By Ava Gilchrist

From Cowboy Boots To Corsets, Taylor Swift’s Best Fashion Moments Prove She Never Goes Out Of Style

She’s got that red lip, classic thing that you like. See her best looks, here.
Taylor-Swift
LOS ANGELES, CALIFORNIA – FEBRUARY 04: Taylor Swift attends the 66th GRAMMY Awards at Crypto.com Arena on February 04, 2024 in Los Angeles, California. (Photo by Neilson Barnard/Getty Images for The Recording Academy)

For someone who bookmarks her life by the eras she’s lived, Taylor Swift is penning a storied history through her fashion choices.

There were her early years when she introduced herself as the ultimate girl next door in white bohemian dresses, cowboy boots and curls the size of Tennessee’s Great Smoky Mountains. Or, her first style evolution when she allowed the textures and grittiness of New York to melt away her sweet persona into something more sleek upon the recording and release of 1989 in 2014.

Even her most recent offerings, 2022’s Midnights and 2024’s The Tortured Poets Department, are steeped in sartorial lore, with each album chronicled by specific clothing choices set to represent the themes and overall aesthetic of the body of work. This is something she’s applied to all her recordings, from the plaid renaissance she’s currently harkening to her Reputation days to her high rotation of maroon, crimson and scarlet pieces while working on 2012’s Red.

Unlike her contemporaries, Swift’s discography is innately linked to her wardrobe, with everything from her red carpet moments, our favourite being her green sequin column dress from the 2024 Golden Globes, to her street style outings and even recording studio looks eligible to be decoded for clues.

As her romance with Kansas City Chiefs tight end, Travis Kelce, continues to bloom, Swift has even adopted a new look in the form of her game-day attire. Cementing herself as a bona fide ‘WAG’, Swift is carving out another space in the stadium.

This is something we’ll see her maintain as her billion-dollar-grossing Eras Tour draws to a close. Swapping the stage for the stands, custom multi-colour Roberto Cavalli sequin two-pieces for Vivienne Westwood corsets and red lips for face glitter, Swift will always pique our interest through what she wears.

As the singer also gears up for 35th birthday, there’s never been a better time to reflect on all the looks we’ve loved before. From 2007 to now, Swift’s fashion evolution is one that never goes out of style.

