Celebrities' Biggest Red Carpet Regrets: See the Photos

Mar. 15, 2025

Photo:Jamie McCarthy/Getty; Mark Cuthbert/UK Press via Getty; Frederick M. Brown/Getty

Jamie McCarthy/Getty; Mark Cuthbert/UK Press via Getty; Frederick M. Brown/Getty

Celebrities have tons of opportunities to make an impression on the red carpet, and while sometimes they deliver a true showstopper, the truth is, not every single outfit can be a winner. Whether they were just starting out in the careers and didn’t have access to the pro styling teams they’d later work with, or whether they tried to take a risk and it didn’t quite pay off, some of the most stylish celebrities on the planet — including Gwyneth Paltrow, Rihanna and Emma Watson — all have at least one look they’d love to erase from fashion history.Read on to see the beauty blunders, silly styling and overall head-to-toe outfits that these stars regret.

Celebrities have tons of opportunities to make an impression on the red carpet, and while sometimes they deliver a true showstopper, the truth is, not every single outfit can be a winner. Whether they were just starting out in the careers and didn’t have access to the pro styling teams they’d later work with, or whether they tried to take a risk and it didn’t quite pay off, some of the most stylish celebrities on the planet — including Gwyneth Paltrow, Rihanna and Emma Watson — all have at least one look they’d love to erase from fashion history.

Read on to see the beauty blunders, silly styling and overall head-to-toe outfits that these stars regret.

01of 20Tyra BanksSteve Granitz/WireImageThe lavender look Tyra Banks wore to the 2000 Oscars stands out to the supermodel as a highlight on her “long” list of fashion regrets.“I went to Vera Wang for her to dress me, and she suggested this really beautiful deep blue dress,“Banks recalled toHarper’s Bazaar. “I was like, Vera Wang, I don’t want to blend in, I want to stand out! So I chose purple! Lavender! And … I saw her face, but she was like, Okay, you’re the supermodel.“The verdict: “Hot mess. Vera Wang, you were right. That ‘Little Bo Peep Has Lost Her Sheep’ dress that I wore to the Academy Awards was a hot mess, and to this day, I apologize and bow down to you. It should have been navy.”

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Tyra Banks

Steve Granitz/WireImage

The lavender look Tyra Banks wore to the 2000 Oscars stands out to the supermodel as a highlight on her “long” list of fashion regrets.

“I went to Vera Wang for her to dress me, and she suggested this really beautiful deep blue dress,“Banks recalled toHarper’s Bazaar. “I was like, Vera Wang, I don’t want to blend in, I want to stand out! So I chose purple! Lavender! And … I saw her face, but she was like, Okay, you’re the supermodel.”

The verdict: “Hot mess. Vera Wang, you were right. That ‘Little Bo Peep Has Lost Her Sheep’ dress that I wore to the Academy Awards was a hot mess, and to this day, I apologize and bow down to you. It should have been navy.”

02of 20RihannaRihanna.Jamie McCarthy/GettyIt turns out evenRihannasometimes regrets her outfit choices. The singer toldVoguein April 2024 she initially loved the oversized brown suit she wore to the 69th Annual Parsons Benefit in New York back in 2017 but quickly wished she had worn something else.“It was a brown tan suit that we all loved so much, but the day we put it on I was like, ‘Mmm, it’s giving UPS driver,’ and that is not cute. Not for the red carpet anyways,” she said.

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Rihanna

Rihanna.Jamie McCarthy/Getty

Jamie McCarthy/Getty

It turns out evenRihannasometimes regrets her outfit choices. The singer toldVoguein April 2024 she initially loved the oversized brown suit she wore to the 69th Annual Parsons Benefit in New York back in 2017 but quickly wished she had worn something else.

“It was a brown tan suit that we all loved so much, but the day we put it on I was like, ‘Mmm, it’s giving UPS driver,’ and that is not cute. Not for the red carpet anyways,” she said.

03of 20Emma RobertsEmma Roberts.Steve Granitz/WireImageEmma Robertsstarted acting at a young age and said she regrets some of her early red carpet looks. The young actress wore camo print pants, a black tank top and a purse made out of tires to the 2001 red carpet for her filmBlow.“I styled myself for the premiere of the first movie I did,” she told PEOPLE in 2024. “My mom allowed me to pick out my outfit: camouflage capri flare pants and clogs with leopard fur inside. I thought I was the coolest 10-year-old in the world.”

