The 68 Most Iconic Fashion Moments in Grammy Award History

Fashion, Beauty, Yellow, Costume, Event, Fashion design, Model, Photo shoot, Style, Fashion model,
Design by Morgan McMullen

The 2020 Grammy Awards will take place on January 26, 2020, and I personally can't wait to see what Cardi B, Lizzo, and Kacey Musgraves will be wearing. Obviously, it's all about the music, but it's also not just about the music—the Grammys are one place where artists always love to flex and express themselves through fashion. We've rounded up the most eye-catching, sparkly, and jaw-dropping outfits of the past 61 years and all I can say is...besides on your NYE dress, sequins belong at the Grammys.

<p>Cher looking like the fairy-tale&nbsp;embodiment of Lisa Frank (in the best way possible),&nbsp;setting&nbsp;the stage for the&nbsp;body-baring&nbsp;getups of future decades.&nbsp;</p>
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1 of 66
1974

Cher arrived looking like the fairytale embodiment of Lisa Frank (in the best way possible) and setting the stage for the body-baring getups of future decades.

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<p>Yoko Oko&nbsp;and John Lennon are young and in&nbsp;love (and looking very sharp) at the '75 Grammy's.&nbsp;</p>
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2 of 66
1975

Yoko Oko and John Lennon are young and in love at the '75 Grammys.

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The 19th Annual GRAMMY Awards
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3 of 66
1977

My name is Bette Midler and I can wear a crown if I want to.

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<p>Pat Benatar wearing a stunning lace-up dress and purple eye makeup.&nbsp;</p>
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4 of 66
1982

Pat Benatar wearing a stunning lace-up dress and perfectly '80s purple eye makeup.

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<p>Rick James and a barely recognizable Olivia Newton-John dressed like they're each other's Grammy's prom dates&nbsp;(corsage not included).&nbsp;</p>
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5 of 66
1983

Rick James and a barely recognizable Olivia Newton-John dressed like they're each other's Grammy's prom dates. (Corsage not included.)

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<p>Cyndi Lauper keeping it quirky in a very '80s mash-up of colors and prints.&nbsp;</p>
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6 of 66
1984

Cyndi Lauper keeping it quirky in a very '80s mash-up of colors and prints.

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<p>Babs wearing gold lamé&nbsp;<span class="redactor-invisible-space" data-verified="redactor" data-redactor-tag="span" data-redactor-class="redactor-invisible-space"></span> to accept an award for the Best Pop Vocal Performance for a Broadway Album.&nbsp;</p>
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7 of 66
1986

Barbra Streisand wearing gold lamé to accept an award for the Best Pop Vocal Performance for a Broadway Album.

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<p>Prince slaying in&nbsp;head-to-toe polka dots, from the custom high-waisted&nbsp;suit to the pointed&nbsp;heels.&nbsp;</p>
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8 of 66
1988

Prince slaying in head-to-toe polka dots, including custom high-waisted suit and pointed heels.

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<p>Naomi Campbell strutting into the Grammy Awards wearing a mini dress inspired by a&nbsp;deck-of-cards&nbsp;and a fluffy red boa on top.&nbsp;</p>
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9 of 66
1991

Naomi Campbell strutting into the Grammy Awards wearing a mini dress inspired by a deck-of-cards and a fluffy red boa on top.

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34th Annual Grammy Awards
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10 of 66
1992

Where do we begin with a 1992 Celine Dion? The mules are fabulous, and so is this dress with tights—a rarity on the red carpet.

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<p>In case you ever doubted that Mariah Carey was the O.G. goddess of music events (let's just forget that New Year's Eve performance ever happened, okay?), refer to&nbsp;this vintage photo of her stunning in a scarlet gown.&nbsp;</p>
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11 of 66
1993

In case you ever doubted that Mariah Carey was the O.G. goddess of music events, refer to this vintage photo of her in a stunning scarlet gown.

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<p>The picture of red-carpet glamour, Selena arrived at the Grammy's wearing a sparkly white halter dress, a bouffant, and her signature red lip.&nbsp;</p>
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12 of 66
1994

Selena, the picture of red-carpet glamour, arrived at the Grammy's wearing a sparkly white halter dress, a bouffant, and her signature red lip.

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37th Annual Grammy Awards - Press Room
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13 of 66
1995

Faith Hill looking like a vision in white with a plunging slit. Would totally wear this dress today.

