STYLE EVOLUTION

Taylor Swift’s Style Evolution, From Cowboy Boots and Prom Dresses to Lover

Jeff Kravitz

Taylor Swift has been so prolific in the most recent fraction of her roughly 13-year career alone, the 29-year-old singer has gone through enough transformations to embody the entire astrological zodiac. In fact, if there’s a key to Swift’s success, it just might be the fact that for more than a decade now, she’s been seemingly constantly evolving: For evidence, look no further than the act than her current rainbow- and butterfly-loving, loud-and-proud LGBTQ ally persona—developed just in time for the release of her latest album, Lover—bears practically zero resemblance to the precocious, curly-haired country star who made her mainstream breakthrough with Fearless in 2008. Of course, plenty of other Taylors came to be in the decade-plus between those years; circa 2015, it seemed like Swift wouldn’t be caught dead performing in anything other than a crop top, or leaving her apartment in TriBeCa in anything that didn’t scream school girl. Even Swift herself knew that before she could move on to her Reputation era, she’d have to publicly declare the old Taylor “dead.” From the many Swifts who’ve departed to the Swift who’s alive and well in the present day, take a look back at the pop star’s many incarnations throughout the years, here.

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Taylor Swift during 2006 CMT Music Awards red carpet at Curb Events Center at Belmont University in Nashville, Tennessee, United States. Photo courtesy of Getty Images.

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Taylor Swift arrives at the 2007 CMT Music Awards. Photo courtesy of Getty Images.

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Taylor Swift arrives at the 41st Annual CMA Awards at the Sommet Center on November 7, 2007 in Nashville, Tennessee. Photo courtesy of Getty Images.

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Singer Taylor Swift arrives on the red carpet during the 50th Annual GRAMMY Awards on February 10, 2008 at the Staples Center, in Los Angeles. Photo courtesy of Getty Images.

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Taylor Swift attends the 42nd Annual CMA Awards at the Sommet Center on November 12, 2008 in Nashville, Tennessee. Photo courtesy of Getty Images.

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Taylor Swift arrives at the 2009 MTV Video Music Awards at Radio City Music Hall on September 13, 2009 in New York City. Photo courtesy of Getty Images.

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Taylor Swift arrives to the 51st Annual GRAMMY Awards held at the Staples Center on February 8, 2009 in Los Angeles, California. Photo courtesy of Getty Images.

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Taylor Swift attends “American Woman: Fashioning A National Identity” Costume Institute Gala on May 3, 2010 at The Metropolitan Museum of Art in New York City. Photo courtesy of Getty Images.

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Taylor Swift arrives at the 2010 American Music Awards held at Nokia Theatre L.A. Live on November 21, 2010 in Los Angeles, California. Photo courtesy of Getty Images.

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Taylor Swift arrives at the 2011 Billboard Music Awards at the MGM Grand Garden Arena May 22, 2011 in Las Vegas, Nevada. Photo courtesy of Getty Images.

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Taylor Swift arrives at The 54th Annual GRAMMY Awards at Staples Center on February 12, 2012 in Los Angeles, California. Photo courtesy of Getty Images.

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Taylor Swift arrives at 2012 MTV Video Awards at Staples Center on September 6, 2012 in Los Angeles, California. Photo courtesy of Getty Images.

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Taylor Swift arrives at the 55th Annual GRAMMY Awards at Staples Center on February 10, 2013 in Los Angeles, California. Photo courtesy of Getty Images.

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Taylor Swift arrives at the 2013 American Music Awards at Nokia Theatre L.A. Live on November 24, 2013 in Los Angeles, California. Photo courtesy of Getty Images.

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Taylor Swift attends the annual Victoria’s Secret fashion show at Earls Court on December 2, 2014 in London, England. Photo courtesy of Getty Images.

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Taylor Swift attends the 71st Annual Golden Globe Awards held at The Beverly Hilton Hotel on January 12, 2014 in Beverly Hills, California. Photo courtesy of Getty Images.

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Taylor Swift attends the “Charles James: Beyond Fashion” Costume Institute Gala at the Metropolitan Museum of Art on May 5, 2014 in New York City. Photo courtesy of Getty Images.

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Taylor Swift attends The 57th Annual GRAMMY Awards at the STAPLES Center on February 8, 2015 in Los Angeles, California. Photo courtesy of Getty Images.

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Taylor Swift attends the Elle Style Awards 2015 at Sky Garden @ The Walkie Talkie Tower on February 24, 2015 in London, England. Photo courtesy of Getty Images.

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Taylor Swift arrives at the 2015 iHeartRadio Music Awards at The Shrine Auditorium on March 29, 2015 in Los Angeles, California. Photo courtesy of Getty Images.

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Taylor Swift attends the 2015 Billboard Music Awards at MGM Grand Garden Arena on May 17, 2015 in Las Vegas, Nevada. Photo courtesy of Getty Images.

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Taylor Swift attends The 58th GRAMMY Awards at Staples Center on February 15, 2016 in Los Angeles, California. Photo courtesy of Getty Images.

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Taylor Swift attends the 2016 Vanity Fair Oscar Party Hosted By Graydon Carter at the Wallis Annenberg Center for the Performing Arts on February 28, 2016 in Beverly Hills, California. Photo courtesy of Getty Images.

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Taylor Swift attends “Manus x Machina: Fashion In An Age Of Technology” Costume Institute Gala at Metropolitan Museum of Art on May 2, 2016 in New York City. Photo courtesy of Getty Images.

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Taylor Swift attends the 64th Annual BMI Pop Awards held at the Beverly Wilshire Four Seasons Hotel on May 10, 2016 in Beverly Hills, California. Photo courtesy of Getty Images.

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Taylor Swift attends the 2018 American Music Awards at Microsoft Theater on October 9, 2018 in Los Angeles, California. Photo courtesy of Getty Images.

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Taylor Swift attends the 2019 iHeartRadio Music Awards on March 14, 2019 in Los Angeles, California. Photo courtesy of Getty Images.

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Taylor Swift attends the 2019 Time 100 Gala at Frederick P. Rose Hall, Jazz at Lincoln Center on April 23, 2019 in New York City. Photo courtesy of Getty Images.

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Taylor Swift attends the 2019 Billboard Music Awards at MGM Grand Garden Arena on May 1, 2019 in Las Vegas, Nevada. Photo courtesy of Getty Images.

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Taylor Swift attends FOX’s Teen Choice Awards 2019 on August 11, 2019 in Hermosa Beach, California. Photo courtesy of Getty Images.