Sophie, Duchess of Edinburgh broke one of the biggest rules of wedding guest dressing in 2002, and it's still a lesson on what not to wear two decades later.
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During President Donald Trump's second term, FLOTUS Melania Trump's outfits seem to be pulled from the '60s and the Y2K era alike, leaving them feeling stale.
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Savannah Guthrie has been a staple of the "Today" show for more than a decade, and these photos prove she just keeps getting better with age.
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Erin Andrews clearly loves to experiment with her fashion, but many of her outfits have flopped due to being outdated, cringey, or driving the hot-mess express.
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There's no denying that "Today" host Savannah Guthrie has undergone an impressive transformation from her early newscaster days to morning show stardom.
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Nicole Kidman's style has evolved from colorfully experimental to timelessly classic, and her divorce from Keith Urban may be playing a role in it.
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The cut, color, and shiny details of Taylor Swift's 2022 MTV VMAs after-party outfit would look beautiful on the ice at the Winter Olympics.
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Olympic figure skater Amber Glenn is known for her gorgeously executed routines, but her outfits have been just as stunning as her skating ability.
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Three-time Olympic gold medalist Mikaela Shiffrin has transformed from a breakout Olympian into an enduring alpine skiing legend, with the fashion to match.
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When one thinks of Queen Elizabeth's image, they think about her monochromatic style. Now, we understand why she always dressed this way.
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Olympic alpine ski racer Lindsey Vonn is mostly covered up for her sport, but these spicy looks prove she is a true fashionista off the slopes.
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Paris Jackson's 2017 MTV VMAs outfit was oddly styled and largely sheer, making her entire look confusing and leaving little to the imagination.
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A political event isn't the time to experiment with revealing or edgy fashion, but some, like Kimberly Guilfoyle or Usha Vance, clearly didn't get the memo.
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Kate Middleton famously supports British fashion designers, but her outfit meanings go beyond that, honoring Princess Diana, Queen Elizabeth II, and more.
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Valentine's Day is the perfect time to dress up to celebrate love, but stars from Charli XCX to Hilaria Baldwin and even superstar Dua Lipa didn't get the memo.
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Kelly Clarkson's outdated outfits may not entirely distract from her powerhouse voice, but they're still messy, from slogan tees to belts worn over dresses.
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Erika Kirk rose to global fame following the 2025 death of her husband Charlie Kirk. Now, we're zooming into her life behind the scenes, which is quite opulent.
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Jenny Marrs may not be the biggest fan of shopping for clothes, but the HGTV star sure has figured out her personal style over the years.
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Karoline Leavitt is not exactly known for being a fashionista, and she tends to favor outdated pieces that do nothing for her overall look.
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Kelly Ripa is a staple on morning television, and while her looks are usually on point, she's been guilty of a few inappropriate 'fits during her career.
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"Storage Wars" star Brandi Passante seems to have mastered the art of revenge dressing, and these looks showcase her glow-up after her breakup.
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Pam Bondi wore her an extremely unflattering dress in her signature color pink to a Mar-a-Lago event, and it was an over-the-top fashion flop.
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Olivia Dunne is one of the world's biggest influencers, but even she isn't immune to style mishaps. Her Kentucky Derby look may be one of her biggest blunders.
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Paris Hilton will always be an undeniable style icon, but she may never live down these completely inappropriate outfits that she rocked over the years.
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Kelly Osbourne is known for taking fashion risks, but they don't always pay off. Here's our roundup of the former reality star's worst outfits over the years.
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The 2024 Grammys were full of powerful music performances and many stellar red carpet looks, but some outfits simply went astray when they should've shone.
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Super Bowl LIX brought us some fun memories, including some of the worst looks of 2025 so far. Here are six celebrity outfits that could've used another pass.
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