Taylor Swift’s Best Street Style Looks Through the Years [Photos]
Taylor Swift has had quite the street style transformation through the years. The star has shown her many personas through fashion, whether it be in a hot pink hoodie and leopard sneakers or a leather miniskirt and boots. Her style has also elevated as her career ascended, going from peep toe heels and Mary Janes and ballet flats to higher than high heels. From her walks throughout New York City or her outings with boyfriend Travis Kelce, every time she steps outside she makes a fashion statement that her fans fawn over. From Louboutin boots to Aquazzura sandals, Swift’s shoe choices tend to make waves throughout her fandom and the fashion-obsessed. Her recent choice to wear Vivienne Westwood Grace boots also had people talking.
Keep scrolling to see her style evolution.
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Taylor Swift: May 2009
Taylor Swift out and about, London, May 6, 2009.
Taylor Swift: August 2009
Taylor Swift on a shopping trip to Miss Selfridge in London, Aug. 21, 2009.
Taylor Swift: November 2009
Taylor Swift at the studios of Radio 2 in London, Nov. 23, 2009.
Taylor Swift: March 2011
Taylor Swift out and about in London, March 21, 2011.
Taylor Swift: September 2011
Taylor Swift at the Rodarte spring ’12 show during Mercedes-Benz Fashion Week in New York, Sept. 13, 2011.
Taylor Swift: November 2011
Taylor Swift out and about in New York, Nov. 22, 2011.
Taylor Swift: January 2012
Taylor Swift out and about in London, Jan. 24, 2012.
Taylor Swift: April 2012
Taylor Swift out and about in Beverly Hills, Los Angeles, April 29, 2012.
Taylor Swift: October 2012
Taylor Swift leaving her hotel in a French Connection top in London, Oct. 4, 2012.
Taylor Swift: November 2012
Taylor Swift leaving her hotel out in London, Nov. 7, 2012.
Taylor Swift: December 2012
Taylor Swift Out and About in New York, Dec. 3, 2012.
Taylor Swift: September 2013
Taylor Swift out and about, Los Angeles, Sept. 29, 2013.
Taylor Swift: March 2014
Taylor Swift out in New York, March 28, 2014.
Taylor Swift: April 2014
Taylor Swift out in Cynthia Rowley look in in New York, April 3, 2014.
Taylor Swift: April 2014
Taylor Swift out and about in New York, April 23, 2014.
Taylor Swift: May 2014
Taylor Swift out in Suno romper, New York, May 17, 2014.
Taylor Swift: June 2014
Taylor Swift out in an Aqua set, New York, June 18, 2014.
Taylor Swift: July 2014
Taylor Swift in a Reformation romper in New York, July 2, 2014.
Taylor Swift: July 2014
Taylor Swift out in Alice + Olivia in New York, July 18, 2014.
Taylor Swift: September 2014
Taylor Swift with cat Olivia Benson in New York, Sept. 16, 2014.
Taylor Swift: October 2014
Taylor Swift at LAX Airport, Oct. 21, 2014.
Taylor Swift: November 2014
Taylor Swift out for some shopping in NYC, Nov. 14, 2014.
Taylor Swift: December 2014
Taylor Swift in an Asos coat in New York, Dec. 11, 2014.
Taylor Swift: April 2015
Taylor Swift out and about, New York, April 18, 2015.
Taylor Swift: April 2016
Taylor Swift out in Los Angeles, April 5, 2016.
Taylor Swift: May 2015
Taylor Swift out in New York, May 27, 2015.
Taylor Swift: May 2015
Taylor Swift (L) out with Gigi Hadid in New York, May 29, 2015.
Taylor Swift: December 2015
Taylor Swift at LAX International Airport, Dec. 13, 2015.
Taylor Swift: August 2016
Taylor Swift out and about, New York, August 31, 2016.
Taylor Swift: September 2016
Taylor Swift in Tommy Hilfiger in New York, Sept. 12, 2016.
Taylor Swift: July 2018
Taylor Swift out in an Unravel project shirt, Gucic shorts and Tod’s boots, July 22, 2018.
Taylor Swift: July 2018
Taylor Swift out about in New York in leopard boots, July 21, 2018.
Taylor Swift: July 2018
Taylor Swift in an R13 skirt and Saint Laurent heels, New York, July 20, 2018.
Taylor Swift: July 2018
Taylor Swift out and about in New York, July 17, 2018.
Taylor Swift: June 2019
Taylor Swift goes to the Stonewall Inn in New York City on June 14, 2019.
Taylor Swift: October 2019
Taylor Swift and Joe Alwyn are seen at Zuma restaurant on Oct. 6, 2019 in New York City.
Taylor Swift: August 2022
Taylor Swift attends the Republic Records MTV VMA 2022 after party at the Fleur Room in Chelsea on August 29, 2022 in New York City.
Taylor Swift: May 2023
Taylor Swift and Matty Healy seen leaving the Electric Lady studio in Manhattan on May 16, 2023 in New York City.
Taylor Swift: September 2023
Taylor Swift is seen leaving a restaurant in Tribeca on September 21, 2023 in New York City.
Taylor Swift: October 2023
Taylor Swift and Travis Kelce have dinner at Waverly Inn on Oct. 15, 2023 in New York City.
Taylor Swift: October 2023
Travis Kelce and Taylor Swift depart the SNL Afterparty on Oct. 15, 2023 in New York City.
Taylor Swift: Sept. 2024
Taylor Swift wearing Vivienne Westwood Grace boots arrives to Electric Lady Studios on Sept. 12, 2024 in New York.
Taylor Swift: Oct. 2024
Taylor Swift wearing Vivienne Westwood Grace boots arrives prior to a game between the Kansas City Chiefs and the New Orleans Saints at GEHA Field at Arrowhead Stadium on Oct. 07, 2024, in Kansas City
Taylor Swift: Oct. 2024
Taylor Swift wearing Louis Vuitton Roxy platform boots and Travis Kelce are seen on Oct 11, 2024, in New York.
Taylor Swift: Nov. 2024
Taylor Swift in black Christian Louboutin Santia cowboy boots arrives before the game between the Kansas City Chiefs and the Tampa Bay Buccaneers at GEHA Field at Arrowhead Stadium on Nov. 04, 2024, in Kansas City.
Taylor Swift: Nov. 2024
Taylor Swift wearing Versace Medusa knee-high boots prior to a game between the Kansas City Chiefs and the Denver Broncos at GEHA Field at Arrowhead Stadium on Nov. 10, 2024, in Kansas City.
Taylor Swift: Nov. 2024
Taylor Swift wearing Aquazzura Twist sandals in crushed red velvet is seen on Nov. 8, 2024, in New York.
