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The Evolution of Taylor Swift From Country Star to Pop Icon

True fans will remember these moments all too well.

Headshot of Charlotte ChiltonBy Charlotte Chilton
preview for Taylor Swift’s Iconic Career Evolution

All it took for Taylor Swift to go from small-town teen to a Grammy Award-winning singer was a guitar, some cowboy boots, and an incredible talent for writing relatable songs. Between her record-breaking albums and stadium-selling tours, she's one of the biggest names in the industry for a reason.

But her love life and friendships have made just as much of a mark on her fans—after all, most inspired the lyrics behind her biggest hits. Whether you're a die-hard Swiftie or a casual fan looking to learn something new, here's a very detailed breakdown of Taylor's meteoric rise to fame.

1989: A Young Taylor Swift

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Taylor was born on December 13, 1989, in Pennsylvania. After living on her family's Christmas tree farm for most of her childhood, her family relocated to just outside of Nashville, Tennessee, when Taylor was 13 years old.

2004: A Record Deal

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At 14 years old, Taylor was offered a record deal. The aspiring country singer signed with Big Machine Records in 2004.

2006: Her Big Debut

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In 2006, the singer released her self-titled debut album, Taylor Swift. It featured "Tim McGraw," which was her first top 40 hit.

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2007: Looking the Part

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With curly blonde hair, tricked out cowboy boots, and a collection of acoustic guitars, Taylor was a country star who was easy to love. The singer quickly became the genre's hottest up-and-coming artist.

2007: Breakthrough Star

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In the span of one year, Taylor managed to make a huge name for herself in country music. The 18-year-old accepted the award for Breakthrough Video of the Year for "Tim McGraw" at the 2007 CMT Music Awards.

2008: Becoming 'Fearless'

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In 2008, Taylor released her second studio album to an eager audience. Fearless was even more successful than her first, and was her first No. 1 album.

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2008: Her First Grammy Awards

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Taylor looked like a princess in a purple strapless corset ballgown at the 50th Annual Grammy Awards. Her nomination for "Best New Artist" made the night even more special.

2008: Her First Met Gala

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If this isn't a sign that you've made it, we don't know what is. The country music star wore a sleeveless gold sequin to the annual Met Gala in 2008.

2008: Working With the Jonas Brothers

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After appearing in a Jonas Brothers music video, rumors swirled of a romance between Taylor and Joe Jonas. She later revealed that he ended their relationship—which ran its course from July to October 2008—with a phone call that lasted less than 30 seconds. Yikes!

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2009: A Moment Ruined

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Taylor experienced a huge career milestone at the MTV Music Video Awards, when she won the award for Best Female Video for "You Belong With Me." But her acceptance speech was crashed by rapper Kayne West, who yelled, "Beyoncé had one of the best videos of all time!" The moment led to a lot of bad blood between the stars.

2009: Taylor Squared

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The singer's next public relationship was referred to as "Taylor Squared." She began dating Twilight actor Taylor Lautner in August 2009, but it fizzled by December. Taylor reportedly wrote a song about him on her next album: "Back to December."

2010: A Whole Lot of Grammys

musician taylor swift poses in the press room at the 52nd annual grammy awards held at staples center on january 31, 2010 in los angeles, california photo by michael tranfilmmagic
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At the 52nd Annual Grammy Awards, Taylor picked up trophies for Album of the Year, Best Female Country Vocal Performance, Best Country Song, and Best Country Album. She was nominated for four more, too.

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2010: A Major Tour

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Two years after the success of Fearless, Taylor dropped Speak Now. The album included hits like "Dear John," "Enchanted," and "Back to December." The record, which quickly became a fan favorite, also spurred a 15-month world tour.

2010: Getting Into Film

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The singer put down her guitar and stepped in front of the camera for an appearance in Valentine's Day. Her film debut premiered in February 2010, just a few months after she broke up with her costar, Taylor Lautner.

2011: Winning Big

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Taylor celebrates winning an American Music Award with her friend, Selena Gomez, in 2011. The singer ended up taking home three awards that evening—including the show's biggest honor, Artist of the Year.

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2012: Taylor and the Kennedys

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At the Sundance Film Festival premiere of Ethel, Taylor was photographed with Rory and Ethel Kennedy. Soon after, the 22-year-old singer was linked to Conor Kennedy, the son of Robert F. Kennedy Jr. (and who "Begin Again" is reportedly about).

2012: A Stylish Relationship

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Once Taylor Swift started dating Harry Styles, fans couldn't wait to hear what she'd say about him on her next album. She reportedly wrote "I Knew You Were Trouble," about the One Direction star. Years later, she confirmed the obvious: "Style" was also about the British crooner, telling Rolling Stone, "We should have just called [that song] 'I'm Not Even Sorry.'"

2012: The Release of 'Red'

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Her 2012 album, Red, was her first foray into pop music. The record was an instant hit, featuring hit songs like "All Too Well," "22," and "We Are Never Ever Getting Back Together."

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2013: A Pop Star Feud

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In 2013, Taylor got into one of her first public celebrity feuds. The alleged disagreement between her and Katy Perry took place in 2013, but fans weren't aware of it until the following year. When speaking about another star, Taylor told Rolling Stone: "She basically tried to sabotage an entire arena tour. She tried to hire a bunch of people out from under me." But don't worry: They've since made up!

2014: From Country Queen to Pop Princess

new york, ny   october 27  taylor swift performs during her 1989 secret session with iheartradio on october 27, 2014 in new york city  photo by kevin mazurtasgetty images for tas
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In 2014, Taylor released 1989. The record marked the singer's first full pop album, and sold more than 10 million copies. With her new era came a new haircut—the singer debuted a straight, blonde bob.

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