From Country Cutie to Fashion Queen: The Incredible Style Evolution of Taylor Swift, Spanning 2006 to Today

Taylor Swift: 16 Years of Musical and Style Transformations. Swift started out as a country singer-songwriter on her 2006 self-titled debut album, but she has since moved into pop, indie folk, and other genres. She has had eight No. 1s on the Billboard Hot 100, created a loyal fan base, and won the Grammy for album of the year three times, for Fearless, 1989, and Folklore. She is only the fourth person, and the first woman, to win that prestigious Grammy three times.

Her style has grown with her. She used to be known for her blonde curls and sparkly stage dresses, but now she wears brightly colored florals and patterns with more grown-up shapes.

Taylor Swift’s style has changed over the years, from teen country looks to the classic red lip that we like. Keep reading to see how her style has changed.

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2006

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CMA Awards, 2006

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CMT Awards, 2007

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2007

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Grammy Awards, 2008

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Metropolitan Museum of Art Costume Institute Gala, 2008

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November, 2008

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CMA Awards, 2008

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April, 2009

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May, 2009

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June, 2009

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MTV VMAs, 2009

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Grammy Awards, 2010

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MTV VMAs, 2010

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September, 2010

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CMA Awards, 2010

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Vanity Fair’s Oscar Party, 2011

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Met Costume Institute Gala, 2011

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Speak Now Tour, 2011

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Teen Choice Awards, 2011

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Nashville Symphony Ball, 2011

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Sundance Film Festival, 2012

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Grammy Awards, 2012

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Billboard Music Awards, 2012

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MTV VMAs, 2012

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iHeartRadio Music Festival, 2012

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Golden Globes, 2013

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Grammy Awards, 2013

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Billboard Music Awards, 2013

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American Music Awards, 2013

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Victoria’s Secret Fashion Show, 2013

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ACM Awards, 2014

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April, 2014

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Met Costume Institute Gala, 2014

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2014

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MTV VMAs, 2014

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Victoria’s Secret Fashion Show, 2015

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Grammy Awards, 2015

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Billboard Music Awards, 2015

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1989 Tour, 2015

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MTV VMAs, 2015

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Grammy Awards, 2016

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Met Costume Institute Gala, 2016

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Super Saturday Night, 2017

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Taylor Swift, ‘Reputation’ (2017)

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December, 2017

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Billboard Music Awards, 2018

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Reputation Stadium Tour, 2018

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Reputation Stadium Tour, 2018

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Reputation Stadium Tour, 2018

American Music Awards, 2018

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January, 2019

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iHeartRadio Music Awards, 2019

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TIME 100 Gala, 2019

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Billboard Music Awards, 2019

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June, 2019

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MTV Video Music Awards, 2019

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American Music Awards, 2019

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December, 2019

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Golden Globe Awards, 2020

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