Sure, nowadays, they (almost always) nail their looks, but these celebrities made their rookie fashion mistakes too, way back when. With awards season in full swing, click through to see celebrities’ first Grammy Awards red carpet moments — and how far they’ve come.

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Alicia Keys: Then
In 2002, Alicia Keys burst onto the scene and took home five Grammy Awards, including best new artist. She donned an interesting leather and red lace combo, but no one cared: everyone was looking at her wins.
Awards show red carpets almost never disappoint. Check out the best and worst dressed from the 2019 Golden Globes.
Awards show red carpets almost never disappoint. Check out the best and worst dressed from the 2019 Golden Globes.

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Alicia Keys: Now
Seventeen years later, in 2019, Alicia Keys not only has 15 Grammys to her name, but she can add "Grammy Awards host" to her resume. She still opted for red, but looked more chic than her 2002 ensemble.
Unlike some others, Alicia knows which red carpet trends are ready for retirement.
Unlike some others, Alicia knows which red carpet trends are ready for retirement.

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Miley Cyrus: Then
The year was 2008 when a teenage Miley Cyrus stepped out on the Grammys red carpet in this white sequin mini. Her posing was awkward and her hair extensions weren't looking their best, but it was obvious she was so excited to be there.

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Miley Cyrus: Now
Just like that, Miley grew up before our eyes. Stepping out in this perfect black jumpsuit for the 2019 Grammy Awards red carpet, she flawlessly nailed the look and topped the best-dressed lists of many.

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Jennifer Lopez: Then
We can never forget the Versace dress from the 2000 Grammy Awards that changed everything. Making a splash early on in her career, the sexy songstress bared it all (right down to her belly button!) in a look that some think would've been more appropriate on the beach — over a bathing suit.
Speaking of revealing looks, see all the celebrities loving the sheer outfit trend lately.
Speaking of revealing looks, see all the celebrities loving the sheer outfit trend lately.

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Jennifer Lopez: Now
Fast forward to 2019, and it's clear J.Lo still enjoys making a statement: That hat! That beading! That date! And almost two decades later, she still manages to look unreal. Does this woman not age?!

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Lady Gaga: Then
She first stepped onto the Grammy Awards red carpet in 2010, in a theatrical number that definitely captured viewers' attention. Unfortunately, it screamed Met Gala, not Grammy Awards, if you ask us, and might've been one of the most uncomfortable outfits ever spotted on the stars.

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Lady Gaga: Now
Bam. The A Star is Born actress has still been turning heads on the red carpet this season, but for all the right reasons. Her looks have been more sultry and stylish in 2019 versus theatrical and over-the-top.
You might also like these awful celebrity wardrobe malfunctions caught on camera.
You might also like these awful celebrity wardrobe malfunctions caught on camera.

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Katy Perry: Then
The year was 2009, and Katy Perry had NO clue how badly she overdid it on the self tanner. Stepping onto the Grammy Awards red carpet, she was going for a more bubblegum-like look than we'd ever like to see her in again...
Love awards season? You'll also like the worst dressed stars at the SAG Awards.
Love awards season? You'll also like the worst dressed stars at the SAG Awards.

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Katy Perry: Now
...woops, until 2019, that is. This is basically a fluffier version of her 2009 look.

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Kesha: Then
In 2010, "Tik Tok" exploded, and along with it, Kesha. Her song was all over the charts, but when she walked the Grammy Awards red carpet for the first time in this flirty gold number, it didn't knock our socks off.
See more trendsetters who went from drab to fab over the course of their careers with these photos of the celebrity style makeovers you have to see to believe.
See more trendsetters who went from drab to fab over the course of their careers with these photos of the celebrity style makeovers you have to see to believe.

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Kesha: Now
Fast forward to 2018. Instead of donning a gown like so many others, Kesha rocked a strong suit at last year's Grammy Awards that felt true to her life story: resilient and empowered. But it was her performance that left fans and social media ablaze, in support of the singer after her nasty legal battle with Dr. Luke.

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Beyonce: Then
Back in 2001, Beyonce was the rising star of Destiny's Child, and the trio walked the red carpet in a neutral (slightly yawn-inducing) display of lingerie-inspired gowns.

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Beyonce: Now
Today, not only does Queen Bey shine all on her own, others practically bow down when she passes. Beyonce looked like Hollywood royalty in a plunging red sequinned gown at the 2017 Grammy Awards.

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Adele: Then
Once a stranger to the red carpet, Adele didn't go home empty handed at the Grammy Awards in 2009, but we guarantee this blah black dress didn't win her a spot on any best dressed lists, either.

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Adele: Now
In 2017? She stepped away from wearing all black, and hit all the high notes in this dazzling green number.
You may also like our roundup of 17 times Kate Middleton chanelled Princess Diana's sense of style.
You may also like our roundup of 17 times Kate Middleton chanelled Princess Diana's sense of style.
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