The Most Memorable Moments in Grammys History

STYLECASTER | Best Grammy Moments
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What are the best Grammy moments ever? There’s Jennifer Lopez’s iconic green Versace dress from 2000. There’s Kanye West almost pulling a Kanye West when Beck won Album of the Year in 2015. There’s Lady Gaga arriving to the red carpet in an egg in 2011. There have been so many amazing—and WTF—moments at the Grammys over the years, and 2019 is bound to be no different. But as we wait for what water-cooler stories will happen this year, let’s look back on the most memorable moments of Grammys past.

For those who are unaware, the Grammys are music’s biggest night. Though there are awards shows like the American Music Awards and the MTV Video Music Awards, the Grammys are the one night a year where artists from every genre come together for an evening of accolades and wild on-stage moments. Bring together the best of the best of Hollywood and there’s bound to be some shit that goes down.

This year’s attendees include Miley Cyrus, Lady Gaga and Cardi B, so even if there’s no on-stage drama, we best believe that these performances will be ones to remember. So before the Grammys 2019 come to TV on Sunday night, relive the most memorable moments in Grammys history.

Adele Stopping and Restarting Her George Michael Tribute (2017)

After George Michael’s death in 2016, Adele was tasked of performing a tribute for him at the 2017 Grammys. However, the performance didn’t go as well as planned. After a few seconds into Michaels’s 1996 song “Fastlove,” which was performed with an orchestral arrangement from Hans Zimmerman, Adele paused, swore into the microphone and asked the producers for a do-over. “I’m sorry. I know it’s live TV,” she said. “But this is too important.” She restarted the performance and finished strong.

STYLECASTER | Adele Grammys 2017

Kevin Winter/Getty Images for NARAS.

Jennifer Lopez’s Iconic Versace Green Dress (2000)

Lopez made red carpet history when she wore this iconic green dress to the 2000 Grammys. The dress, designed by Donatella Versace, featured an extra-low v-cut, which dipped down to Lopez’s belly button. The dress was so memorable that Versace re-created the dress—albeit with a different pattern—for a fashion show in 2018. “I love it. I wouldn’t rock it again on a red carpet. But it lives in my house. It’s on a little mannequin in my house,” Lopez told USA Today in 2018.

STYLECASTER | Jennifer Lopez Grammys 2000

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Blue Ivy Shushing Beyoncé and Jay-Z (2018)

Blue Ivy was the talk of the internet after the 2018 Grammys when she shushed her parents, Beyoncé and Jay-Z, on camera. The moment happened as Camila Cabello was giving a speech about the importance of Dreamer children. As Cabello was talking, Blue Ivy was seen shushing her parents as they started clapping.

STYLECASTER | Blue Ivy Grammys 2018

Christopher Polk/Getty Images for NARAS.

Lady Gaga’s Egg Outfit (2011)

Lady Gaga is known for her red carpet shenanigans, the 2011 Grammys was no exception. For the awards show, Gaga walked the red carpet in an egg carried by five models, which she didn’t exit until she performed “Born This Way” later in the show. I was in there for about 72 hours, and it was a very creative experience, and it was time for me to prepare and really think about the meaning of [“Born This Way”] and get prepared for the performance. I really wanted to be born on stage,” Gagav told Ryan Seacrest.

STYLECASTER | Lady Gaga 2011 Grammys

Jason Merritt/Getty Images.

Taylor Swift Shading Kanye West (2016)

After the release of Kanye West’s “Famous” (but before Kim Kardashian’s Snapchat exposé), Swift made a pointed reference at West in her acceptance speech for Album of the Year, which she won for 1989. Many believe Swift responded to West’s recent lyrics at the time, which talk about how he made her “famous.”

“As the first woman to win album of the year at the Grammys twice, I want to say to all the young women out there: there are going to be people along the way who will try to undercut your success or take credit for your accomplishments or your fame,” Swift said. “But if you just focus on the work and you don’t let those people sidetrack you, someday when you get where you’re going, you’ll look around and you’ll know it was you and the people who love you who put you there and that will be the greatest feeling in the world.”

STYLECASTER | Taylor Swift 2016 Grammys

Kevin Winter/WireImage.

Kanye West Almost Interrupting Beck (2015)

Kanye West almost pulled a Kanye West after Beck won Album of the Year for Morning Phase at the 2015 Grammys over Beyoncé. After Beck’s win, West appeared to storm the stage (much like what he did to Taylor Swift at the 2013 MTV Video Music Awards) before turning around and returning to his seat. However, Beck had a sense of humor around the stunt. “I need some help. Come back,” Beck said.

STYLECASTER | Kanye West 2015 Grammys

Robert Gauthier/Los Angeles Times via Getty Images.