Taylor Swift’s Best Fashion Moments

Taylor Swift during 2006 CMT Music Awards – Red Carpet at Curb Events Center at Belmont University in Nashville, Tennessee, United States. (Photo by Jeff Kravitz/FilmMagic)
Taylor Swift (Photo by Kevin Mazur/WireImage)
NASHVILLE, TN – NOVEMBER 07: Singer Taylor Swift arrives at the 41st Annual CMA Awards at the Sommet Center on November 7, 2007 in Nashville, Tennessee. (Photo by Bryan Bedder/Getty Images)
Taylor Swift (Photo by Jason Squires/WireImage)
NEW YORK – MAY 05: Musician Taylor Swift attends the Metropolitan Museum of Art Costume Institute Gala “Superheroes: Fashion And Fantasy” at the Metropolitan Museum of Art on May 5, 2008 in New York City. (Photo by Dimitrios Kambouris/WireImage)
LOS ANGELES – FEBRUARY 10: Singer Taylor Swift arrives on the red carpet for The 50th Annual Grammy Awards held at the Staples Center on February 10, 2008 in Los Angeles, California (Photo by Dan MacMedan/WireImage)
Singer Taylor Swift arrives at the Hollywood Life Magazines Young Hollywood Awards on April 27, 2008 at the Avalon in Hollywood, California.
NEW YORK – JUNE 16: (U.S. TABS OUT) Musician Taylor Swift performs onstage during MTV’s Total Request Live on June 16, 2008 at the MTV Times Square Studios in New York City. (Photo by Scott Gries/Getty Images)
NEW YORK – SEPTEMBER 13: Singer Taylor Swift speaks after winning an award onstage during the 2009 MTV Video Music Awards at Radio City Music Hall on September 13, 2009 in New York City. (Photo by Kevin Mazur/WireImage)
Singer Taylor Swift arrives to the 51st Annual GRAMMY Awards at the Staples Center on February 8, 2009 in Los Angeles, California. (Photo by Jeff Vespa/WireImage)
Singer Taylor Swift onstage during the 2008 American Music Awards held at Nokia Theatre L.A. LIVE on November 23, 2008 in Los Angeles, California. (Photo by Jeff Kravitz/FilmMagic)
LOS ANGELES, CA – JANUARY 31: Taylor Swift arrives at the 52nd Annual GRAMMY Awards held at Staples Center on January 31, 2010 in Los Angeles, California. (Photo by Dan MacMedan/WireImage)
MILAN, ITALY – SEPTEMBER 27: Taylor Swift attends the Roberto Cavalli Spring/Summer 2011 fashion show during Milan Fashion Week Womenswear on September 27, 2010 in Milan, Italy. (Photo by Vittorio Zunino Celotto/Getty Images)
NEW YORK – OCTOBER 26: Singer / Musician Taylor Swift visits “Late Show With David Letterman” at Ed Sullivan Theater on October 26, 2010 in New York City. (Photo by Jeffrey Ufberg/WireImage)
UNIVERSAL CITY, CA – AUGUST 07: Musician Taylor Swift arrives at the 2011 Teen Choice Awards held at the Gibson Amphitheatre on August 7, 2011 in Universal City, California. (Photo by Steve Granitz/WireImage)
LOS ANGELES, CA – NOVEMBER 20: Singer Taylor Swift arrives at the 2011 American Music Awards held at Nokia Theatre L.A. LIVE on November 20, 2011 in Los Angeles, California. (Photo by Steve Granitz/WireImage)
LONDON, UNITED KINGDOM – JANUARY 25: Taylor Swift sighted while visiting a Primrose Hill Cafe and London Zoo on January 25, 2012 in London, England. (Photo by Neil Mockford/FilmMagic)
UNIVERSAL CITY, CA – FEBRUARY 07: (NO TABLOIDS; NO US SALES FOR 90 DAYS) Taylor Swift at the “Dr. Zeuss’ The Lorax” Press Conference at Universal Studios Hollywood on February 7, 2012 in Universal City, California. (Photo by Vera Anderson/WireImage)
LOS ANGELES, CA – FEBRUARY 12: Musician Taylor Swift arrives at The 54th Annual GRAMMY Awards at Staples Center on February 12, 2012 in Los Angeles, California. (Photo by Christopher Polk/WireImage)
