100+ of the Most Iconic Fashion Moments at the Grammy Awards, All Right Here

The Grammy Awards are a time for the best musicians of the year to come out and dazzle the world with their vocals, musical achievements, and, of course, their wildly outrageous outfits. From the green Versace dress that broke the internet to sultry near-naked styles that stunned onlookers near and far, the stars at the Grammys seem to bring more than just their vocals to the show.

We went back into the photo archives to bring you the most iconic fashion moments from the big night that stunned, shocked, and completely surprised us. It’s no secret that when the fashion and music industries come together, some very interesting things are bound to happen, and that’s all we can hope for during this year’s virtual show. Take a peek at over 100 of our favorite looks, and get ready for another year of fierce fashion.

– Additional reporting by Lauren Harano

Related: The Red Carpet Looks at the 2020 Golden Globes Are Everything We Want and More

Getty / Jason Merritt

Lady Gaga

Lady Gaga‘s showstopping 2010 red carpet look was nothing short of fascinating.

WireImage / Lester Cohen

Rihanna

Rihanna worked a bold and beautiful, fiery-red Alaïa gown at the 2013 awards.

Getty / Christopher Polk

Beyoncé Knowles

Beyoncé’s short and sexy sequined number dazzled us in 2010.

WireImage / KMazur

Britney Spears

Britney Spears went for a glamorous all-white look in 2000.

Corbis via Getty Images / Frank Trapper

Taylor Swift

Taylor Swift went with a gorgeous J. Mendel gown in 2013.

Getty / Jeff Vespa

Jennifer Lopez

Jennifer Lopez wore that iconic Versace dress to the 2000 show.

WireImage / Dan MacMedan

Rihanna

Rihanna‘s barely there Jean Paul Gaultier gown garnered a ton of attention in 2011.

Getty Images / Jason Merritt

Beyoncé Knowles

Beyoncé was a standout in a chic black and white jumpsuit by Osman Yousefzada in 2013.

Getty / Larry Busacca

Lady Gaga

It couldn’t have been easy to sit behind Lady Gaga at the 2010 show – this futuristic costume was just one of several that evening.

Getty / Kevin Mazu / Kevin.Mazur/INACTIVE

Lil' Kim

Lil’ Kim styled up sheer layers in 1998.

Getty / Kevin Winter

Alicia Keys

Alicia Keys looked like a princess at the 2004 show.

Getty / Kevin Mazur

Gwyneth Paltrow

Gwyneth Paltrow sparkled in Versace in 2009.

FilmMagic / Jon Kopaloff

Rihanna

Rihanna‘s Giambattista Valli gown stole the show in 2015.

FilmMagic / Jon Kopaloff

Kim Kardashian

Kim Kardashian wore Jean Paul Gaultier Couture to the 2015 awards.

Getty / KMazur

Mariah Carey

Mariah Carey went for a two-piece ensemble in 1996.

Getty / FREDERIC J. BROWN

Adele

Who didn’t adore Adele’s Valentino dress in 2015?

WireImage / Jeff Vespa

Carrie Underwood

Carrie Underwood went with long-sleeves back in 2012 wearing Gomez-Gracia.

WireImage / Steve Granitz

Lady Gaga

Wearing an Armani Privé dress with Lorraine Schwartz jewelry and her standout engagement ring at the 2018 show.

Getty / Jeff Kravitz

Gwen Stefani

In 2006, a pregnant Gwen Stefani wore L.A.M.B. to the Grammy Awards.

Getty / Kevin Mazur

Ciara

In 2010, Ciara stunned in Givenchy.

Getty / Gregg DeGuire

Kim Kardashian

Kim Kardashian looked like a Grammy statue herself in a low-cut gold Basil Soda gown in 2011.

Getty / Lester Cohen

Jennifer Hudson

Jennifer Hudson wore a black peplum Victoria Beckham number in 2010.

WireImage / Jeff Vespa

Faith Hill

Faith Hill wore J. Mendel in 2013.

WireImage / Kevin Mazur

Jennifer Lopez

Jennifer Lopez flaunted a lot of leg and bared some shoulder in an asymmetrical Anthony Vaccarello gown in 2013.

