Taylor Swift Then and Now: Photos of Her Young Teen Days to Now – Hollywood Life

Taylor Swift Then & Now: From Her Young Country Days to TIME’s Person of the Year

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December 13, 2023 10:05AM EST
Taylor Swift
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Happy birthday Taylor Swift! Celebrate the star turning 34 by taking a look at photos of her through the years, here.

A fearless evolution! Taylor Swift’s style has always been inspired by her music, maturing through the years. From country songs with dresses and cowboy boots to oxford-style shirts and shorts to 1980s-inspired colorful pieces to snakeskin and a lot of pastels, this talented lady sure knows how to take on many images!

Although she’s remained the same impressive songwriter over the years, she continues to reinvent herself to keep things fresh and new and leave her fans with a fun start at the beginning of all her album eras. Take a look at Taylor through the years.

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Taylor Swift in her ‘Fearless’ Era

Taylor Swift in her ‘Fearless’ Era
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Taylor poses after being nominated for a Grammy in 2008. She wore a black dress and lots of bracelets. Taylor was on the brink of releasing her hit sophomore album ‘Fearless’. Her first album resulted in a Best New Artist nomination but Amy Winehouse won the 2006 trophy.

‘Fearless’ would go on to be a Grammy favorite. It was named Album of the Year and Best Country Album while the track “White Horse” was named Best Country Song and Best Female Country Vocal Performance. Swift was the youngest artist to win Album of the Year.

April 18, 2020, 5:14PM
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Taylor Swift at the 75th Rockefeller Center Christmas Tree Lighting Ceremony

Taylor Swift at the 75th Rockefeller Center Christmas Tree Lighting Ceremony
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Taylor Swift at the 75th Rockefeller Center Christmas Tree Lighting Ceremony Rockefeller Center in New York in 2007. She wore a white coat and held her sparkly guitar up.

April 18, 2020, 5:14PM
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Taylor Swift at the Academy of Country Music Awards in 2006

Taylor Swift at the Academy of Country Music Awards in 2006
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Taylor Swift at the Academy of Country Music Awards in 2006. She showed off her curls during her early courtry days.

April 18, 2020, 5:14PM
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Selena Gomez & Taylor Swift at the ‘Another Cinderella Story’ Film Premiere

Selena Gomez & Taylor Swift at the ‘Another Cinderella Story’ Film Premiere
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Selena Gomez and Taylor Swift at the ‘Another Cinderella Story’ film premiere in Los Angeles, CA. They posed and smiled together. Taylor had only just released the music video for her hit “Love Story”.

April 18, 2020, 5:14PM
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Demi Lovato & Taylor Swift at the ‘Hannah Montana: The Movie’ premiere

Demi Lovato & Taylor Swift at the ‘Hannah Montana: The Movie’ premiere
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Demi Lovato and Taylor Swift at the World Premiere of Walt Disney Pictures ‘Hannah Montana: The Movie’ on April 2, 2009. It took place at the El Capitan Theatre in Hollywood, California. She dazzled in a strapless brack sequin look. Taylor is known for keeping famous company and has been close with Karlie Kloss, Blake Lively and other A-listers through the years.

April 18, 2020, 5:14PM
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Taylor Swift in London

Taylor Swift in London
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Taylor Swift out and about in London in May 2009. She wore a plaid top and black pants with cute purple shoes.

April 18, 2020, 5:14PM
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Taylor Swift on ‘The Paul O’Grady Show’

Taylor Swift on ‘The Paul O’Grady Show’
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Taylor Swift on ‘The Paul O’Grady Show’ in London in 2009. She wore a white T-shirt with a black dot on it and a skirt.

April 18, 2020, 5:14PM
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Kanye West & Taylor Swift at the MTV Video Music Awards

Kanye West & Taylor Swift at the MTV Video Music Awards
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Singer Kanye West takes the microphone from singer Taylor Swift as she accepts the ‘Best Female Video’ award during the MTV Video Music Awards on in New York in 2009. The shocking moment made headlines and started a feud that would last for over a decade. 

The duo temporarily made amends but found themselves at odds once again by 2016 when the pair became caught in a “he said, she said” battle over an explicit verse about Taylor on his track “Famous”.

