See The Most Daring Grammy Awards Looks of All Time

by

Get ready to adore these pitch-perfect looks.

Stars like Harry Styles, Sabrina Carpenter, and Miley Cyrus always make a statement with their fashion at the Grammy Awards.

The former One Direction member, who is releasing his first album in four years this March, has consistently used the biggest music event as a platform to showcase his unique and bold fashion choices.

Harry Styles made a splash at the 2023 red carpet event with a vibrant, multi-colored jumpsuit covered in sparkling diamonds. Later, while performing his song “Aperture,” he wore a silver jumpsuit embellished with hundreds of shimmering fringes.

The award show at Los Angeles’ Crypto.com Arena promises to be a special night. Harry will be back on stage as a presenter, and Sabrina Carpenter is a major contender with six nominations – including for Record of the Year and Best Pop Vocal Album – meaning she’s sure to shine on the red carpet.

The singer behind “Manchild” showcased her excellent style at the 2025 Grammys. She wore a striking, light blue JW Anderson dress with an open back, adorned with a sparkling pear-shaped diamond necklace that flowed down her spine and delicate ostrich feathers along the bottom and sides.

Chappell Roan turned heads with a truly stunning outfit – a gown from Jean Paul Gaultier’s 2003 spring/summer couture collection. It was so beautiful, it belonged in an art museum! The blue and yellow dress featured an incredible design: the skirt was actually printed with the famous portrait of ballerinas by Edgar Degas.

Sabrina Carpenter, nominated for both Record of the Year and Best Pop Solo Performance, finished her outfit with a feathered headpiece straight from the original fashion show. Her stylist, Genesis Webb, believed it was important for Carpenter to wear a piece of vintage high fashion.

She told Vogue she wanted a dress with a story, something more meaningful than just how it looked. She’d been thinking about a design by Jean Paul Gaultier for a while, so she contacted him. When she saw a specific vintage dress from his collection, she knew instantly it was the one. ‘It wasn’t just a possibility, it was the dress,’ she explained. Even though she had other outfits ready for the fitting, none of them felt as right as this one.

With the 2026 Grammys just around the corner, here’s a look at more celebrities who completely nailed their red carpet looks – they didn’t need luck at all!

Okay, seriously, can we talk about J.Lo at the 2000 Grammys? That green Versace dress… it destroyed the red carpet! I mean, it was so unbelievably gorgeous and daring, it completely took my breath away. And get this – people say that moment, that dress, is actually why Google Image Search even exists! Everyone was desperate to find pictures of it, Google had to create a whole new way to search! It’s just… iconic. I still obsess over it, honestly.

Rihanna stunned in a white, see-through dress by Jean Paul Gaultier at the 2011 Grammys, captivating everyone with her look.

This iconic star was a pioneer of bold fashion, and her striking white outfit from the 1974 Grammys proved she wasn’t afraid to take chances.

At the Universal Grammy Awards after-party in 2024, the singer of “Good Luck, Babe” paid homage to the song’s album cover by dressing in a red, Renaissance-style gown and playfully wearing a pig nose.

Lil Nas X turned heads on the red carpet with a stunning, bright pink Versace suit. The outfit, complete with a striking harness and gold accents, was a real showstopper.

The Best New Artist nominee turned heads at the 2021 Grammys with a stunning, over-the-top couture gown by Schiaparelli.

Doja Cat confidently showed some skin at the 2021 Grammys, wearing a daringly revealing Roberto Cavalli gown.

As a style expert, I’m always watching what the biggest stars wear, and this look is definitely a memorable one! At the 2010 event, the pop star really embraced a galactic, glamorous vibe. She stunned everyone in a seriously futuristic and over-the-top Armani Privé dress – it was a total showstopper!

 

The rapper known for “WAP” really turned heads at the 2019 awards show with her stunning vintage Thierry Mugler gown. The dress, reminiscent of an oyster shell and covered in sparkling pearls, was inspired by Sandro Botticelli’s famous painting, “The Birth of Venus,” and felt like a true work of art.

Harry Styles brought a burst of color to the 2023 Grammys red carpet, wearing a dazzling, sequined jumpsuit. He also showed off his signature butterfly tattoo.

Floral dresses in spring aren’t exactly new, but Jasmine Sanders definitely turned heads with her stunning, sheer lace gown by Jean Louis Sabaji.

The Grammy winner proved a dress can be regal and risquè all at the same time.

The saying ‘all that glitters is gold’ perfectly describes Paula Abdul’s stunning appearance at the 1990 ceremony. She truly brought the sparkle and shine, wearing a dazzling dress covered in gold fringe.

The Grammy-nominated artist stunned on the red carpet wearing a dramatic, ruffled robe over a sparkling, low-cut dress covered in diamonds.

MGK’s Grammys outfit was already eye-catching with his silver Dolce & Gabbana suit, but he really stood out by adding a sparkling crystal harness.

Imagine her wearing a crown, though really it’s a stylish, coordinated outfit – a patterned suit, bucket hat, and face mask, all to follow COVID-19 safety guidelines.

Billy Porter turned heads at the 2020 Grammys with a stunning teal jumpsuit covered in sparkling diamonds. But it was his incredible motorized hat that truly captivated everyone.

The host of Red Table Talk wore a revealing nude-colored dress with cut-outs and a very tight fit. She completed the look with strappy, knee-high sandals.

The former Disney star made a bold fashion statement at the 2024 red carpet event. She wore a striking, custom-made gold metallic mesh dress by Maison Margiela, completing the look with matching metallic underwear.

Sheryl Crow received a Grammy nomination in 2005 for her song “The First Cut Is the Deepest.” She made a bold fashion statement at the awards show, wearing a vibrant yellow dress with a revealing midriff and a high slit.

The girl group proved sportswear could be just a chic and stylish as evening wear.

Wow! The rapper showed up in a bright pink bellhop outfit, complete with a matching suitcase. Of course, he had his evening clothes packed neatly inside.

Let me tell you, Beyoncé absolutely killed it with her latest look! She wore this incredible purple outfit – seriously, it was head-to-toe stunning. The details were amazing, with all these dazzling embellishments and a beautifully sheer fabric. She truly knows how to make a statement!

Oh my gosh, did you SEE her?! She absolutely slayed the red carpet! That red outfit was unreal – seriously, fire! And can we talk about the accessories? That Chanel helmet? Iconic! And the belt… sparkling perfection. I’m still not over it, honestly. She just understands how to make an entrance!

The reality star turned heads at the 2023 Grammys with a daring fashion choice: she skipped pants altogether! Instead, she wore a dramatic, dark bodysuit inspired by gothic style. It was covered in feathers, detailed beading, and a sparkling hood.

She looked absolutely angelic! The pop star transformed the 2011 event into a dreamlike setting, captivating everyone in a shimmering silver gown by Giorgio Armani. The dress, specially made and adorned with sparkling Swarovski crystals on the bodice, was truly heavenly.

Let me tell you, one of my all-time favorite red carpet looks is from a supermodel back in ’91. She absolutely killed it in a vibrant, strapless dress and topped it off with the most amazing, dramatic red feather boa – it was a total showstopper! It really proves a bold accessory can take any outfit to the next level.

Dua Lipa’s sheer Versace gown is already becoming an iconic Grammys look that people will remember for years to come!

In 2012, the rapper known as Queen made a striking appearance that captivated pop culture fans. She walked the red carpet in a vibrant red Versace gown, embellished with the designer’s iconic logo in black sequins.

The Texas-born star made a stylish statement by wearing a custom Bode suit covered in charming designs and illustrations celebrating his home state.

Read More

2026-01-31 14:19