1Joy Villa at the 2019 Grammys
Amy Sussman//Getty ImagesVilla made a name for herself by wearing outfits in support of the Trump administration to red carpet events. Aside from wearing a dress that said "Make America Great Again" to the Grammys, she also wore this one that said "Build the Wall" in 2019. If people thought she was joking or being sarcastic, you can see her pro-MAGA Instagram posts here.
2Serena Williams at the French Open in 2018
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3Melania Trump's Jacket in 2018
Getty ImagesFor a surprise trip to Texas to visit facilities that housed migrant children, Melania wore this jacket that read, "I Really Don't Care, Do U?" Despite all the speculations that unfolded after she wore this, Melania told ABC News that she wore the outerwear "for the people and for the left-wing media who are criticizing me. And I want to show them that I don't care."
4Sharon Stone at the Oscars in 1998
Getty ImagesBefore high-low became a trend in fashion, there was Sharon Stone. In 1998, the actress wore a white button-up from Gap with a Vera Wang skirt to the Oscars. Media outlets called out this surprising fact in stories and Stone broke all the rules of red carpet dressing in the best possible way.
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5Kanye West at the White House in 2018
Consolidated News Pictures//Getty ImagesThe singer met with President Donald Trump at the White House in 2018 to discuss numerous issues from North Korea to bipolar disorder. West wore the controversial "Make America Great Again" hat and said he felt like a superhero in it. "I love this guy right here," said West after the meeting. His support for Trump has been well-documented and friends like John Legend have chastised the singer for doing so.
6Scarlett Johansson at the Met Gala in 2018
Getty ImagesScarlett Johansson was the first major celebrity to wear Marchesa since the Harvey Weinstein scandal. (Georgina Chapman was married to Weinstein, and celebrities had revealed he would pressure them to wear his then wife's creations.) In a statement to the Cut, Johansson said of her decision, "I wore Marchesa because their clothes make women feel confident and beautiful and it is my pleasure to support a brand created by two incredibly talented and important female designers."
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7Angelina Jolie and Billy Bob Thornton's Blood Necklaces
Getty ImagesWho could ever forget the duo wearing each other's blood as a symbol of their love? In a 2008 story to Entertainment Weekly, Jolie clarified the sensationalized news, saying, "It was like a flower press. It was like from a slight cut on your finger and you press your fingerprint in. It was kind of a sweet gesture. I thought it was kind of romantic!" There were also no "blood vials" as reported by the media. So then, a prick seems harmless...right?
8Ellie Goulding’s Halloween Costume in 2014
Getty ImagesDressing up as a Native American should not be anyone's choice for a costume, ever. The singer received backlash for her outfit, which she captioned "Chief" in a now-deleted Instagram post, from fans who called her racist and insensitive.
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9Hilary Duff and Jason Walsh in 2016
Getty ImagesAnother party, another Native American costume. The duo attended a Halloween gathering as a pilgrim and a Native American. Once photos were released, the duo of course got called out for their insensitive outfits. "I am SO sorry to people I offended with my costume. It was not properly thought through and I am truly sorry," Duff wrote on Twitter.
10Harry Hamlin as Sid Vicious in 2015
Getty ImagesThe couple dressed as Sid Vicious and Nancy Spungen for the Casamigos tequila Halloween party. Rinna’s husband Harry took things a bit too far for fans when he wore a red tee with a swastika on it. Rinna later took to Instagram to apologize for the incident.
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11Lizzy Gardiner at the Oscars in 1995
Getty ImagesThe costume designer outdid herself when she wore this American Express card dress to the Oscars. To create the look, 254 expired cards were used. We have so many questions. Was it heavy? How did she sit down? Did the cards bend? And...why?
12Britney Spears' 2001 VMAs Outfit
Getty ImagesOne of the most iconic and wild moments that ever happened on the VMAs stage (pre-Miley twerk if you will) was Britney in this outfit with a snake for her "Slave 4 U" performance in 2001. The look has since been recreated by everyone for Halloween to themed parties and is 100 percent unforgettable.
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13Lady Gaga at the 2010 MTV Video Awards
Getty ImagesGaga's meat ensemble sparked extreme controversy in the animal rights community. "No matter how beautifully it is presented, flesh from a tortured animal is flesh from a tortured animal," said PETA president Ingrid Newkirk. "Meat represents bloody violence and suffering, so if that's the look they were going for, they achieved it."
14Janet Jackson and Justin Timberlake at the 2004 Super Bowl
Getty ImagesThe infamous half-time moment—which left Janet exposed—sparked a huge controversy, as many people were torn over whether or not the incident was accidental or intentional.
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15Lady Gaga at London Fashion Week in 2012
Getty ImagesThe singer offended many in the Muslim community when she walked down the London runway in a burqa. The Atlantic covered the controversy, calling her outfit choice "cultural thievery."
16Katy Perry at the 2017 Met Gala
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17Nas and Kelis at the 2008 Grammy Awards
Getty ImagesThis sparked a major backlash for pretty obvious reasons.
18Katy Perry Performing at the 2013 AMA's
Getty ImagesKaty's AMA received major criticism for wearing a kimono. Some were shocked at the "racist" ensemble, and others were totally unsurprised. One Twitter user wrote, "Loved the cultural authenticity of Katy Perry's #AMAs performance. She nailed the traditionally ignorant costume of a white pop singer." She later apologized.
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19Josephine Baker Performing in 1928 at the Theater des Westens in Berlin
Getty ImagesIn 1928, this costume was extremely controversial, given that it was in such contrast to the outfits women were expected to wear. Some people credit this controversial costume for transforming American culture, saying she "radically redefined notions of race and gender through style and performance in a way that continues to echo throughout fashion and music today, from Prada to Beyoncé."
20Madonna at the 1984 MTV Awards
Getty ImagesBefore Madonna had really gained her notoriety for testing the limits of fashion, this look for her "Like a Virgin" music video was an extremely hot topic.
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