April 18, 2020, 5:14PM
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Taylor Swift & Taylor Lautner in Beverly Hills

Taylor Swift & Taylor Lautner in Beverly Hills
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Taylor Swift and Taylor Lautner in Beverly Hills, CA in 2009. She wore a gray graphic shirt with one side off-the-shoulder and dark-colored jeans and boots. The pair were romantically linked during her early days.

They ended their only months-long relationship in Dec. 2009 with a source telling Us Weekly that the ‘Twilight’ star “liked her more than she liked him.

“He went everywhere he could to see her, but she didn’t travel much to see him,” they went on. “They decided they were better as friends.”

April 18, 2020, 5:14PM
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Taylor Swift at the 2010 Grammy Awards

Taylor Swift at the 2010 Grammy Awards
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Taylor Swift is excited as she holds her three Grammy Awards at the music events 52nd annual show in Los Angeles on Jan. 31, 2010. The singer dazzled in a dress by Kaufman Franco and jewels by Ofira and Lorraine Schwartz.

April 18, 2020, 5:14PM
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Taylor Swift Hit the Stage at the Brooks & Dunn Tribute Concert

Taylor Swift Hit the Stage at the Brooks & Dunn Tribute Concert
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Taylor Swift rocks a purple sequin dress and cowboy boots at the Brooks & Dunn ‘The Last Rodeo’ tribute concert in Las Vegas, Nevada! The then-country star held onto her bedazzled guitar as she performed.

April 18, 2020, 5:14PM
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Taylor Swift Plays Jingle Ball

Taylor Swift Plays Jingle Ball
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Taylor Swift stuns in a red high waisted pair of shorts and a crystal body suit as she plays at the legendary New York City 2012 Jingle Ball. The single kept her long blonde hair in loose curls and finished her look with her signature red lipstick.

April 18, 2020, 5:14PM
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Taylor Swift Plays the Victoria’s Secret Fashion Show

Taylor Swift Plays the Victoria’s Secret Fashion Show
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Taylor Swift shows off her toned legs on the Victoria’s Secret catwalk on Nov. 13, 2013. The singer rocked a Union Jack inspired outfit for the ‘British Invasion’ segment which opened the show.

April 18, 2020, 5:14PM
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Taylor Swift on Stage for her ‘1989’ World Tour

Taylor Swift on Stage for her ‘1989’ World Tour
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Singer Taylor Swift performs during her ‘1989’ world tour at MetLife Stadium in East Rutherford, N.J. The blonde showed off her throwback style in a black croptop and blue mini skirt.

April 18, 2020, 5:14PM
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BFFs Taylor Swift & Selena Gomez Attend the Grammy Awards

BFFs Taylor Swift & Selena Gomez Attend the Grammy Awards
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Best friends Selena Gomez and Taylor Swift snap photos together on the red carpet at the 58th Annual Grammy Awards in Los Angeles on Feb. 15, 2016. Selena stunned in a navy sequin dress, while Taylor opted for a red and pink two-piece outfit by Versace.

April 18, 2020, 5:14PM
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Taylor Swift Attends the MET Gala

Taylor Swift Attends the MET Gala
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Taylor Swift stuns in a silver dress by Louis Vuitton for The Metropolitan Museum of Art’s Costume Institute’s annual gala on May 2 2016. That year’s gala celebrated the ppening of Manus x Machina: Fashion in an Age of Technology on May 2, 2016. The singer swapped out her red lipstick for a deep burgundy along with the edgy metallic look, which perfectly fit the theme

April 18, 2020, 5:14PM
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Taylor Swift Strikes a Pose at the BMI Pop Awards

Taylor Swift Strikes a Pose at the BMI Pop Awards
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Taylor Swift is spotted candidly posing at the 64th Annual BMI Pop Awards in Los Angeles on May, 2016. Taylor rocked a velvet blue and black dress for the occasion.

April 18, 2020, 5:14PM
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Taylor Swift Attends the MTV Video Music Awards

Taylor Swift Attends the MTV Video Music Awards
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Taylor Swift rocks an eye-popping Versace blazer and over-the-knee boots at the MTV Video Music Awards in Aug. 2019. The singer added her signature red lip and gold rings.

April 18, 2020, 5:14PM
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Taylor Swift Attends her Premiere at Sundance

Taylor Swift Attends her Premiere at Sundance
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Taylor Swift looks chic in an all-tweed ensemble at the premiere of her documentary film ‘Miss Americana’ at the Eccles Theater during the 2020 Sundance Film Festival, in Park City, Utah. Here, she poses with one hand on her hip as she walks the red carpet.