M.I.A. Performing on Her Due Date (2009)

Nine months into her pregnancy, M.I.A. performed at the 2009 Grammys—on her due date. The rapper performed alongside Jay-Z, Lil Wayne, T.I and Kanye West in a black-and-white polka-dot dress, with her baby bump on full display. Though Grammys night was her due date, the rapper didn’t give birth to her son, Ikhyd Edgar Arular Bronfman, until three days later after going into labor hours after her Grammys performance.

STYLECASTER | MIA 2009 Grammys

Jeff Kravitz/FilmMagic.

The “Soy Bomb Guy” interrupting Bob Dylan (1998)

During Bob Dylan’s performance of “Love Sick” at the 1998 Grammys, a man, later identified as performance artist Michael Portnoy, jumped onstage and removed his shirt, which revealed the words “Soy Bomb” on his chest. Portnoy danced for a few seconds before he was removed by security. Portnoy found himself on stage after signing up to be an extra for Dylan’s performance, which paid him $200. However, after he made it on stage, he ditched his plans and decided to crash the performance instead.

STYLECASTER | Bob Dylan 1998 Grammys

Kevin Mazur/WireImage.

Annie Lennox Walking the Red Carpet in Drag (1984)

For the 1984 Grammys, Lennox decided to walk the red carpet—and perform her song, “Sweet Dreams (Are Made of This)”—completely in drag. Lennox went in full character, with a dark suit and a wig. She even deepened her voice. The singer was so unrecognizable that some news outlets and fans didn’t even realize it was her. “People were unaware that it was me,” she told CTV. “So it was almost like being a fly on the wall for awhile. That’s always something I think people want to be, isn’t it—someone else?”

STYLECASTER | Annie Lennox 1984 Grammys

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Patti LaBelle Performing “Lady Marmalade” with P!nk, Christina Aguilera and More (2002)

The 2002 Grammys saw vocal legend Patti LaBelle performing “Lady Marmalade” with P!nk, Christina Aguilera, Mya and Lil Kim. The song, which won Best Pop Vocal Collaboration, was originally sung by LaBelle in 1974, so it was a full-circle moment for the diva to perform with the early ’00s generation of pop stars.

STYLECASTER | Patti LaBelle 2002 Grammys

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Elton John Performing with Eminem After His Homophobic Controversy (2001)

John shocked audiences at the 2001 Grammys when he performed “Stan” with Eminem following the rapper’s backlash at the time for his homophobic lyrics. Despite the backlash, John, who is bisexual, supported Eminem, arguing that his lyrics were from the perspective of his character, Slim Shady. The performance saw John playing piano and singing Dido’s verse in the song. At the end, Eminem and John hugged, while rapper rose his middle fingers to the camera.

STYLECASTER | Elton John and Eminem 2000 Grammys

Kevin Winter/Getty Images.

‘Ol Dirty Bastard Interrupting Shawn Colvin (1998)

Before there was Kanye West there was ‘Ol Dirty Bastard of the Wu-Tang Clan. When the Wu-Tang Clan lost Song of the Year to Shawn Colvin at the 1998 Grammys, ‘Ol Dirty Bastard stormed the stage and took the microphone. “Something just jumped into my blood,” he later told MTV. “Puffy and all the other artists are good artists, but I think Wu-Tang… hey, we’re number one.”

Kesha Performing After Her Sexual Assault Case with Dr. Luke (2018)

After her public sexual assault case with Dr. Luke, Kesha took to the Grammys stage in 2018 with an emotional performance of “Prayin.” Joined by artists like Camila Cabello, Cyndi Lauper, Julia Michaels and Bebe Rexha, Kesha sang her heart out. The end of the performance saw the singer crying as the women on stage hugged her. The performance nodded to the Time’s Up movement, which launched around the Golden Globes a month earlier.

STYLECASTER | Kesha Grammys 2018

Jeff Kravitz/FilmMagic.

Adele Performs for the First Time After Her Vocal Chord Surgery (2012)

In 2011, Adele was forced to cancel a 10-date tour after she developed a vocal hemorrhage that affected her voice. Five months later, she underwent surgery to remove the hemorrhage and her first performance after recovering was at the 2012 Grammys where she sang “Rolling in the Deep” and was met with a standing ovation.

STYLECASTER | Adele 2012 Grammys

John Shearer/WireImage)

Beyoncé’s Performance While Pregnant with Twins (2017)

Beyoncé was pregnant with her twins, Rumi and Sir, at the 2017 Grammys. But that didn’t stop her from shutting the show down with an epic performance of “Sandcastles” and “Love Drought” from her 2016 album, Lemonade. The performance featured the singer in a crown, in a gravity-defying chair and with tons of beautiful dancers and choreography.

STYLECASTER | Beyonce 2017 Grammys

Christopher Polk/Getty Images for NARAS.

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