FilmMagic, Inc / Jeff Kravitz

Lil' Kim

Just one of Lil’ Kim’s many over-the-top red carpet getups; the year was 2002.

WireImage / Steve Granitz

Miley Cyrus

Miley Cyrus wore Alexandre Vauthier in 2015.

Getty / Ron Galella

Jack Nicholson and Diana Ross

Jack Nicholson and Diana Ross attended in 1991.

FilmMagic / Jon Kopaloff

Gwen Stefani

Gwen Stefani wore a Versace jumpsuit to the Grammy Awards in 2015.

Getty / L. Cohen

Fiona Apple

Singer Fiona Apple wore J. Mendel to the 2006 show.

WireImage for J Records / SGranitz

Diana Ross

Singing legend Diana Ross wore an eye-catching purple coat in 2006.

Getty Images / Jason Merritt

Kelly Rowland

Kelly Rowland attended in a Georges Chakra Couture back in 2013.

WireImage / Michael Caulfield Archive

Beyoncé Knowles and Prince

Beyoncé and Prince coordinated in shades of purple and pink for their Grammys performance in 2004.

Getty Images / Jason Merritt

Estelle

Estelle upped the ante on the red carpet in 2013 with a bold print on her cropped top and full-length skirt – a look she designed.

Bettmann Archive

Tina Turner

We love Tina Turner’s fur-chic look from 1982.

WireImage / Barry King

Cyndi Lauper

Here’s Cyndi Lauper doing her wild thing in 1984.

FilmMagic, Inc / Jeff Kravitz

Avril Lavigne

Avril Lavigne was feeling rebellious on the red carpet in 2003.

WireImage / Barry King

Grace Jones

Grace Jones gave us a strong-shouldered black and yellow look in 1984.

Getty / Steve Granitz

Kanye West

Kanye West channeled Prince’s “Purple Rain” days for the 2006 show.

WireImage / J. Vespa

Britney Spears and Alicia Keys

Britney Spears and Alicia Keys both got the pirate memo in 2002.

WireImage / L. Cohen

Imogen Heap

Imogen Heap looked like a modern-day Mary Poppins in 2007.

WireImage / Kevin.Mazur/INACTIVE

Faith Hill

Faith Hill wore a lavender gown and curly hairstyle at the 1999 show.

WireImage / KMazur

Janet Jackson

Janet Jackson looked too cool in an all-white suit at the Grammys in 1993.

WireImage / Steve Granitz

Destiny's Child

Destiny’s Child channeled the Garden of Eden at the 2001 show with awards in tow.

FilmMagic / Axelle/Bauer-Griffin

Ariana Grande

The “Thank U, Next” singer rocked a long-trained red dress and dainty jewelry in 2016 when she arrived on the red carpet.

Getty Images / Jason Merritt/TERM

Rihanna

In a modern Elizabethan gown, R&B queen Rihanna turned up the heat on the red carpet in 2010 in this show-stopping ensemble.

Getty Images / Jon Kopaloff

Alicia Keys

In a dramatic red dress, Alicia Keys looked simply tantalizing when she arrived at the show in 2019.

WireImage / Steve Granitz

Camila Cabello

“Señorita” singer Camila Cabello wowed the 2019 show when she wore this custom Armani gown and Harry Winston jewels.

WireImage / Kevin Mazur

Prince

Prince didn’t even have to perform at the 2015 Grammys to steal the show. He simply won over the crowd by wearing this striking orange suit.

Getty Images for NARAS / Michael Loccisano

Miley Cyrus

Superstar Miley Cyrus wore a dress fit for a queen when she performed at the Grammys in 2018. The stunning Zac Posen gown was dreamy in every way.

Getty Images for NARAS / Christopher Polk

Beyoncé Knowles

Beyoncé shut down the 2017 Grammys when she wore a glittering gold gown that flawlessly showed off her growing baby bump.

Getty Images / Myrna Suarez

Gwen Stefani

Dressed in all white, Gwen Stefani looked like a literal goddess at the 2003 Grammys.

WireImage / John Shearer

Selena Gomez and Taylor Swift

When Selena Gomez and Taylor Swift went to the 2016 Grammys together, the duo made waves on the red carpet when they arrived in these gorgeous gowns. Gomez wore a navy blue sparkly spaghetti strap dress, while Swift opted for a sexy two-piece neon set.

