Taylor Swift’s Style Pics — Evolution Through The Years

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November 10, 2017 11:50AM EST

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Taylor Swift’s Style Evolution

Taylor Swift’s Style Evolution — After nearly 15 years in the music industry, Taylor Swift has grown up from a curly-haired teenager to a strong, fierce and independent woman right in front of our eyes. Along with that, her style has changed drastically over the years, as well. Taylor started as a country cutie, who loved sparkly dresses, cowboy boots and jewelry. As the years went on, she developed a more high-fashion style, and each of her albums was a different ‘era’ of looks for the singer. The ‘Red’ era was full of high-waisted shorts and stripes, while ‘1989’ was all about crop tops and skirts. For ‘Reputation,’ dark clothing was front-and-center, while pretty pastels were the move during the ‘Lover’ season of Taylor’s life. Needless to say, we’ve seen Taylor in SO many different looks over the years, and we rounded up the best ones to show off her style evolution. Keep scrolling through the gallery to check them out!

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Taylor Swift At 2020 Sundance Film Festival

Taylor Swift At 2020 Sundance Film Festival — Taylor Swift looks like a boss while attending the 2020 Sundance Film Festival and premiere of her documentary, ‘Miss Americana.’ She wore a plaid ensemble, which featured a blazer draped over her shoulders.

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Taylor Swift At 2020 Golden Globe Awards

Taylor Swift At 2020 Golden Globe Awards — Taylor Swift looks like a princess in a flowing green dress at the 2020 Golden Globe Awards. The ensemble was adorned with yellow flowers, and Taylor completed the look with her hair in an updo.

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Taylor Swift At 2019 Jingle Ball

Taylor Swift At 2019 Jingle Ball — Taylor Swift looks holiday ready in a sparkling dress and matching thigh-high boots. She wore the look, paired with a choker and red lipstick, for her Jingle Ball 2020 performance.

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Taylor Swift At 2019 MTV VMAs

Taylor Swift At 2019 MTV VMAs — Taylor Swift shows off her menswear style in a colorful blazer dress, which she paired with thigh-high black boots. She off-setted the fierce look with bright lipstick and her hair in soft curls.

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Taylor Swift At Wango Tango 2019

Taylor Swift At Wango Tango 2019 — Taylor Swift went for the ultimate Pride Month look at Wango Tango 2019. She paired her high-waisted, tie-dye shorts with a bright yellow shirt and fringe jacket.

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Taylor Swift At 2018 American Music Awards

Taylor Swift At 2018 American Music Awards — Taylor Swift shows off her ‘Reputation’ era style in a black bodysuit while performing at the 2018 American Music Awards. She wore knee-high boots and mesh tights to complete the look, too.

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Taylor Swift At 2018 Billboard Music Awards

Taylor Swift At 2018 Billboard Music Awards — Taylor Swift rocks a pretty pink dress as she showed off her wins at the 2018 Billboard Music Awards. Her gown featured a thigh-high leg slit and Taylor wore her hair pulled back for the event.

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Taylor Swift At 2016 Grammy Awards

Taylor Swift At 2016 Grammy Awards — Taylor Swift rocks a high-waisted skirt and bandeau crop top for the 2016 Grammy Awards, where she took home Album of the Year, among other honors. Her blunt hairstyle was the talk of the night with this look, though!

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Taylor Swift Performing During ‘1989’ Tour

Taylor Swift Performing During ‘1989’ Tour — Taylor Swift hits the stage for a performance during her 1989 tour in 2015. She rocked a sparkling high-waisted skirt and sexy black crop top for the beignning of the show.

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Taylor Swift At BMI Awards

Taylor Swift At BMI Awards — Taylor Swift slays in a velvet dress while attending the BMI Pop Awards. She rocked bleached blonde hair and a choker to make the look even more fierce.

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Taylor Swift In NYC In 2016

Taylor Swift In NYC In 2016 — Taylor Swift hits the streets of NYC for a stroll in 2016. She showed off her classic fall style in black jeans, flats and a plaid shirt.

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Taylor Swift In Denim Dress

Taylor Swift In Denim Dress — Taylor Swift rocks a denim dress while out and about in New York City in 2016. Underneath the overall look, she rocked a pink t-shirt and she completed the look with sneakers for the hot day.

