While Taylor Swift is not the first artist to cycle through different looks throughout her music career, her current dedication to celebrating these eras will likely be copied by musicians for years to come. Over her 17 years in the music industry, Swift has experimented with many different styles. With every new album came an updated aesthetic and red carpet looks to match. There was the curly-haired country girl of the Taylor Swift era and the girly-girl look associated with Fearless and Speak Now. Red called for a whole lot of red lipstick while Reputation brought out the singer’s edgy side. Lover introduced pastels and sparkles, and Folklore and Evermore fit perfectly into the cottagecore aesthetic that was popular during their releases. Throughout her long career, Swift has navigated eras, trends, and her own personal style like a pro and she still surprises us every time she steps onto the red carpet. These days, as Swift takes a brief break from the album cycle for her Eras Tour, she’s mixing up her look a bit more so than usual, but she still continues to gravitate toward her favorite designers (namely, Oscar de la Renta) for the big moments. So, as you keep yourself up to date on all the recent Swift news, including her relationship with Travis Kelcee and her many New York City dinner ensembles, take some time to scroll through the singer’s best looks from 2006 to now.
2023: Renaissance: A Film By Beyoncé Premiere
It’s fitting that Swift wore one of Beyoncé’s go-to brands, Balmain, to attend the premiere of the Renaissance concert film. Swift specifically chose a silver spring 2023 dress featuring a high slit and sequin-covered boutonniere on her bust.
2023: Taylor Swift: The Eras Tour Premiere
When it came to the premiere of her own concert film, Swift went for a more feminine look, attending the event in a blue, floral cut out Oscar de la Renta resort 2023 dress.
2023: MTV Video Music Awards
Switching aesthetics yet again, Swift embraced her edgier side in an asymmetric Versace dress at the VMAs.
Considering Swift was nominated for her album, Midnights, at the 2023 Grammys, it makes sense that she attended the award show in a dark blue Roberto Cavalli two-piece set, decorated with embellishments that turned the singer into a walking midnight sky.
2022: American Music Awards
Swift threw it back to the ‘70s at the American Music Awards, opting to wear a gold, embellished jumpsuit from The Blonds, Giuseppe Zanotti heels, and jewelry from Al Zain and Nouvel Heritage.
2022: MTV Europe Music Awards
The singer wore a dress from David Koma’s spring 2019 collection for the EMAs in Düsseldorf. She paired the bodysuit and embellished skirt with Giuseppe Zanotti heels and Djula earrings.
2022: Nashville Songwriter Awards
Swift celebrated her Songwriter-Artist of the Decade honor in a one-armed black sequin dress from Michael Kors Collection fall 2022.
2022: Toronto International Film Festival
The singer wore a gold Louis Vuitton dress with a neckline of draped crystals to TIFF, where she spoke following a screening of All Too Well: The Short Film.
2022: MTV Video Music Awards
Swift began her Midnights era in a crystal-covered Oscar de la Renta resort 2023 dress at the MTV VMAs in August 2022.
2021: “All Too Well” Premiere
Taylor Swift wears a velvet double-breasted Etro suit to the “All Too Well” premiere on November 12, 2021 in New York.
Taylor Swift wore a silver Miu Miu two-piece at the Brit Awards 2021 on May 11, 2021 in London, England.
Taylor Swift wore a floral Oscar de la Renta mini dress to the 63rd Annual Grammy Awards in downtown Los Angeles, CA on Sunday, March 14, 2021.
2020: Miss Americana Premiere
Wearing a houndstooth Carmen March jumpsuit and jacket, Taylor Swift attended the Netflix premiere of Miss Americana at Sundance Film Festival on January 23, 2020 in Park City, Utah.
Taylor Swift wore a blue and yellow Etro dress to the 77th Annual Golden Globe Awards on January 5, 2020 in Beverly Hills, California.
Taylor Swift wore a strapless Oscar de la Renta gown to the world premiere of Cats in New York City on December 16, 2019.
2019: Billboard Women In Music
Taylor Swift wore an Oscar de la Renta jumpsuit with chain details to the Billboard Women In Music 2019 in Los Angeles, California on December 12, 2019.
2019: American Music Awards
Wearing a green asymmetric Julien Macdonald dress, Taylor Swift attended the 2019 American Music Awards on November 24, 2019 in Los Angeles, California.
Taylor Swift wore a multicolored Versace jumpsuit and jacket to the Teen Choice Awards 2019 on August 11, 2019 in Hermosa Beach, California.
2019: Billboard Music Awards
Taylor Swift wore a lavender ruffled Raisa & Vanessa mini dress to the 2019 Billboard Music Awards on May 1, 2019 in Las Vegas, Nevada.
Wearing a grecian J. Mendel dress, Taylor Swift attended the 2019 Time 100 Gala on April 23, 2019 in New York City.
2019: iHeartRadio Music Awards
Taylor Swift wore a sequined Rosa Bloom romper to the 2019 iHeartRadio Music Awards on March 14, 2019 in Los Angeles, California.
2018: American Music Awards
Taylor Swift wore a silver Balmain mini dress to the 2018 American Music Awards on October 9, 2018 in Los Angeles, California.