Getty Images / Jon Kopaloff

Jennifer Lopez

Wearing a Ralph & Russo Couture dress right off the runway with Niwaka jewels, a Judith Leiber clutch, and Jimmy Choo platform heels, Jennifer Lopez stole the show in 2019 in this killer outfit.

WireImage / Steve Granitz

Alicia Keys

Singer Alicia Keys took the dress-over-jeans look to a whole new level at the 2002 show when she sported a sea-green sheer robe over blue jeans on the red carpet.

Getty Images for The Recording Academy / John Shearer

Andra Day

The year 2019 was in for a treat when Andra Day wore a purple feathered minidress and Sophia Webster heels to the Grammys.

FilmMagic / Jon Kopaloff

Katy Perry

With gorgeous lilac hair and a sheer sparkly dress, Katy Perry worked the 2015 red carpet like it was her job.

WireImage / Steve Granitz

Tracee Ellis Ross

Tracee Ellis Ross made onlookers green with envy when she debuted this Ralph & Russo Couture look in 2019 with Christian Louboutin shoes and Lorraine Schwartz jewels.

WireImage / Jeff Vespa

Sia and Maddie Ziegler

Iconic duo Sia and Maddie Ziegler wore matching white wigs to the 2015 show, making everyone do a double-take.

FilmMagic / Amy Sussman

Kylie Jenner

Kylie Jenner wore a Balmain Couture look with Jimmy Choo heels and Lorraine Schwartz jewels when she attended the 2019 red carpet.

WireImage / Kevin.Mazur/INACTIVE

Madonna

The “Like a Prayer” singer rocked a red belted dress with red-hot booties at the 1999 show, complete with a Coca-Cola in hand.

Getty Images for The Recording Academy / Lester Cohen

Katy Perry

Katy Perry turned heads in 2019 when she arrived on the carpet wearing a Balmain Couture dress with Djula jewelry.

FilmMagic / Jason LaVeris

Beyoncé Knowles

Looking like a true goddess, Beyoncé worked a sheer white floral gown by Michael Costello on the red carpet back in 2014, and looked simply angelic.

Corbis via Getty Images / Steve Azzara

Jada Pinkett Smith

Pregnant Jada Pinkett Smith debuted her baby bump in a sheer sparkly dress at the 1998 show with effortless beauty and grace.

Getty Images for The Recording Academy / Lester Cohen

Kacey Musgraves

Kacey Musgraves was a tulle dream in a Valentino gown in 2019.

FilmMagic / Jeff Kravitz

Jada Pinkett Smith

The 41st Grammy Awards show was in for a treat when Jada Pinkett Smith arrived in this cutout dress with strappy black heels.

Getty Images / Dan MacMedan

Cardi B

Always dressed to impress, Cardi B made a splash in 2019 when she wore this vintage Mugler Couture from 1995, originally worn by Simonetta Gianfelici. She accessorized the look with 28-carat Gismondi 1754 diamond earrings.

WireImage / Jeff Vespa

Lady Gaga

Gaga was true to her groundbreaking roots at the 2016 Grammys when she arrived in her interpretation of Ziggy Stardust in a printed blue dress with a high-slit and red platform heels.

Getty Images / Jon Kopaloff

Janelle Monáe

Janelle Monáe was perfection in a voluminous minidress with a wide-brim hat and Tiffany & Co. jewels when she arrived on the 2019 red carpet.

WireImage / Steve Granitz

Mary J. Blige

In 1996, Mary J. Blige sported a head-to-toe cheetah print look complete with black gloves and killer shades.

FilmMagic / Axelle/Bauer-Griffin

Jennifer Lopez

Jennifer Lopez looked like a dream in 2017 when she arrived in this stunning lavender Ralph & Russo Couture gown complete with a high slit and tulle neck detail.

FilmMagic / Jon Kopaloff

Lady Gaga

Lady Gaga was a silver-sequin queen on the red carpet in 2015 when she wore this dazzling low-cut dress with matching dainty heels.