April 18, 2020, 5:14PM
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Taylor Swift at the 2021 Grammys

Taylor Swift at the 2021 Grammys
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Taylor Swift poses in the press room at the 63rd annual Grammy Awards at the Los Angeles Convention Center on March 14, 2021. She would win ‘Album of the Year’ for ‘Folklore’ at the end of the night. 

December 13, 2021, 10:59AM
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Taylor Swift is Officially an Icon

Taylor Swift is Officially an Icon
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If you needed any evidence of how far Taylor’s come, look no further. She accepted the Brit Global Icon Award during the 41st BRIT AWARDS in May 2021.

During her acceptance speech, she said, “If there’s one thing I’ve learned, you have to look around you every day and take note of the people who have always believed in you. There is no career path that comes free of negativity. If you’re met with resistance, that probably means that you’re doing something new. If you’re experiencing turbulence or pressure, that probably means you’re rising.”

“And there might be times when you put your whole heart and soul into and it is met with cynicism or skepticism,” she continued. “You cannot let that crush you. You have to let it fuel you because we live in a world where anyone has the right to say anything about you at any time, but just please remember that you have the right to prove them wrong.”

December 13, 2021, 10:59AM
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Taylor Swift in 2021

Taylor Swift in 2021
Evan Agostini/Invision/AP/Shutte

From a girl with a guitar in Nashville to a woman in a crushed velvet suit attending the premiere of her own short film in New York City. Taylor – who wrote and directed the short ‘All Too Well’ film – attends the visual’s premiere at AMC Lincoln Square 13 in New York on Nov. 12, 2021.

December 13, 2021, 10:59AM
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Taylor Swift Gets an Honorary Degree

Taylor Swift Gets an Honorary Degree
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Taylor Swift receives an Honorary Doctor of Fine Arts degree before making a commencement speech for the graduates of New York University’s class of 2022 at Yankee Stadium in New York City on Wednesday, May 18, 2022. She looked great in her purple robes.

December 12, 2022, 3:46PM
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Taylor Swift at the 2022 MTV Video Music Awards

Taylor Swift at the 2022 MTV Video Music Awards
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Taylor Swift dazzled in chains during the 2022 MTV Video Music Awards on Aug. 28, 2022. She looked like a million bucks.

December 12, 2022, 3:46PM
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Taylor Swift at TIFF 2022

Taylor Swift at TIFF 2022
Evan Agostini/Invision/AP/Shutte

Taylor Swift looked amazing ahead of an “in conversation with Taylor Swift event” at the Toronto International Film Festival on Sep. 9, 2022. The “All Too Well” director’s gold chain dress was amazing.

December 12, 2022, 3:46PM
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Taylor Swift at the 2022 MTV Europe Music Awards

Taylor Swift at the 2022 MTV Europe Music Awards
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Taylor Swift was enchanting during the 2022 MTV EMAs in Dusseldorf, Germany on Nov. 13, 2022. Her dress featured a black bodysuit under a cage of green gems.

December 12, 2022, 3:46PM
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Taylor Swift at the 2022 American Music Awards

Taylor Swift at the 2022 American Music Awards
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Taylor Swift had her hands full during the 2022 American Music Awards on Nov. 20. She wore a gold rhinestone jumpsuit by The Blonds while juggling several trophies.

December 12, 2022, 3:46PM
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Taylor Swift at the 2023 MTV Video Music Awards

Taylor Swift at the 2023 MTV Video Music Awards
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Taylor Swift looked stunning in this black button-down dress with a high slit at the 2023 MTV Video Music Awards in New Jersey on September 12, 2023.

December 6, 2023, 10:30AM
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Taylor Swift at the Kansas City Chiefs game

Taylor Swift at the Kansas City Chiefs game
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Taylor Swift watched next to Donna Kelce as the Kansas City Chiefs played the Chicago Bears at Arrowhead Stadium in Kansas City, Missouri on September 24, 2023.

December 6, 2023, 10:27AM
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Taylor Swift at the ‘Taylor Swift: The Eras Tour’ premiere

Taylor Swift at the ‘Taylor Swift: The Eras Tour’ premiere
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Taylor Swift looked gorgeous in this strapless blue Oscar De La Renta dress at the LA premiere of ‘Taylor Swift: The Eras Tour’ on October 11, 2023.

December 6, 2023, 10:22AM
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