… Ready for it? Taylor Swift first stepped into the spotlight at just 16 years old. Two decades later, the singer-songwriter is still making killer music — including her latest album rereleases Speak Now and 1989 — and empowering fans everywhere.
Over the years, the “Out of the Woods” artist has never been afraid to change up her look or sound. Additionally, Taylor doesn’t shy away from speaking her mind. While accepting the award for Album of the Year during the 2019 American Music Awards, the Miss Americana star addressed her rise to fame — both the good and bad.
“You feel like your stock is either up or down, they either like you or don’t,” the Grammy winner explained.
Clearly, she’s come a long way since “Teardrops on My Guitar.”
Scroll through the gallery below to see photos of Taylor Swift’s total transformation.
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2007
When we think of Taylor it’s hard not to think of her long blonde curls.
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2008
Gorgeous and sweet!
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2009
Taylor started having more fun with fashion and even updated her curls into something a little more glam.
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2010
Taylor starred alongside ex-boyfriend Taylor Lautner in the film Valentine’s Day.
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2010
Sleek and straight! Taylor went full-on modern and edgy with this look.
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2011
She grew up before our eyes!
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2012
Red is definitely Tay’s color.
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2013
We love her dramatic eye makeup in this red carpet appearance.
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2014
The chop! This shoulder-length cut looked great straightened or curled.
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2015
It’s hard to decide which hairstyle is our fave.
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MAY 2016
Platinum Tay! She paired her super blonde hair with a dark purple lip and it’s everything.
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AUGUST 2016
She looked cute and casual while out and about.
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2017
This is the year Reputation came out. Taylor’s edgier new music sent a message to all the haters who ~canceled~ her.
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2018
Work, work, work. Taylor toured all of 2018 and laid low from any media events or interviews.
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2019
Bring on Lover! Her music had a new vibe — and so did she!
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2019
She looked absolutely stunning in this green sparkly dress during the American Music Awards.
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2020
Taylor shared this gorgeous selfie in April 2020.
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2021
Taylor’s 2021 Grammy’s look is iconic!
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2021
Taylor looked stunning in a custom Miu Miu two-piece at the 2021 BRIT Awards in May. She also became the first woman to win the BRIT’s Global Icon Award.
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2021
Taylor wrote and directed a short film for “All Too Well” after re-releasing her Red album in November.
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MAY 2022
Just call her Dr. Taylor Swift! The singer receive an honorary doctorate in fine arts from NYU on May 18, and gave the commencement speech to graduates. While getting ready, Taylor noted in a TikTok video that she was “Wearing a cap and gown for the very first time,” as she was already a country music star by the time her high school graduation rolled around.
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SEPTEMBER 2022
After announcing the October 21 release date of her new album Midnights, Taylor showed off a sexy new aesthetic in a shimmering gold dress at the Toronto International Film Festival in September. She even updated her long golden locks with stylish bangs.
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NOVEMBER 2022
The “Midnights” artist rocked a daring look on the red carpet for the MTV Europe Music Awards in Germany.
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FEBRUARY 2023
Taylor showed off her svelte figure in a navy blue two piece at the 65th Grammy Awards where she won Best Video for her song “All Too Well.”
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MARCH 2023
Taylor kicked off her record-breaking Eras tour in Glendale, Arizona. It’s the first tour in history to ever break the billion-dollar threshold.
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SEPTEMBER 2023
The “Cruel Summer” singer accepted the award for Song of the Year for “Anti-Hero” at the 2023 MTV Video Music Awards and gave off rockstar vibes with a figure-hugging black dress and several gold necklaces around her neck.
OCTOBER 2023
Taylor stepped out with Travis Kelce with a black dress and patterned coat after Travis hosted Saturday Night Live. Taylor’s whirlwind romance with the Kansas City Chiefs player captivated the world.
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