Getty Images for NARAS / Larry Busacca

Ciara

In a nearly-naked diamond-studded black dress, Ciara wowed the onlookers that attended the Grammys in 2016.

WireImage for NARAS / Gregg DeGuire

Beyoncé Knowles

Winner of five Grammy awards during the 46th Annual Grammy Awards in 2004, Beyoncé slayed the red carpet in a shimmering gold gown.

Getty Images for The Recording Academy / Lester Cohen

Bebe Rexha

Looking as red-hot as ever, Bebe Rexha debuted a tiered Monsoori gown with a plunging neckline and jewels at the 2019 show.

FilmMagic / Jon Kopaloff

Penélope Cruz

Let’s face it: no one has looked as good in a pantsuit as Penélope Cruz did at the 2005 show.

FilmMagic / Axelle/Bauer-Griffin

Madonna

In too-cool-for-school matching suits, Madonna and her then 9-year-old son, David Banda, gave the term “family affair” a whole new meaning in 2014.

AFP/Getty Images / VALERIE MACON

Jada Pinkett Smith

In a feathered gown and Lorraine Schwartz jewels, Jada Pinkett Smith looked sexy, sultry, and stunning in 2019 when she flaunted this fantastic ensemble.

FilmMagic / Axelle/Bauer-Griffin

Chrissy Teigen

Chrissy Teigen was glowing in a white gown at the 2016 show, complete with a cute baby bump to complement her look.

Getty Images / Kevin Winter

Sheryl Crow

Looking all too sexy in a yellow cutout gown, Sheryl Crow graced the 2005 red carpet with more than it deserved.

FilmMagic / Jon Kopaloff

Chrissy Teigen

In a sexy Roberto Cavalli dress, Chrissy Teigen gave the red carpet a show at the 2017 awards.

Getty Images for The Recording Academy / Kevin Winter

H.E.R.

Singer H.E.R. went seriously glam to the 2019 Grammys when she wore this sparkly Coach look with an Elegance Inc. ring.

Getty Images / Frazer Harrison

Solange Knowles

Singer-songwriter Solange was a sight for sore eyes in 2017 when she wore this pleated gold metallic Gucci gown.

Getty Images for NARAS / Christopher Polk

SZA

Singer SZA embodied a real-life angel in 2018 when she wore a beaded long-sleeve gown on the red carpet.

AFP via Getty Images / HECTOR MATA

Will Smith

Will Smith received a Grammy for Best Rap Solo Performance at the 1999 show, and should’ve also received an award for his dashing two-tone leather suit.

WireImage / Steve Granitz

Cardi B

While making yet another Grammys debut, Cardi B looked angelic in an Ashi Studio white gown in 2018.

Getty Images for The Recording Academy / Lester Cohen

Dua Lipa

Singer Dua Lipa had all eyes on her in a floor-sweeping silver strapless gown with jewels from Bulgari and Ashley Zhang in 2019.

WireImage / Steve Granitz

Demi Lovato

Demi Lovato‘s beige cut-out bodycon dress was worthy of all the awards at the 2017 show for more reasons than one.

Getty Images for The Recording Academy / Neilson Barnard

Heidi Klum

Wearing a Stéphane Rolland dress with Lorraine Schwartz jewels and Jimmy Choo shoes, Heidi Klum wowed the crowd in 2019.

Getty Images / Jon Kopaloff

Lady Gaga

Lady Gaga lit up the 2019 red carpet (per usual) in a stunning metallic Celine gown with Tiffany jewels.

WireImage / KMazur

Jennifer Lopez

Jenny from the block shook the red carpet in 1999 when she arrived in this delicate gold sequin minidress.

WireImage / John Shearer

Katy Perry

“Firework” singer Katy Perry looked like an absolute bombshell in 2011 when she flaunted this sexy Armani dress which featured a bedazzled bra, long iridescent skirt, and feathery white wings.

Getty Images for The Recording Academy / Lester Cohen

Ashlee Simpson

Ashlee Simpson slipped into head-to-toe shimmer when she sported this Georges Chakra Couture number at the 2019 award show.

Getty / Amy Sussman
Getty / Steve Granitz

Lil Nas X

Wearing a hot-pink Versace suit at the 2020 show.

Getty / Frazer Harrison

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