NEW YORK, NY – DECEMBER 02: Taylor Swift and Harry Styles are seen walking around Central Park on December 02, 2012 in New York City. (Photo by David Krieger/Bauer-Griffin/GC Images)
LONDON, ENGLAND – NOVEMBER 07: Taylor Swift leaves her hotel on November 7, 2012 in London, England. (Photo by Will/GC Images)
LONDON, ENGLAND – FEBRUARY 20: (EMBARGOED FOR PUBLICATION IN UK TABLOID NEWSPAPERS UNTIL 48 HOURS AFTER CREATE DATE AND TIME. MANDATORY CREDIT PHOTO BY DAVE M. BENETT/GETTY IMAGES REQUIRED) Taylor Swift arrives at the BRIT Awards 2013 at the O2 Arena on February 20, 2013 in London, England. (Photo by Dave M. Benett/Getty Images)
NEW YORK, NY – AUGUST 25: Taylor Swift attends the 2013 MTV Video Music Awards at the Barclays Center on August 25, 2013 in the Brooklyn borough of New York City. (Photo by Dimitrios Kambouris/WireImage)
NEW YORK, NY – NOVEMBER 13: Taylor Swift performs during the 2013 Victoria’s Secret Fashion Show at Lexington Avenue Armory on November 13, 2013 in New York City. (Photo by Randy Brooke/WireImage)
NEW YORK, NY – APRIL 09: Taylor Swift is seen on April 9, 2014 in New York City. (Photo by David Krieger/Bauer-Griffin/GC Images)
NEW YORK, NY – AUGUST 12: Taylor Swift is seen in Soho on August 12, 2014 in New York City. (Photo by Alo Ceballos/GC Images)
INGLEWOOD, CA – AUGUST 24: Recording artist Taylor Swift attends the 2014 MTV Video Music Awards at The Forum on August 24, 2014 in Inglewood, California. (Photo by Jeff Kravitz/FilmMagic)
NEW YORK, NY – SEPTEMBER 16: Singer Taylor Swift and Cat are seen in Soho on September 16, 2014 in New York City. (Photo by Raymond Hall/GC Images)
NEW YORK, NY – DECEMBER 24: Singer Taylor Swift is seen on December 24, 2014 in New York City. (Photo by NCP/Star Max/GC Images)
NEW YORK, NY – MAY 05: Taylor Swift attends the “Charles James: Beyond Fashion” Costume Institute Gala at the Metropolitan Museum of Art on May 5, 2014 in New York City. (Photo by Dimitrios Kambouris/Getty Images)
LOS ANGELES, CA – FEBRUARY 08: Singer Taylor Swift attends The 57th Annual GRAMMY Awards at the STAPLES Center on February 8, 2015 in Los Angeles, California. (Photo by Jason Merritt/Getty Images)
LAS VEGAS, NV – MAY 17: Musician Taylor Swift attends the 2015 Billboard Music Awards at MGM Grand Garden Arena on May 17, 2015 in Las Vegas, Nevada. (Photo by Jason Merritt/Getty Images)
NEW YORK, NY – MAY 28: Taylor Swift is seen in Tribeca on May 28, 2015 in New York City. (Photo by Alo Ceballos/GC Images)
LOS ANGELES, CA – AUGUST 30: Taylor Swift arrives to the 2015 MTV Video Music Awards at Microsoft Theater on August 30, 2015 in Los Angeles, California. (Photo by C Flanigan/Getty Images)
Singer Taylor Swift arrives on the red carpet during the 58th Annual Grammy Music Awards in Los Angeles February 15, 2016. AFP PHOTO/ Valerie MACON (Photo by VALERIE MACON / AFP) (Photo by VALERIE MACON/AFP via Getty Images)
NEW YORK, NY – MAY 02: Taylor Swift attends the “Manus x Machina: Fashion In An Age Of Technology” Costume Institute Gala at Metropolitan Museum of Art on May 2, 2016 in New York City. (Photo by Neilson Barnard/Getty Images for The Huffington Post)
NEW YORK, NY – JULY 20: Singer Taylor Swift is seen walking in tribeca on July 20, 2018 in New York City. (Photo by Raymond Hall/GC Images)