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The 38th Annual GRAMMY Awards - Press Room
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14 of 66
1996

Mary J. Blige in head-to-toe leopard print, black gloves, and sunglasses inside? Icon.

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15 of 66
1997

Gwen Stefani opted for a silk jacket and a floor-length floral gown.

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Ron Galella Archive - File Photos 2011
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16 of 66
1998

Not sure who's more of a mood: a pregnant Jada Pinkett Smith in this very sheer, sparkly dress, or the guy behind her.

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<p>Li'l Kim wearing sheer tights and an equally sheer wrap over her bodysuit.&nbsp;</p>
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17 of 66
1998

Lil' Kim wearing sheer (sparkly) tights and an equally sheer (sparkly) wrap over her bodysuit.

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<p>Faith Hill looking like a'90s princess (the same year&nbsp;Gwyneth Paltrow made the powder-pink dress her domain at the Oscars).&nbsp;</p>
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18 of 66
1999

Faith Hill looking like a'90s princess (the same year Gwyneth Paltrow wore that powder-pink dress at the Oscars).

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<p>One of Madonna's most famous performances, wearing a Kabuki-like red frock to perform "Nothing Really Matters."</p>
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19 of 66
1999

Madonna wearing a Kabuki-like red frock to perform "Nothing Really Matters."

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<p>J.Lo wore a dazzling sparkly gold mini dress, a pre-cursor to her big fashion moment ahead (see 2000).&nbsp;</p>
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20 of 66
1999

J.Lo wore a dazzling sparkly gold mini dress, which was a pre-cursor to her big fashion moment ahead (see: 2000).

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<p>Arguably the most iconic Grammy's dress of all time (of all time!), J.Lo wore a <a href="http://www.marieclaire.com/celebrity/news/g4355/plunging-necklines-trend-golden-globes-2017/" target="_blank" data-tracking-id="recirc-text-link">pluuunging</a>, sheer Versace dress (and&nbsp;lots of double-sided tape, probably).&nbsp;</p>
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21 of 66
2000

Arguably the most iconic Grammy's dress of all time (of all time!), J.Lo wore a pluuunging, sheer Versace dress and lots of double-sided tape...probably.

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<p>Britney Spears playing up va-va-voom Marilyn Monroe glamour in this all-white combination (almost as iconic as her Canadian tuxedo collaboration with Justin Timberlake at the American Music Awards).&nbsp;</p>
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22 of 66
2000

Britney Spears going for va-va-voom Marilyn Monroe glamour in this all-white combination. It's almost as iconic as her Canadian tuxedo collaboration with Justin Timberlake at the American Music Awards.

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<p>One of&nbsp;Christina Aguilera's most risk-taking red-carpet&nbsp;fashion moments wearing corn-rows and what looks like a sheer beach cover-up.&nbsp;</p>
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23 of 66
2001

One of Christina Aguilera's riskiest and most controversial red-carpet fashion moments came in 2001 when she wore cornrows and what looks like a sheer beach cover-up.

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24 of 66
2001

Destiny's Child channeling Eve in the Garden of Eden.

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<p>Never one to wear anything close to boring, this year&nbsp;Li'l Kim rolled up to the red carpet in leather hot pants, a bikini top, and matching red shades #hero.&nbsp;</p>
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25 of 66
2002

Never one to wear anything close to boring, Lil' Kim rolled up to the red carpet in leather pants, a bikini top, and matching red shades. #Hero.

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<p>The time brave soul&nbsp;Alicia Keys tried to make rainbow lashes and a sparkly hooded dress/jeans/tee combo a red carpet staple (we still love her&nbsp;though).&nbsp;</p>
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26 of 66
2002

That one time brave soul Alicia Keys tried to make rainbow lashes and a sparkly hooded dress/jeans/tee combo work. (We still love her, though.)

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27 of 66
2003

Gwen Stefani looks every bit of a modern version of Jean Harlow (whom she played in 2004's The Aviator) in a skin-baring white getup and white-blonde pin curls.

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<p>Avril Lavigne giving the middle finger to gender norms in a full-on suit (top hat not pictured), but like, the Hot Topic&nbsp;version. Note that she's coordinated Converses with her entire crew.&nbsp;</p>
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28 of 66
2003

Avril Lavigne giving the middle finger to gender norms in a full-on suit (top hat not pictured), but like, the Hot Topic version. Note that she has coordinated Converses with her entire crew.

