Yahoo Lifestyle The 19 Best- and Worst-Dressed Celebs at the 2025 Grammys
It’s Grammys night! Officially the biggest night in music! And this year, your favorite musical stars hit the red carpet in looks ranging from chic to eye-popping. In other words, they wore exactly the kind of looks we’ve come to expect any time musical performers gather to give each other trophies. But if there was one overriding theme for the night, it was a surprising infusion of high, old-school glamour and an unexpected sense of elegance and chicness.
Chappell Roan in Jean Paul Gaultier Couture
Trust the “Good Luck, Babe!” and Best New Artist nominee to take ballet core to drag levels. The dress, from Gaultier’s 2003 Couture collection and adorned with Degas’ classic ballerinas, gives exactly the kind of high-drama romanticism that suits her best, but it’s the flawless beat that really makes the look entirely her own. It’s drag, it’s art, it’s purely Chappell Roan.
READ MORE ABOUT CHAPPELL’S GRAMMYS LOOK HERE
Taylor Swift in Vivienne Westwood
The “Fortnight” singer and Album of the Year nominee sauntered confidently onto the red carpet delivering straight-up, old-school, uncomplicated glamour and legs for days. There’s nothing about this dress that we haven’t seen a million times before, but that’s not stopping her from looking like a million bucks in it. We wouldn’t normally support the idea of matching the dress to the lips to the accessories, but we can’t blame a girl for sporting her man’s team color as he heads to the Super Bowl.
READ MORE ABOUT TAYLOR’S GRAMMYS LOOK HERE
Jaden Smith in Louis Vuitton and Willow Smith in Dior
We love these two for always reminding us that the red carpet is as much or more of a branding exercise as it is a fashion one. In other words, attention is the name of the game and these two are masters of it. Why is he wearing Wednesday Addams’ dollhouse on his head? Why is she wearing a bathing suit with an overcoat like she ran out of a hotel room on fire? Well, you’re looking at them, aren’t you? That’s why.
READ MORE ABOUT JADEN’S GRAMMYS LOOK HERE
Alicia Keys in Dolce & Gabbana
The Best Musical Theater Album nominee stunned in this extravagantly chic, borderline over-the-top design that speaks of royal raiment as much as it does red carpet glamour. The simple design of the dress allows the highly detailed corset and headpiece to really shine, and she has the kind of bearing to not let any of it overwhelm her. Just a jaw-droppingly perfect marriage of design and wearer.
Miley Cyrus in Saint Laurent
The “II Most Wanted” singer has long been one of the best at working retro ’70s glam, and this leather Saint Laurent is giving us visions of Cher in Bob Mackie, as it was surely intended to do. It’s not a fresh look, but it’s breezily uncomplicated and we like how low-key the styling is.
READ MORE ABOUT MILEY’S GRAMMYS LOOK HERE
Billie Eilish in Prada
The “Birds of a Feather” singer and Record of the Year nominee took her singular style in a crisp new direction while remaining true to herself and her preferences. It’s got a ’90s minimalism that appeals to us, but we really hate the random strings, as well as that bizarre white panel on the back that’s giving “Kick Me” sign.
READ MORE ABOUT BILLIE’S GRAMMYS LOOK HERE
Sabrina Carpenter in JW Anderson
The “Espresso” singer and Record of the Year nominee is the current reigning queen of cutesy-poo hot good-girl style. She has a knack for working looks that could look like jokes on a different wearer, but the thing is, your girl is always in on the joke. Everything she wears comes with a wink implied and this confection of a gown—which is impressively unwrinkled—is no different. She looks adorably hot, if that makes any sense.
READ MORE ABOUT SABRINA’S GRAMMYS LOOK HERE
Troye Sivan in Prada
We feel if there’s any one celebrity who could make a semi-sheer, super-shiny lavender suit work for them it would be Troye Sivan. Turns out? He can’t! Not even a little bit! Looking at this, we’re coming to the conclusion that no one can. The “Got Me Started” singer and Best Dance Pop Recording nominee looks like a rumpled laundry pile and oddly, the pieces he’s sporting don’t match.
Doechii in Thom Browne
The “Nissan Altima” singer and Best Rap Album nominee looked like she loved her Thom Browne dress, and to be fair, the severe style really suits her, but as much as we love the starkness of the design and the playfulness of the exaggerated hips, that white oxford shirt and prep school tie just isn’t working with the rest of it.