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Emma Roberts

Emma Roberts.Steve Granitz/WireImage

Emma Robertsstarted acting at a young age and said she regrets some of her early red carpet looks. The young actress wore camo print pants, a black tank top and a purse made out of tires to the 2001 red carpet for her filmBlow.

“I styled myself for the premiere of the first movie I did,” she told PEOPLE in 2024. “My mom allowed me to pick out my outfit: camouflage capri flare pants and clogs with leopard fur inside. I thought I was the coolest 10-year-old in the world.”

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Emma Watson

Emma Watson.Mark Cuthbert/UK Press via Getty

Emma Watsonattended her first movie premiere in 2001 forHarry Potter and the Philosopher’s Stonein a long gray dress and a cute black boa. 16 years later, the actress commented on the outfit choice onThe Ellen DeGeneres Showin 2017.

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Kaley Cuoco

Dan MacMedan/WireImage

06of 20Eva LongoriaEva Longoria.Barry King/WireImageEva Longoriaattended theTomb Raiderpremiere in 2001 in a brown leather ensemble and toldHealthin 2017 it was her worst red carpet look. “It was very appropriate forTomb Raider, but it was almost like I was going to a theme party,” she said.“It’s like a time capsule, and there is a decade of me just showing my stomach. Like, ‘OK, Eva, can you stop wearing a crop top? Must you wear a crop top on every red carpet you go to?'” she joked.

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Eva Longoria

Eva Longoria.Barry King/WireImage

Eva Longoriaattended theTomb Raiderpremiere in 2001 in a brown leather ensemble and toldHealthin 2017 it was her worst red carpet look. “It was very appropriate forTomb Raider, but it was almost like I was going to a theme party,” she said.

“It’s like a time capsule, and there is a decade of me just showing my stomach. Like, ‘OK, Eva, can you stop wearing a crop top? Must you wear a crop top on every red carpet you go to?'” she joked.

07of 20Robert PattinsonDave M. Benett/GettyIf he could wave a magic wand and make one of his red carpet looks disappear, Robert Pattinson would choose this one, no question.“I was wearing leather trousers with these cowboy boots and a velvet jacket. I mean, it literally looked like a kid had gone into a dressing-up box,” Pattinson toldGQof the outfit he picked for the 200 5premiere ofHarry Potter and the Goblet of Fire.

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Robert Pattinson

Dave M. Benett/Getty

If he could wave a magic wand and make one of his red carpet looks disappear, Robert Pattinson would choose this one, no question.

“I was wearing leather trousers with these cowboy boots and a velvet jacket. I mean, it literally looked like a kid had gone into a dressing-up box,” Pattinson toldGQof the outfit he picked for the 200 5premiere ofHarry Potter and the Goblet of Fire.

08of 20Selena GomezSelena Gomez.Steve Granitz/WireImageBack in her early Disney days,Selena Gomezoften kept her outfits casual on the red carpet, a style choice she toldHollywood Lifein 2013 would not happen again.“I remember going on my first red carpet with skinny jeans and sneakers like, awesome - this is not a look that I would do ever again … I feel like when I wore sneakers and a lot of jeans to red carpets my stylist was really mortified,” she told the website. “Never again!”

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Selena Gomez

Selena Gomez.Steve Granitz/WireImage

Back in her early Disney days,Selena Gomezoften kept her outfits casual on the red carpet, a style choice she toldHollywood Lifein 2013 would not happen again.

“I remember going on my first red carpet with skinny jeans and sneakers like, awesome - this is not a look that I would do ever again … I feel like when I wore sneakers and a lot of jeans to red carpets my stylist was really mortified,” she told the website. “Never again!”

09of 20The Jonas BrothersFrazer Harrison/GettyNick Jonas had to go through an awkward style stage before he could evolve into the fashion star he is now.“I think we all had an Ed Hardy phase, where you had the hat, and the T-shirt, and the shoes — and the jeans, if you were lucky,” he toldRacked. “Head to toe. Dark times.”

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The Jonas Brothers

Frazer Harrison/Getty

Nick Jonas had to go through an awkward style stage before he could evolve into the fashion star he is now.

“I think we all had an Ed Hardy phase, where you had the hat, and the T-shirt, and the shoes — and the jeans, if you were lucky,” he toldRacked. “Head to toe. Dark times.”

