The Most Glamorous Grammy Awards Looks of All Time

Yes, those are gold safety pins lining Miley Cyrus’s 2024 Grammys dress—14,000 of them, to be exact. The singer’s naked Maison Margiela look was designed by John Galliano who drew inspiration from his eponymous label’s fall 1997 collection.

Taylor Swift donned a high-slit Schiaparelli dress and a black choker (a reference to her not-yet-released album, The Tortured Poet’s Department) to the 2024 awards.

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

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

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.

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

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

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

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.

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

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

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.

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

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.

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.

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.

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

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.

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.

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

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

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

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.

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

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

Madonna channeled Marlene Dietrich for her 2014 Grammys look.

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

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.

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

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

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.

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

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

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.

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.

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

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.

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.

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.”

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

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.

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

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

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.

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

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