NEW YORK, NY – JULY 22: Taylor Swift is seen in Tribeca on July 22, 2018 in New York City. (Photo by TheStewartofNY/GC Images)
LOS ANGELES, CA – OCTOBER 09: Taylor Swift attends the 2018 American Music Awards at Microsoft Theater on October 9, 2018 in Los Angeles, California. (Photo by Steve Granitz/WireImage)
US singer-songwriter Taylor Swift arrives for the Warner Bros. and In Style 20th annual post Golden Globes party at the Oasis Courtyard of the Beverly Hilton hotel in Beverly Hills on January 6, 2019. (Photo by Jean-Baptiste LACROIX / AFP) (Photo by JEAN-BAPTISTE LACROIX/AFP via Getty Images)
LONDON, ENGLAND – FEBRUARY 10: Taylor Swift and Joe Alwyn seen attending the Vogue BAFTA party at Annabel’s club in Mayfair on February 10, 2019 in London, England. (Photo by GOR/GC Images)
NEW YORK, NY – APRIL 22: Taylor Swift seen out and about in Manhattan on April 22, 2019 in New York City. (Photo by Robert Kamau/GC Images)
NEW YORK, NY – APRIL 23: Taylor Swift attends the 2019 Time 100 Gala at Frederick P. Rose Hall, Jazz at Lincoln Center on April 23, 2019 in New York City. (Photo by Jamie McCarthy/WireImage)
NEW YORK, NEW YORK – NOVEMBER 24: Taylor Swift attends 47th Annual AMA Awards – Arrivals at Microsoft Theater on November 24, 2019 in New York City. (Photo by David Crotty/Patrick McMullan via Getty Images)
US singer-songwriter Taylor Swift arrives for the Warner Bros. and In Style 20th annual post Golden Globes party at the Oasis Courtyard of the Beverly Hilton hotel in Beverly Hills on January 6, 2019. (Photo by Jean-Baptiste LACROIX / AFP) (Photo by JEAN-BAPTISTE LACROIX/AFP via Getty Images)
HERMOSA BEACH, CALIFORNIA – AUGUST 11: Taylor Swift attends FOX’s Teen Choice Awards 2019 on August 11, 2019 in Hermosa Beach, California. (Photo by Rich Fury/Getty Images)
NEWARK, NEW JERSEY – AUGUST 26: Taylor Swift attends the 2019 MTV Video Music Awards at Prudential Center on August 26, 2019 in Newark, New Jersey. (Photo by Axelle/Bauer-Griffin/WireImage)
NEW YORK, NEW YORK – DECEMBER 16: Taylor Swift attends the world premiere of “Cats” at Alice Tully Hall, Lincoln Center on December 16, 2019 in New York City. (Photo by Taylor Hill/FilmMagic)
BEVERLY HILLS, CALIFORNIA – JANUARY 05: Taylor Swift attends the 77th Annual Golden Globe Awards at The Beverly Hilton Hotel on January 05, 2020 in Beverly Hills, California. (Photo by Axelle/Bauer-Griffin/FilmMagic)
LOS ANGELES, CALIFORNIA – MARCH 14: Taylor Swift attends the 63rd Annual GRAMMY Awards at Los Angeles Convention Center on March 14, 2021 in Los Angeles, California. (Photo by Kevin Mazur/Getty Images for The Recording Academy )
NEW YORK, NEW YORK – NOVEMBER 12: (EDITORIAL USE ONLY. NO STANDALONE PUBLICATION USE (NO SPECIAL INTEREST OR SINGLE ARTIST PUBLICATION USE; NO BOOK USE)) Taylor Swift attends the “All Too Well” New York Premiere on November 12, 2021 in New York City. (Photo by Dimitrios Kambouris/Getty Images)
NEWARK, NEW JERSEY – AUGUST 28: Taylor Swift attends the 2022 MTV Video Music Awards at Prudential Center on August 28, 2022 in Newark, New Jersey. (Photo by Axelle/Bauer-Griffin/FilmMagic)
NEW YORK, NEW YORK – AUGUST 29: At the Republic Records MTV VMA 2022 after party at the Fleur Room in Chelsea in 2022. (Photo by Gotham/GC Images)
LOS ANGELES, CALIFORNIA – FEBRUARY 05: Attending the 65th GRAMMY Awards in 2023. (Photo by Amy Sussman/Getty Images)
NEW YORK, NEW YORK – MAY 16: With Matty Healy leaving ‘The Electric Lady’ studio in Manhattan in 2023. (Photo by Robert Kamau/GC Images)