10of 20Victoria and David BeckhamVictoria and David Beckham.Justin GoffUK Press/GettyWhileVictoriaandDavid Beckham’s matching all-leather outfit is widely considered to be one of the pair’s most iconic looks, both of them have come out and said they regret it.“It haunts me, it does haunt me, but I love it,” Victoria said on an episode ofWatch What Happens Live with Andy Cohenin 2022. “We were wearing Gucci [and] it was a Versace dinner, which is inappropriate in itself.“David also spoke out about the outfit choice. “That’s one where I look back, like, ‘What were we thinking?’ We laugh about that one,” the former football player toldH&M Life.

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Victoria and David Beckham

Victoria and David Beckham.Justin GoffUK Press/Getty

WhileVictoriaandDavid Beckham’s matching all-leather outfit is widely considered to be one of the pair’s most iconic looks, both of them have come out and said they regret it.

“It haunts me, it does haunt me, but I love it,” Victoria said on an episode ofWatch What Happens Live with Andy Cohenin 2022. “We were wearing Gucci [and] it was a Versace dinner, which is inappropriate in itself.”

David also spoke out about the outfit choice. “That’s one where I look back, like, ‘What were we thinking?’ We laugh about that one,” the former football player toldH&M Life.

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Diane Kruger

J. Merritt/FilmMagic

Diane Kruger is known for taking risks on the red carpet, and for the most part, she toldStylistin 2011 (perHuffPo), she’s immune to fashion criticism. But there is one dress, she said, where she accepts that it might not have been the right vibe for the moment.

12of 20Thomas Ian NicholasRon Galella/gettyWho didn’t have a ’90s style moment they cringe at now? TheAmerican Piestar celebrated the film’s 25th anniversarywith a look back at his: “25 years agoAmerican Piewas released to theaters. I also for some reason decided to wear this shirt to the premiere…”

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Thomas Ian Nicholas

Ron Galella/getty

Who didn’t have a ’90s style moment they cringe at now? TheAmerican Piestar celebrated the film’s 25th anniversarywith a look back at his: “25 years agoAmerican Piewas released to theaters. I also for some reason decided to wear this shirt to the premiere…”

13of 20

Ashley Tisdale

Ashley Tisdale.Steve Granitz/WireImage

At the 2004 premiere ofThe Incredibles,theSuite Life of Zack and Codystar wore a pink camo print skirt, a pink button jacket, pink boots and pink sequence purse.

“This pink furry thing, I don’t even know what it was, but I said, ‘Ooh, put me in it!’ And instead of wearing it like you would normally wear it, I was like, ‘I am going to have one of my arms out and have it going across my body.’ It was the weirdest thing,” she said. “At that point, you just have to laugh at yourself!”

14of 20Amanda SeyfriedAmanda Seyfried.Lawrence Lucier/FilmMagicAmanda Seyfriedhas superstar-level stylists now, but when promoting her early role in 2004’sMean Girls, she did not have a stylist, publicist or makeup artist to help her plan her looks.While appearing onJimmy Kimmel Livein 2022, the actress referenced one of her early red carpet ensembles — a sheer black and white polka dot turtleneck dress. “I didn’t know any of the rules, so I was wearing a white bra and black underwear and no slip. And I paid $600 for that dress,” she said.

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Amanda Seyfried

Amanda Seyfried.Lawrence Lucier/FilmMagic

Lawrence Lucier/FilmMagic

Amanda Seyfriedhas superstar-level stylists now, but when promoting her early role in 2004’sMean Girls, she did not have a stylist, publicist or makeup artist to help her plan her looks.

While appearing onJimmy Kimmel Livein 2022, the actress referenced one of her early red carpet ensembles — a sheer black and white polka dot turtleneck dress. “I didn’t know any of the rules, so I was wearing a white bra and black underwear and no slip. And I paid $600 for that dress,” she said.

15of 20Kyra Sedgwick and Kevin BaconKyra Sedgwick and Kevin Bacon.Frank Trapper/Corbis via GettyKyra SedgwickandKevin Bacontried some trends at the 1997 Golden Globes, and they’ve regretted it since, Sedgwick jokes.“I had on this turquoise blue suit and he wore a crushed-velvet suit. We just kind of went wrong,” the actress told PEOPLE in 2021. “I know that I made the worst dressed [list] that evening. I know it and I think Kevin did too.”

