The Most Glamorous Grammy Awards Looks of All Time

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The awards centered around film and television provide some gorgeous red carpet moments, of course, but there’s something about the Grammys’ arrivals that you just can’t beat. That’s when we really see the creative minds of these artists shine as they step out in some of the wildest, brightest, and most unexpected looks throughout all of the awards season. Yes, some will show up in a classic column gown, looking beautiful in the process, but with names like Doja Cat, Lady Gaga, and Cardi B on the guest list, it’s hard to predict what’s going to hit the red carpet. So, in honor of music’s biggest style icons, let’s take a look back at some of the best looks from Grammys past, including tailored suits, plunging gowns, and a whole lot of sequins.

2024: Taylor Swift in Schiaparelli

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2024: Dua Lipa in Courrèges

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In 2024, Dua Lipa looked ready for fashion battle in this chainmail Courrèges outfit designed with hip cut-outs.

2024: Billie Eilish in Chrome Hearts

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Eilish paid homage to “What Was I Made For?” at the 2024 awards in a custom Barbie jacket from Chrome Hearts.

2023: Beyoncé in Gucci

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Beyoncé arrived fashionably late to the 2023 awards, meaning that the first time the world saw her in this tiered Gucci look was when she accepted her win for the Best Dance/Electronic Music Album.

2023: Doja Cat In Atelier Versace

Jeff Kravitz/FilmMagic, Inc/Getty Images

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Donatella Versace knows just how to design a memorable Grammys look, and the Italian did just that for Doja Cat in 2023.

2022: Dua Lipa in Versace

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The singer channeled Donatella in a dress from Gianni Versace’s Fall 1992 ready-to-wear collection, originally modeled by Chrissy Turlington.

2022: Giveon in Chanel

Amy Sussman/Getty Images Entertainment/Getty Images

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Giveon showed off a rare Chanel menswear look at the 64th annual Grammys.

2022: Japanese Breakfast in Valentino

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Japanese Breakfast was nominated for Best New Artist at the 2022 ceremony and showed up to the red carpet in this unique look from Pierpaolo Piccioli.

2021: Bad Bunny in Burberry

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Bad Bunny accessorized his Burberry look with a sunflower on the red carpet in 2021.

2021: Cynthia Erivo in Louis Vuitton

Courtesy of Blair Caldwell

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While she may not have actually attended the red carpet, Erivo still very much served in this sequin-covered Louis Vuitton dress on Instagram.

2020: Beck in Celine

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Nothing is better than when men have a little bit of fun on the red carpet, and this crystal-embroidered Celine suit took a classic look and added just the right amount of something extra.

2020: Lizzo in Versace

David Crotty/Patrick McMullan/Getty Images

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Lizzo embraced her inner Marilyn Monroe in a white Versace gown and a fur stole at the 62nd annual Grammy awards.

2019: Cardi B in Vintage Thierry Mugler

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From the second Cardi B walked out in this iconic Thierry Mugler dress, it became clear we were watching red carpet history in the making.

2019: Miley Cyrus in Mugler

Dan MacMedan/Getty Images Entertainment/Getty Images

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For years, Cyrus would wear the craziest looks she could find to red carpet events, but this structured Mugler suit proves that sometimes, less is more.

2018: Janelle Monae in Dolce & Gabbana

Presley Ann/Patrick McMullan/Getty Images

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No one wears a suit better than Monáe, and if this floral embroidered Dolce & Gabbana tuxedo doesn’t prove that, I don’t know what will.

2017: Solange in Gucci

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Solange looked like a sun goddess in a pleated, asymmetric Gucci gown at the awards in 2017.

2017: Celine Dion in Zuhair Murad Couture

Jon Kopaloff/FilmMagic/Getty Images

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For a second, after seeing Dion in this low-cut, embellished Zuhair Murad couture gown for the first time, we weren’t completely sure our heart would go on.

2016: Selena Gomez in custom Calvin Klein Collection

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While Gomez attended the awards in 2016 as Taylor Swift’s plus one, she stole the spotlight in this blue, sequin-covered custom Calvin Klein Collection dress.

2016: Zendaya in DSquared2

Axelle/Bauer-Griffin/FilmMagic/Getty Images

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It’s hard to determine the best part of this look, the classic tailoring of Zendaya’s double-breasted jacket or her mullet.

2015: Kim Kardashian in Jean Paul Gaultier

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Kim Kardashian attended the awards with her husband in 2015, wearing a gold Jean Paul Gaultier robe dress.