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Taylor Swift At 2016 Met Gala

Taylor Swift At 2016 Met Gala — Taylor Swift slayas in a silver dress with side cutouts, paired with strappy, knee-high heels at the 2016 Met Gala. She served as a co-chair that evening, and went all-out with her look.

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Taylor Swift Performing In Kansas City

Taylor Swift Performing In Kansas City — Taylor Swift rocks out during a performance in Kansas City in 2015. She wore her classic 1989 style of a high-waisted skirt and crop top to kick off her show.

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Taylor Swift At 2015 Video Music Awards

Taylor Swift At 2015 Video Music Awards — Taylor Swift looks fierce in a pants and crop top set at the 2015 Video Music Awards. To complete her look, she wore dramatic eye makeup and her hair in a slick ponytail.

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Taylor Swift At 2015 Billboard Music Awards

Taylor Swift At 2015 Billboard Music Awards — Taylor Swift is all smiles while attending the 2015 Billboard Music Awards. She wore a white jumpsuit, which featured stomach cutouts, and her hair in a messy bob.

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Taylor Swift In NYC in 2014

Taylor Swift In NYC in 2014 — Taylor Swift embraces winter in a skirt, tights and long blue coat while out and about in New York City. She also wore a hat to keep arm during the cold December day.

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Taylor Swift At Jingle Ball 2014

Taylor Swift At Jingle Ball 2014 — Taylor Swift walks the red carpet at the Los Angeles Jingle Ball in Dec. 2014. She wore a gold and black dress, which was perfect for the holiday season.

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Taylor Swift Performing On ‘GMA’

Taylor Swift Performing On ‘GMA’ — Taylor Swift gives an incredible performance on ‘GMA’ ahead of the release of her album, ‘1989,’ in 2014. She wore high-waisted shorts and a gold and navy shirt for the set.

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Taylor Swift Out & About In NYC

Taylor Swift Out & About In NYC — Taylor Swift hits the streets of NYC for an outing in Aug. 2014. She wore a pretty dress and small-heeled shoes, along with a handbag on her wrist.

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Taylor Swift At 2013 CMA Awards

Taylor Swift At 2013 CMA Awards — Taylor Swift looks red hot while hitting the red carpet at the 2013 CMA Awards. She wore a long red gown, with her hair pulled back and red lipstick to match.

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Taylor Swift At 2013 American Music Awards

Taylor Swift At 2013 American Music Awards — Taylor Swift hits up the press room at the 2013 American Music Awards. She wore a sparkling mini dress and matching shoes for her ensemble of the evening.

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Taylor Swift Performing On ‘The X Factor’

Taylor Swift Performing On ‘The X Factor’ — Taylor Swift gives a stunning performance on ‘The X Factor’ in 2013. She rocked all black for the set, with her hair styled in curls.

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Taylor Swift Out In NYC in 2011

Taylor Swift Out In NYC in 2011 — Taylor Swift strolls for a shopping trip in New York City in Nov. 2011. She wore a yellow, high-waisted skirt, which she paired with a long-sleeved black top.

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Taylor Swift At 2010 American Music Awards

Taylor Swift At 2010 American Music Awards — Taylor Swift keeps it simple in another sparkly mini dress at the 2010 AMAs. She also wore her hair straight, with blunt bangs across her forehead, at the award show.

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Taylor Swift Performing At Jingle Ball 2009

Taylor Swift Performing At Jingle Ball 2009 — Taylor Swift hits the stage for a performance at Jingle Ball in 2009. She showed off her classic style of that era by wearing a fringe dress, black boots and playing her sparkly guitar.

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Taylor Swift At 2009 CMA Awards

Taylor Swift At 2009 CMA Awards — Taylor Swift looks like a pretty princess at the 2009 CMA Awards. She wore a strapless dress, which featured a sparkling midsection leading into a tulle bottom.

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Taylor Swift At 2008 VMAs

Taylor Swift At 2008 VMAs — Taylor Swift strikes a pose while attending the 2008 Video Music Awards. She wore a simple dress and heels, with her signature curls on full display.

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Taylor Swift Performing IN 2007

Taylor Swift Performing IN 2007 — Taylor Swift shows off her classic country style during a performance in 2007. She wore a teal dress and cowboy boots as she rocked out with the crowd.

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Taylor Swift At 2006 ACM Awards

Taylor Swift At 2006 ACM Awards — Taylor Swift is the ultimate cow girl in a red maxi dress and boots at the 2006 ACM Awards. She was all smiles as she walked the red carpet of her first major awards show.

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