awards, and it definitely was one of her most provocative styles to date. Unfortunately, she did not receive the same attention in it as Lopez would. 

Royal in-laws Kate Middleton and Meghan Markle have a lot in common, and it appeared that the Duchess of Cambridge took a page out of her sister-in-law's style book when she arrived at a Kensington Palace gala in 2017 wearing the same Diane von Furstenberg lace dress that the Duchess of Sussex wore back in 2012, as People reported. Middleton's black "Zarita" floor-length dress featured three-quarter length lace sleeves with a scalloped neckline, and lace throughout. However, as Kate Middleton Style Blog notes, she wore the dress a total of four times, (woo-hoo to making sustainable choices), with her first sighting in the lace number back in 2014. 

Fans may have been in awe of the royal in her lace gown, but Markle had worn the dress on a red carpet two years prior, but a few lengths shorter, exposing her toned legs, and in a navy color, according to Harper's Bazaar. And, unlike Middleton, who seems to be a huge fan of the dress, Markle admitted to Glamour that it was a fashion moment she wished she could change. "It was too tight, too short, and my hair was too polished, and everything about it was trying too hard," Markle revealed. 

It's very unlikely that a female star and a male actor find themselves wearing the same thing on a red carpet, but that's what happened to Euphoria's Zendaya and Black Panther's Michael B. Jordan when they awkwardly wore the same gray suit at two different events, according to Insider. In 2019, both Hollywood stars wore a Berluti suit, complete with a jacket, pants, dress shirt, and silver tie. However, Jordan was spotted wearing it first, at the Vanity Fair Oscar Party, while Zendaya wore the suit paired with high heels to the Harper's Bazaar Icons party during New York Fashion Week a few months later.  

But, the question on everyone's mind was — who wore it best? Teen Vogue reported that social media users answered that question across multiple platforms with a resounding vote for Zendaya. To his credit, however, Jordan graciously commented on The Shade Room's post (via Insider), writing, "@zendaya hands down no contest," along with a smiley face emoji. 

It was a fashion showdown during the Vanity Fair Oscar Party in 2015 when singer Rita Ora and model Irina Shayk stepped on the red carpet in almost identical sheer dresses. While both the stars' dresses were made by different designers — Ora wore a design by Donna Karan while Shayk went with an Atelier Versace number, both stars' nearly naked gowns looked indistinguishable. 

Both women left little to the imagination as they posed for photos in their revealing designs. Ora and Shayk's dresses both featured cutaways close to their unmentionables, with missing material replaced by a sheer fabric in Ora's design, while Shayk's featured a dotted "catsuit," as the DailyMail described it. According to HuffPost, Ora and Shayk weren't the only ones baring it all that night. Stars including Jennifer Lopez, Heidi Klum, and even Jane Fonda, also arrived in sheer outfits. 

Freaky Friday actor Jamie Lee Curtis appeared to be actor Timothée Chalamet's muse before he stepped out on the red carpet for the premiere of Beautiful Boy. Even more coincidental than the strikingly similar monochromatic suits was the fact that the two wore them to two different events on the same day, as Page Six reported. Earlier that day, Curtis was photographed arriving to Good Morning America in New York City, wearing a red suit with a matching red top and heels, and the same day, Chalamet wore the nearly identical suit in Beverly Hills.

However, as The Cut pointed out, while the stars' outfits appeared the same, even down to the red shirts they wore under their monochromatic suits, they were made by different designers. Chalamet's red suit "was designed by Virgil Abloh for the designer's spring 2019 debut at Louis Vuitton men's," while it was later revealed by Curtis herself that she wore an Alexander McQueen suit, as she mentioned on Twitter. Though almost exact, the stars accessorized very differently, with the Halloween actor opting for red velvet heels while Chalamet kept it casual with white sneakers, per Vanity Fair. Still, it's amazing how these two looks would be put together on the same day. 

How do two famous stars end up wearing the same exact suit in different parts of the world, on the same day? Well, the chances are very slim, but it did happen to JoBro Nick Jonas and The Big Sick actor Kumail Nanjiani, who both wore the same "navy window pane Dzhon suit from Musika Frére" in 2017, per ET. Nanjiani wore the whopping $2,895 suit to SFFILM's 60th Anniversary Awards Night in San Francisco, while Jonas wore the same designer suit thousands of miles away, at the Jumanji: Welcome to the Jungle premiere, in Paris, France, according to Insider. 