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29 of 66
2004

Alicia Keys looking stunning in a two-tone peach gown.

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<p>The dream team of Beyoncé&nbsp;<span class="redactor-invisible-space" data-verified="redactor" data-redactor-tag="span" data-redactor-class="redactor-invisible-space"></span> and Prince in one room performing "Purple Rain" and "Crazy in Love" was a spectacle not just for the musical collaboration.</p>
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30 of 66
2004

Dream team Beyoncé and Prince performing "Purple Rain" and "Crazy in Love" was a spectacle...and not just for the musical collaboration.

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<p>That ideal, super relatable&nbsp;moment when your gold dress perfectly matches your many trophies.&nbsp;</p>
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31 of 66
2004

That super relatable moment when your gold dress perfectly matches your four trophies.

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<p>Diana Ross wows in head-to-toe florals at Clive Davis' pre-Grammy Awards party.&nbsp;</p>
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32 of 66
2005

Diana Ross wows in head-to-toe florals at Clive Davis' pre-Grammy Awards party.

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The 47th Annual GRAMMY Awards - Arrivals
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33 of 66
2005

Nobody rocks a fedora better than Penélope Cruz on the 2005 red carpet.

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<p>Kanye, still in his aggressive sunglasses and white gloves phase, put the stuffy tuxedo in its place with this lilac number (note: with the sleeves rolled up).&nbsp;</p>
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34 of 66
2006

Kanye, still in his aggressive sunglasses and white gloves phase, put the stuffy tuxedo in its place with this lilac number (note: with the sleeves rolled up).

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The 49th Annual GRAMMY Awards - Arrivals
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35 of 66
2007

Pictured: Isabella Hilary Duff in this amazing sequined slip dress. Paolo, where you at?

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<p>The year Kanye made those glow-in-the-dark&nbsp;shutter shades a thing (R.I.P.)&nbsp;</p>
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36 of 66
2008

The year Kanye made those glow-in-the-dark shutter shades a thing. R.I.P.

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<p>A very pregnant M.I.A. arrived at the awards show showing off her baby pump in this crazy but fabulous&nbsp;sheer polka-dot outfit.&nbsp;</p>
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37 of 66
2009

A very pregnant M.I.A. arrived at the awards show in this crazy-but-fabulous sheer polka-dot outfit that drew attention straight to her bump.

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<p>Imogen Heap wearing an actual parasole, <em data-redactor-tag="em" data-verified="redactor">My Fair Lady</em>-style, and an oversized collar (???)&nbsp;on the red carpet.&nbsp;</p>
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38 of 66
2010

Imogen Heap carrying an actual parasol, My Fair Lady–style, and wearing an oversized collar (???) on the red carpet.

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<p>The two queens of R&amp;B in one place, Beyoncé&nbsp;<span class="redactor-invisible-space" data-verified="redactor" data-redactor-tag="span" data-redactor-class="redactor-invisible-space"></span> wearing a sequined&nbsp;mini-dress and Rihanna in a modern Elizabethan dress (white&nbsp;ruff included).&nbsp;</p>
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39 of 66
2010

The two queens of R&B in one place: Beyoncé wearing a sequined mini-dress and Rihanna in a modern Elizabethan gown (white ruffled collar included).

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<p>Just one of Lady Gaga's many&nbsp;iconic&nbsp;red carpet moments, she wears a larger-than-life dress&nbsp;that looks like it's spun from fairy dust.&nbsp;</p>
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40 of 66
2010

Just one of Lady Gaga's many iconic red carpet moments wearing a larger-than-life dress that looks like it's spun from fairy dust.

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<p>And at the actual show itself, in a futuristic 3D&nbsp;metallic creation&nbsp;that makes her resemble some rare Poké<span class="redactor-invisible-space" data-verified="redactor" data-redactor-tag="span" data-redactor-class="redactor-invisible-space"></span>mon in the wild.&nbsp;</p>
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41 of 66
2010

And inside the actual show itself, Gaga donned a futuristic 3-D metallic creation that resembles a rare Pokémon in the wild.