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Kyra Sedgwick and Kevin Bacon

Kyra Sedgwick and Kevin Bacon.Frank Trapper/Corbis via Getty

Kyra SedgwickandKevin Bacontried some trends at the 1997 Golden Globes, and they’ve regretted it since, Sedgwick jokes.

“I had on this turquoise blue suit and he wore a crushed-velvet suit. We just kind of went wrong,” the actress told PEOPLE in 2021. “I know that I made the worst dressed [list] that evening. I know it and I think Kevin did too.”

16of 20Gwyneth PaltrowSGranitz/WireImageGwyneth admitted in aGoop newsletterthat she regrets how she styled her Alexander McQueen gown at the 2002 Oscars. “There were a few issues; I still love the dress itself but I should have worn a bra and I should have just had simple beachy hair and less makeup,” she wrote. “Then, it would have worked as I wanted it to – a little bit of punk atthe Oscars.”

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Gwyneth Paltrow

SGranitz/WireImage

Gwyneth admitted in aGoop newsletterthat she regrets how she styled her Alexander McQueen gown at the 2002 Oscars. “There were a few issues; I still love the dress itself but I should have worn a bra and I should have just had simple beachy hair and less makeup,” she wrote. “Then, it would have worked as I wanted it to – a little bit of punk atthe Oscars.”

17of 20Miley CyrusFrank Trapper/Corbis/gettyMiley Cyrus has been a superstar since she was small, but even A-listers can have some awkward teen outfits.“I had some shady wardrobe choices when I was about 16 to 18. I wore this hippie outfit to Justin Bieber’sNever Say Neverpremiere that I’m like,Girl, who told you—it was not Woodstock, it was a premiere,“she toldMarie Claire.

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Miley Cyrus

Frank Trapper/Corbis/getty

Miley Cyrus has been a superstar since she was small, but even A-listers can have some awkward teen outfits.

“I had some shady wardrobe choices when I was about 16 to 18. I wore this hippie outfit to Justin Bieber’sNever Say Neverpremiere that I’m like,Girl, who told you—it was not Woodstock, it was a premiere,“she toldMarie Claire.

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Kate Hudson

Kate Hudson told PEOPLE in 2024 that she doesn’t truly regret anything she’s worn on the red carpet, “Because I love fashion, and anything that I’ve ever worn is always coming from a creative place for me,” she said, explaining, “I think there are things that other people might have thought weren’t their favorite, but for me, I’ve always worn, and choose to wear, what makes me feel good and how I love to express myself.”

“I woke up the next morning … [and] turned on the television to find out I was on every Worst Dressed list possible. So I called Stella and we just laughed our arses off and she said to me, ‘Look babe, it was the hair, wasn’t it?'“she recalled. (She added she’d wear it again, but only with differently-styled hair.)

19of 20Eva MendesJim Spellman/WireImageEva Mendes’ gown at theGhost Riderpremiere in 2007 was pretty — but she says she let it down with the styling.“I had my dress on but I had to finish my hair and make-up in the back of an SUV,” sheexplained to NBC. “It was a beautiful dress, but the way I put everything together, it was a Princess Jasmine gone wrong. The strapless, purple dress with necklaces and hair in a really high braid. It’s not a good look.”

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Eva Mendes

Jim Spellman/WireImage

Eva Mendes’ gown at theGhost Riderpremiere in 2007 was pretty — but she says she let it down with the styling.

“I had my dress on but I had to finish my hair and make-up in the back of an SUV,” sheexplained to NBC. “It was a beautiful dress, but the way I put everything together, it was a Princess Jasmine gone wrong. The strapless, purple dress with necklaces and hair in a really high braid. It’s not a good look.”

20of 20Olivia HoltOlivia Holt.Michael Tran/FilmMagicOlivia Holt once paired a white lace dress with black leggings and knee-high lace up boots for a 2011 event during herKickin’ Itdays. She later called the outfit quite “scary.““I’m so sad that I did that to myself,” she told PEOPLE.

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Olivia Holt

Olivia Holt.Michael Tran/FilmMagic

Olivia Holt once paired a white lace dress with black leggings and knee-high lace up boots for a 2011 event during herKickin' Itdays. She later called the outfit quite “scary.”

“I’m so sad that I did that to myself,” she told PEOPLE.

source: people.com