Taylor Swift wore a velvet Monique Lhuillier slip dress to the 64th Annual BMI Pop Awards on May 10, 2016 in Beverly Hills, California.
Taylor Swift wore a Louis Vuitton silver snakeskin dress to 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.
2016: Vanity Fair Oscar Party
Wearing an Alexandre Vauthier Spring 2013 couture dress, Taylor Swift attended the 2016 Vanity Fair Oscar Party on February 28, 2016 in Beverly Hills, California.
Taylor Swift wore a tube top and high-slitted skirt by Versace to the 58th Grammy Awards on February 15, 2016 in Los Angeles, California.
2015: Billboard Music Awards
Taylor Swift wore a white cutout Balmain jumpsuit to the 2015 Billboard Music Awards on May 17, 2015 in Las Vegas, Nevada.
2015: iHeartRadio Music Awards
Wearing a black cutout KaufmanFranco mini dress, Taylor Swift attended the 2015 iHeartRadio Music Awards on March 29, 2015 in Los Angeles, California.
Taylor Swift wore a turquoise Elie Saab gown to the 57th Annual Grammy Awards on February 8, 2015 in Los Angeles, California.
2014: MTV Video Music Awards
Taylor Swift wore a Mary Katrantzou body suit to the 2014 MTV Video Music Awards on August 24, 2014 in Inglewood, California.
Wearing a pink embroidered Oscar de la Renta gown, Taylor Swift attended the “Charles James: Beyond Fashion” Costume Institute Gala at the Metropolitan Museum of Art on May 5, 2014 in New York City.
Taylor Swift wore a shortsleeved silver Gucci dress to the 56th Grammy Awards in Los Angeles on January 26, 2014.
2014: Golden Globe Awards
Taylor Swift wore a two-toned strapless Carolina Herrera gown to the 71st Annual Golden Globe Awards on January 12, 2014 in Beverly Hills, California.
2013: American Music Awards
Taylor Swift wore a metallic Julien Macdonald mini dress to the 2013 American Music Awards on November 24, 2013 in Los Angeles, California.
Taylor Swift wore a grecian J. Mendel gown to the 55th Annual Grammy Awards on February 10, 2013 in Los Angeles, California.
Taylor Swift wore a white J. Mendel suit to the 2012 MTV Video Awards on September 6, 2012 in Los Angeles, California.
Wearing a Zuhair Murad dress, Taylor Swift attended at the 54th Annual Grammy Awards on February 12, 2012 in Los Angeles, California.
2011: Billboard Music Awards
Taylor Swift wore a strapless Elie Saab gown to the 2011 Billboard Music Awards on May 22, 2011 in Las Vegas, Nevada.
2010: American Music Awards
Taylor Swift wore a Collette Dinnigan mini dress to the 2010 American Music Awards on November 21, 2010 in Los Angeles, California.
Taylor Swift wore a Ralph Lauren Spring 2005 RTW gown to the “American Woman: Fashioning A National Identity” Costume Institute Gala on May 3, 2010 at The Metropolitan Museum of Art in New York City.
2009: MTV Video Music Awards
Taylor Swift wore a one-shoulder Kaufman Franco dress to the 2009 MTV Video Music Awards on September 13, 2009 in New York City.
2009: Hannah Montana: The Movie Premiere
Taylor Swift wore a strapless Naeem Khan dress to the Los Angeles premiere of Hannah Montana: The Movie on April 2, 2009.
Taylor Swift wore a black, low-cut KaufmanFranco dress to the 51st Annual Grammy Awards on February 8, 2009 in Los Angeles, California.
Taylor Swift wore a silver KaufmanFranco dress to the 42nd Annual CMA Awards on November 12, 2008 in Nashville, Tennessee.
2008: MTV Video Music Awards
Taylor Swift wore a blush pink KaufmanFranco a-line dress to the 2008 MTV Video Music Awards on September 7, 2008 in Los Angeles, California.
Wearing a purple corseted Sandy Spika dress, Taylor Swift attended the 50th Annual Grammy Awards on February 10, 2008 in Los Angeles.
Taylor Swift wore a gold Badgley Mischka gown to the “Superheroes: Fashion and Fantasy” themed Met Gala on May 5, 2008.
2007: American Music Awards
Taylor Swift wore a Catherine Malandrino jeweled halter dress to the 2007 American Music Awards in Los Angeles on November 18, 2007.
2007: Academy of Country Music Awards
Taylor Swift wore a pink corseted Sandi Spika gown to the 42nd Academy of Country Music Awards on May 15, 2007.
Wearing a BCBG Max Azria BCBG sequined dress, Taylor Swift attended the 2007 CMT Music Awards in Nashville, Tennessee on April 16, 2007.
2006: Academy of Country Music Awards
Taylor Swift wore a handkerchief dress to the 41st Annual Academy of Country Music Awards in Las Vegas, May 23, 2006.
Taylor Swift wore a white ruffled dress to the 2006 CMT Music Awards in Nashville, Tennessee on April 10, 2006.
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