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<p>Queen Nicki showing her wild side in a head-to-toe animal print look. </p>
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42 of 66
2011

Queen Nicki showing her wild side in a head-to-toe animal print lewk.

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USA - The 54th Annual GRAMMY Awards in Los Angeles - arrivals
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43 of 66
2012

Nobody pulls off a orange cut-out lace dress better than Fergie. The gold hoops and bracelet complete the (very naked) look.

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USA - The 54th Annual GRAMMY Awards in Los Angeles - arrivals
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44 of 66
2012

Robyn wasn't messing around in these platforms.

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<p>Katy Perry's never one to shy away from color, but it's an especially visual treat to see her wearing aqua-blue&nbsp;hair and a beautiful Elie Saab gown.&nbsp;</p>
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45 of 66
2012

Katy Perry's never one to shy away from color, but it's a treat to see her wearing this classic Elie Saab gown with aqua-blue hair.

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<p>Nicki Minaj playing up the&nbsp;theatrics on the red carpet by bringing&nbsp;a replica of the Pope as her date&nbsp;and donning&nbsp;a hooded scarlet robe.&nbsp;</p>
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46 of 66
2012

Nicki Minaj playing up the theatrics on the red carpet by bringing a replica of the Pope as her date and wearing a hooded scarlet robe.

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<p>Adele always goes for classic ensembles over wild get-ups, so&nbsp;this colorful bloom of poppies (and matching shoes!) by Valentino make perfect sense.&nbsp;</p>
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47 of 66
2013

Adele opts for classic ensembles over wild get-ups, so this colorful bloom of poppies (and matching shoes!) by Valentino makes perfect sense.

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<p>Miley Cyrus wearing our idea of red carpet perfection. Because what's more comfortable than a baby pink shearling coat? Nothing, that's what.&nbsp;</p>
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48 of 66
2014

What's more comfortable than a baby pink shearling coat? Exactly. Thank you, Miley.

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<p>That time that Prince wasn't even performing and stole the entire show with&nbsp;sparkly tangerine separates, bug-eye&nbsp;shades, and a "don't play" attitude that launched a thousand Internet memes.&nbsp;</p>
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49 of 66
2015

That time Prince wasn't even performing and stole the entire show with sparkly tangerine separates, bug-eye shades, and a "don't play" attitude that launched a thousand Internet memes.

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<p>Nobody wears a pantsuit quite like Gwen Stefani, and this architectural corset version is a winner.&nbsp;</p>
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50 of 66
2015

Nobody wears a pantsuit quite like Gwen Stefani, and this architectural corset version is a winner.

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<p>Katy Perry rocking shocking lilac hair and a sparkly naked dress.&nbsp;</p>
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51 of 66
2015

Katy Perry rockin' lilac hair and a sparkly naked dress.

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<p>Newly minted couple Kanye (who's shed his colorful suits for all black this year) and a sophisticated Kim K. in Jean Paul Gaulthier Couture.&nbsp;</p>
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52 of 66
2015

Newly-minted couple Kanye (who's shed his colorful suits for all-black) and a sophisticated Kim K. in Jean Paul Gaultier Couture.

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<p>In a classic Sia move, she brought her mini-me Maddy Ziegler to the Grammy's, where both wore their signature white cropped&nbsp;wigs.&nbsp;</p>
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53 of 66
2015

In a classic Sia move, she brought her mini-me Maddie Ziegler to the Grammys. Both wore their signature white cropped wigs.

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<p>The year we forgot everything else but Rihanna wearing this stunning Giambattista Valli confection.&nbsp;</p>
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54 of 66
2015

The year we forgot everything else but Rihanna wearing this stunning Giambattista Valli confection.

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<p>Lady Gaga received some push-back for this style interpretation of Ziggy Stardust (in preparation for her performance of several David Bowie songs), but we think her red carpet tribute to the late singer&nbsp;was spot-on.&nbsp;</p>
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55 of 66
2016

Lady Gaga received some push-back for this interpretation of Ziggy Stardust (in preparation for her performance of several David Bowie songs), but we think her red carpet tribute to the late singer was spot-on.

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<p>Ciara slayed in this almost-naked, super-high-slit number by&nbsp;Alexandre Vauthier Haute Couture.&nbsp;</p>
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56 of 66
2016

Ciara slayed in this almost-naked, super-high-slit number by Alexandre Vauthier Haute Couture.

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