While both of the men looked dapper in their suits, the only difference seemed to be their choice of shoes, as Insider pointed out, with Nanjiani opting for brown and Jonas wearing black. Jonas also buttoned his suit while Nanjiani rocked a more relaxed, unbuttoned look. 

The Kardashian/Jenner sisters are always on top of the latest trends, so it wasn't surprising when matriarch Kris Jenner appeared to have raided one of her daughter's massive closets to find something to wear to a red carpet event. Jenner stepped out in a beautiful red lace Valentino dress for the E! 2013 Upfront event and shined on the red carpet with matching red lipstick and red pointed heels, as Us Weekly reported. The only issue was, fans had seen this dress on another Kardashian just several months before. 

As the tab reported, KKW Beauty mogul Kim Kardashian West had worn the $3,690 Valentino dress almost a year prior at a London event for her True Reflection fragrance. However, unlike her mom, Kardashian chose to accessorize with strappy lace-up sandals. Vogue reported that Kardashian has admitted that she's borrowed clothes from her younger sisters, so it seems like her mom was off the hook. In an Instagram post, the Skims designer shared a photo of herself in a sleek tight-fitting white dress, with the caption, "Old fitting pics.I borrowed this dress from Kylie, sorry Ky. I will return it soon lol." 

Anna Kendrick wowed everyone when she walked the red carpet in an unexpected backless mini leopard dress for the premiere of Pitch Perfect 3 in 2017. With her hair flipped over to one side, it was a new look for the star, who is typically not known to wear such bold looks. RCFA reported that the actor paired the dress with "Giuseppe Zanotti over-the-knee boots." 

Kendrick stole the show during her movie premiere, but fashionistas remembered another actor that wore this daring dress years before. Kate Bosworth donned the same dress in July 2006, taking it straight off the Gucci Fall 2006 runway (via RCFA), and wearing it to the Superman Returns premiere in London, according to Insider. Unlike Kendrick, the blonde beauty wore black Louboutins on her feet, and the mini dress appeared to cover the star's backside by just a couple of more inches. 

One of the biggest nights of a Hollywood actor's career is the prestigious Academy Awards, and every year, celebrities arrive dressed to the nines. While A-list men wear their best tuxedos, it's the women who get the majority of the attention, arriving on the red carpet in their dazzling one-of-a-kind gowns. However, what happens when two big-named stars arrive wearing nearly identical dresses? It would seem that someone would definitely be in trouble. 

According to Bustle, Tina Fey and Reese Witherspoon arrived on the 2016 Oscars red carpet "totally twinning" in their "strikingly similar royal purple, strapless gowns." Fey and Witherspoon must have done a double take when they spotted each other across the carpet, but upon closer inspection, these leading ladies of Hollywood wore two different dresses. According to HuffPost, the 30 Rock actor wore a Versace gown and paired it with a dazzling sapphire diamond necklace with her hair in an updo, while the Big Little Lies star wore Oscar de la Renta, keeping her neck bare, but adding diamond earrings, and statement cuffs, with her hair flowing down behind her shoulders. 

It's every woman's worst nightmare to show up at an event wearing the same exact thing as someone else, but instead of making a fuss about it, models Emily Ratajkowski and Sara Sampaio embraced their fashion faux pas, according to the Daily Mail. The beautiful women were both able to laugh off their same dress fiasco after spotting one another on the red carpet at the Sports Illustrated 2015 Swimsuit Takes Over The Schermerhorn Symphony Center bash. After all, you don't pose together if you're both mortified, right? DailyMail reported that the ladies both wore a Cushnie et Ochs cutout dress, except the Gone Girl star decided to shorten the hem on the dress so that it sat above her knees and appeared to have had it tailored to perfectly fit her figure. 

Sampaio, on the other hand, accessorized her look with statement earrings and black heels, and wore her hair in a low ponytail, while Ratajkowski opted for nude heels and her hair simple and straight. This awkward moment had many fans asking the daring question, "who wore it best?" However, both women sizzled in their orange numbers, making it hard to debate this one.