NEW YORK, NEW YORK – JUNE 26: Our in 2023. (Photo by Gotham/GC Images)
NEWARK, NEW JERSEY – SEPTEMBER 12: Wearing Versace at the 2023 MTV Video Music Awards at Prudential Center in 2023. (Photo by Taylor Hill/Getty Images)
LOS ANGELES, CALIFORNIA – OCTOBER 11:  Wearing Oscar De La Renta at “Taylor Swift: The Eras Tour” Concert Movie World Premiere at AMC The Grove in 2023. (Photo by John Shearer/Getty Images for TAS)
Taylor-Swift-Horse-Girl-Outfit
NEW YORK, NY – OCTOBER 26: Wearing Stella McCartney and Prada in 2023. (Photo by MEGA/GC Images)
Taylor-Swift-Travis-Kelce-Date-Night
NEW YORK, NY – OCTOBER 15: With Travis Kelce leaving aSNL after party in 2023. (Photo by MEGA/GC Images)
Taylor-Swift-Squad
NEW YORK, NEW YORK – NOVEMBER 04: With Brittany Mahomes Selena Gomez, Gigi Hadid and Sophie Turner in NoHo in 2023. (Photo by Gotham/GC Images)
Taylor-Swift-Travis-Kelce
NEW YORK, NEW YORK – OCTOBER 15: With Travis Kelce having dinner at Waverly Inn in 2023. (Photo by Gotham/GC Images)
Taylor-Swift-Renaissance-London-Premiere
LONDON, ENGLAND – NOVEMBER 30: Wearing Balmain at the London premiere of “RENAISSANCE: A Film By Beyoncé” in 2023. (Photo by Kevin Mazur/WireImage for Parkwood)
Taylor-Swift-Birthday-Dress
NEW YORK, NEW YORK – DECEMBER 13: Wearing Clio Peppiat and Anine Bing to celebrate her birthday on December 13, 2023. (Photo by Gotham/GC Images)
Wearing Gucci at the 81st Golden Globe Awards held at the Beverly Hilton Hotel on January 7, 2024. (Photo by John Salangsang/Golden Globes 2024/Golden Globes 2024 via Getty Images)
taylor-swift-grammys
Wearing Schiaparelli at the 66th Annual GRAMMY Awards held at Crypto.com Arena on February 4, 2024 in Los Angeles, California. (Photo by Gilbert Flores/Billboard via Getty Images)
Taylor-Swift-Dion-Lee
LAS VEGAS, NV – FEBRUARY 11: Wearing Dion Lee and Area after Super Bowl LVIII between the Kansas City Chiefs and the San Francisco 49ers at Allegiant Stadium in 2024. (Photo by Perry Knotts/Getty Images)
Taylor-Swift-Coachella
At Neon Carnival held during the Coachella Music and Arts Festival on April 13, 2024 in Thermal, California. (Photo by Gilbert Flores/WWD via Getty Images)
Taylor-Swift
KANSAS CITY, MISSOURI – SEPTEMBER 05: Wearing Versace and Louis Vuitton at the Kansas City Chiefs v Baltimore Ravens game in 2024. (Photo by David Eulitt/Getty Images)
taylor-swift-mtv-vmas
Wearing Christina Dior at the 2024 MTV Video Music Awards. (Photo by Gilbert Flores/Billboard via Getty Images)
Taylor-Swift-Face-Glitter
KANSAS CITY, MO – OCTOBER 07: In Vivienne Westwood at the Kansas City Chiefs and the New Orleans Saints game at GEHA field Arrowhead Stadium in 2024. (Photo by William Purnell/Icon Sportswire via Getty Images)
Taylor-Swift-Travis-Kelce
NEW YORK, NEW YORK – OCTOBER 11: With Travis Kelce in SoHo in 2024. (Photo by TheStewartofNY/GC Images)
Taylor-Swift-WAG-Style
KANSAS CITY, MISSOURI – NOVEMBER 04: In Mugler, Agolde, Dior, Christian Louboutin and The Row at Kansas City Chiefs and the Tampa Bay Buccaneers game at GEHA Field at Arrowhead Stadium in 2024. (Photo by Jamie Squire/Getty Images)
Taylor-Swift-Versace-Chiefs-Game-scaled
KANSAS CITY, MISSOURI – NOVEMBER 10: In Versace at the Kansas City Chiefs and the Denver Broncos game at GEHA Field at Arrowhead Stadium in 2024. (Photo by David Eulitt/Getty Images)

This story first appeared on GRAZIA International.

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