READ MORE ABOUT DOECHII’S GRAMMYS LOOK HERE
Olivia Rodrigo in Vintage Versace
We were all set to make a crack about how mad she must have been when she saw Miley Cyrus wearing a similar dress, but the longer we looked at this, the more we realized the “Can’t Catch Me Now” singer and Best Song Written for Visual Media nominee looks so good in this slinky vintage Versace that she doesn’t need to worry about being compared to anyone. We like how simple the style is and how much of a high impact it delivers.
READ MORE ABOUT OLIVIA’S GRAMMYS LOOK HERE
Lady Gaga in Samuel Lewis
Mother Monster has arrived and she’s wearing Elphaba’s dress. Not that the “Die With a Smile” and Song of the Year nominee could ever be accused of being unoriginal. This gown is intricately detailed, incredibly dramatic, and beautifully styled, from the blunt bangs to the boots to that drop-dead stunning Tiffany necklace. It’s as classic a goth glam look as you’ll find anywhere, but it has a high-fashion chicness to it that only Gaga could make happen.
READ MORE ABOUT LADY GAGA’S GRAMMYS LOOK HERE
Kacey Musgraves in Ralph Lauren
The Best Country Song nominee for “The Architect” sported a style that should have worked better for her. We like the idea of country artists working hi-lo glam and we think she’s particularly well-suited to it, but we’d have rather seen that gorgeous Ralph Lauren skirt paired with a plain t-shirt than that yoga-looking tank top. The “lo” just isn’t low enough to make the “hi” part sing.
READ MORE ABOUT KACEY’S GRAMMYS LOOK HERE
Gracie Abrams in Chanel
It’s impossible to look at this outrageously romantic Chanel dress and not read it as bridal, which is a style that always looks jarring in a red carpet setting, but the “Us” singer and Best Pop Duo Performance nominee was so clearly pleased with it that she kind of charmed us into loving it. Not all of it, mind you. Those bows can go.
READ MORE ABOUT GRACIE’S GRAMMYS LOOK HERE
Benson Boone in Dolce & Gabbana
The “Beautiful Things” singer and Best New Artist nominee could not be better suited to the kind of hot swag this somewhat basic Dolce & Gabbana disco suit requires. While we’d have liked seeing it rendered in a more exciting color, there’s something to be said for keeping the look toned-down so it doesn’t veer into tacky. He looks chic.
Charli XCX in Jean Paul Gaultier Couture
The “360” singer and Album of the Year nominee brought a hard-edged romantic glamour to the red carpet with this fluffy piece of dryer lint. No, really. The drab gray color of this gown is what makes it work so well for her. If it had been rendered in pink—or worse, Brat green–it would have looked chintzy. But the muted shade along with the kick-ass boots lend it a touch, no-frills chicness.
READ MORE ABOUT CHARLI’S GRAMMYS LOOK HERE
Kelsea Ballerini in Tamra Ralph Couture
We’re not entirely sure why, but we really dislike the combination of short, heavily beaded black dress with an oversized white coat. Something about the pairing just looks tacky to our eyes. Or maybe it’s the dress itself that bugs. The beading comes off too stiff and armor-like.
READ MORE ABOUT KELSEA’S GRAMMYS LOOK HERE
St. Vincent in Armani
Lady, you had us until we got to the socks. The “Broken Man” singer and Best Rock Performance nominee looked classically chic to us at first glance. After all, how can you go wrong with a tuxedo jacket and a pair of transparent tights? We’ll tell you how: by adding white socks to the equation. We thought the gloves were a little goofy, and we were willing to go with it, but the knee-highs are an absolute no for us.
Cardi B in Roberto Cavalli
Just pure feral glam with a drop-dead sexiness to it. Marilyn Monroe herself couldn’t have done it any better. The “Enough” singer and Best Rap Performance nominee has a long history of serving up jaw-dropping high glamour on any red carpet, but this look may be her best one ever. The makeup is flawless, the manicure is giving feline, and the feathers are an unexpected bit of fun.
READ MORE ABOUT CARDI B’S GRAMMYS LOOK HERE
Cynthia Erivo in Louis Vuitton
The Wicked star and Best Actress Oscar nominee ditched the Elphaba-themed looks she’s been sporting most of the year and instead went for more of a sleek, space queen sort of vibe. We’re not entirely convinced the metallic panel works with that plunging neckline, but the drama of the design is appealing and it really suits her. The jewelry is really well-chosen and the relative minimalism of the design lets her manicure really shine.
READ MORE ABOUT CYNTHIA’S GRAMMYS LOOK HERE
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