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Fashion

Miley Cyrus' Style Evolution, From Hannah Montana To Pop Music's Rebel

She's not one to shy away from bold fashion choices.

Miley Cyrus has gone through many a transformation since her days as Hannah Montana. If there's one things Cyrus is willing to do, it's play with fashion. Check out the pop star's wide-ranging style evolution ahead.

Photo by Lawrence Lucier/FilmMagic

2006, Disney Winter Upfront

Wearing a plaid blazer and bootcut jeans at the 2006 Disney Winter Upfront with her dad, Billy Ray Cyrus.

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2006, CMA Awards

Wearing a multi-color striped strapless mermaid gown to the 2006 CMA Awards.

Steve Granitz/WireImage/Getty Images

2007, Teen Choice Awards

Wearing a strappy sequined dress to the 2007 Teen Choice Awards.

Steve Granitz/WireImage/Getty Images

2007, American Music Awards

Wearing a red strapless dress to the American Music Awards in 2007.

Steve Granitz/WireImage/Getty Images

2008, Grammys

Wearing a shiny white mini dress to the 2008 Grammys.

Steve Granitz/WireImage/Getty Images

2008, Oscars

Matching the Oscars red carpet in a red gown in 2008.

Photo by Vince Bucci/WireImage

2009, Golden Globes

Wearing a strapless Marchesa gown to the 2009 Golden Globes.

Photo by Jeffrey Mayer/WireImage

2009, Oscars

Wearing a sparkling Zuhair Murad gown to the 2009 Oscars.

Photo by Lester Cohen/WireImage

2010, The Last Song premiere

Wearing a one-sleeved leather mini dress to the premiere of The Last Song in 2010.

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2010, American Music Awards

Wearing a high-low Marchesa dress at the 2010 American Music Awards.

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2011, Grammys

Wearing a tiger-print sequined Roberto Cavalli dress to the Grammys in 2011.

Kevin Mazur/WireImage/Getty Images

2011, VMAs

Wearing another animal print Robert Cavalli dress to the 2011 VMAs.

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2012, Vanity Fair Oscar Party

Wearing a dusty blue mermaid gown to the Vanity Fair Oscar Party in 2012.

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2012, Billboard Music Awards

Wearing a white Jean-Paul Gaultier blazer dress to the 2012 Billboard Music Awards.

Jon Kopaloff/FilmMagic/Getty Images

2012, VMAs

Wearing a black Emilio Pucci gown to the 2012 VMAs.

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2013, Met Gala

Wearing a fishnet Marc Jacobs dress to the 2013 Met Gala.

Jon Kopaloff/FilmMagic/Getty Images

2013, Billboard Music Awards

Wearing a Balmain catsuit to the 2013 Billboard Music Awards.

Dave Hogan/MTV 2013/Getty Images Entertainment/Getty Images

2013, EMAs

Wearing custom vintage and Tom Ford boots to the EMAs in 2013.

Larry Busacca/Getty Images Entertainment/Getty Images

2014, VMAs

Wearing a leather Alexandre Vauthier look at the 2014 VMAs.

Steve Granitz/WireImage/Getty Images

2014, amfAR Gala

Wearing a sheer and strappy Tom Ford look to the 2014 amfAR Gala in Los Angeles.

Dan MacMedan/WireImage/Getty Images

2015, Grammys

Wearing a black cutout Alexandre Vauthier dress to the 2015 Grammys.

Jamie McCarthy/FilmMagic/Getty Images

2015, Met Gala

Wearing Alexander Wang to the 2015 Met Gala.

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2015, amfAR Gala

Wearing a custom Moschino gown to the 2015 amfAR Gala.

Kevin Mazur/WireImage/Getty Images

2015, VMAs

Wearing a custom Versace look to the VMAs in 2015.

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2015, ONE Campaign and (RED) concert

Wearing a pink glitter suit to the ONE Campaign and (RED) concert in 2015.

Sam Wasson/Getty Images Entertainment/Getty Images

2017, iHeartRadio Music Festival

Wearing a heart-print look from Christian Cowan in 2017.

ANGELA WEISS/AFP/Getty Images

2018, Grammys

Wearing a black Jean-Paul Gaultier jumpsuit to the 2018 Grammys.

Axelle/Bauer-Griffin/FilmMagic/Getty Images

2018, Vanity Fair Oscar Party

Wearing a color-blocked silk dress by Prabal Gurung in 2018 to the Vanity Fair Oscar Party.

Michael Kovac/Getty Images Entertainment/Getty Images

2018, Elton John's Oscar Party

Wearing a sparkling Moschino gown to Elton John's Oscar Party in 2018.

Jamie McCarthy/Getty Images Entertainment/Getty Images

2018, Met Gala

Wearing a silk Stella McCartney halter dress to the 2018 Met Gala.

Steve Granitz/WireImage/Getty Images

2019, Grammys

Wearing a Mugler suit to the 2019 Grammys.

Alberto E. Rodriguez/Getty Images Entertainment/Getty Images

2019, Isn't It Romantic premiere

Wearing a billowing red gown from Valentino to the 2019 premiere of Isn't It Romantic.

George Pimentel/Getty Images Entertainment/Getty Images

2019, Vanity Fair Oscar Party

Wearing a plunging sequin Saint Laurent dress to the 2019 Vanity Fair Oscar Party.

Jon Kopaloff/Getty Images Entertainment/Getty Images

2019, Avengers: Endgame premiere

Wearing a strapless Saint Laurent gown to the 2019 premiere of Avengers: Endgame.

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2019, Met Gala

Wearing a green-and-black Saint Laurent dress and polka-dot tights to the 2019 Met Gala.

Vijat Mohindra/MTV VMAs 2020/Getty Images Entertainment/Getty Images

2020, VMAs

Wearing a sheer Mugler dress and elbow-length gloves to the 2020 VMAs.

See more pop star style evolutions from Dua Lipa, Halsey, and Robyn.

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