2015: Lady Gaga in Brandon Maxwell

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Lady Gaga opted for pure glamour over her typical hijinks in a plunging gown by her friend, Brandon Maxwell.

2015: Rihanna in Giambattista Valli Haute Couture

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Looking like a Barbie birthday cake (in the best way possible) Rihanna attended the awards in a ruffled, strapless Giambattista Valli couture gown in 2015.

2014: Taylor Swift in Armani

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Swift went for simple glamour at the 2014 awards, wearing this short-sleeve embellished column dress by Armani.

2014: Beyoncé in Michael Costello

Jason LaVeris/FilmMagic/Getty Images

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Beyoncé looked like an angel in 2014, wearing a sheer, white lace Michael Costello gown.

2014: Madonna in Ralph Lauren

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Madonna channeled Marlene Dietrich for her 2014 Grammys look.

2013: Florence Welch in Givenchy

Dan MacMedan/WireImage/Getty Images

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The spikes down her chest and arms added a bit of edge to Welch’s emerald sequined dress.

2012: Nicki Minaj in Versace

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Not only did Nicki Minaj wear a Versace robe featuring the brand’s Medusa emblem to the Grammys in 2012, but she accessorized with a faux pope.

2010: Lady Gaga in Armani Privé

Frank Trapper/Corbis Entertainment/Getty Images

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Gaga’s intergalactic Armani Privé dress and shocking yellow hair is one of her most iconic looks of all time.

2007: Rihanna

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The forest green color of Rihanna’s 2007 look bore a slight resemblance to Jennifer Lopez’s infamous Versace dress.

2003: Missy Elliot

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Missy Elliot wore this bubblegum pink track suit to the 2003 awards where, at one point, she even blew up a piece of bubblegum while posing for photos.

2001: Toni Braxton in Richard Tyler

Scott Gries/Hulton Archive/Getty Images

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Braxton’s dress at the 2001 awards was very loin cloth, but make it fashion.

2001: Destiny’s Child in Tina Knowles

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Beyoncé’s mom was responsible for the group’s matching green and gold looks at the awards in 2001.

2000: Britney Spears in Randolph Duke and Oscar de la Renta

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Spears may have lost the Best New Artist Award to Christina Aguilera in 2000, but hopefully she took solace in the fact that she looked fabulous in all-white on the red carpet.

2000: Jennifer Lopez in Versace

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Of course, you can’t have a list highlighting the best Grammys looks of all time without mentioning the one that literally launched Google Images.

1999: Erykah Badu

Frank Micelotta Archive/Hulton Archive/Getty Images

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Badu wore a leather patch dress she designed herself to the awards in 1999.

1997: Sheryl Crow

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Not a wardrobe malfunction, but a fashion statement. In 1997, Sheryl Crow attended the Grammys in a completely sheer dress, which showed off her leopard print underwear.

1996: TLC

Ron Galella/Ron Galella Collection/Getty Images

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TLC had a lot of iconic looks during their peak, and these matching all-white ensembles at the 1996 Grammys are definitely included in that list.

1996: Mary J. Blige

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Blige wore this cheetah print look the year she won her first Grammy for “I’ll Be There For You/You’re All I Need To Get By.”

1994: Selena

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Selena looked gorgeous in a white and silver embellished dress when she took home her first Grammy in 1994.

1984: Michael Jackson in Michael Bush

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Not only did Jackson take home eight Grammys in 1984, but he also arrived to the awards in this embellished military jacket and only one glove, a look that would define his style for years to come.

1983: Donna Summer

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Donna Summer looked gorgeous in a leopard print gown at the Grammys in 1983.

1975: Grace Jones

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Always pushing fashion forward, it’s no surprise Jones wore this unique leather look to the awards in 1975.

1975: Stevie Wonder

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Wonder (seen her with Bette Midler, who yes, is wearing a record on her head), wore a denim patchwork tuxedo to the awards in 1975.

1974: Cher

Michael Ochs Archives/Michael Ochs Archives/Getty Images

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Almost 50 years later and this butterfly-adorned look is still considered one of Cher’s best of all time.

1972: Aretha Franklin

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Franklin wore an orange and gold dress and matching head wrap to take home her seventh and eighth Grammys in 1972.

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Alexandra Williams
Alexandra Williams
Alexandra Williams is a writer and editor. Angeles. She writes about politics, art, and culture for LinkDaddy News.

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