25 of Taylor Swift's most stunning style moments, ranked from least to most memorable

taylor swift
Taylor Swift attends the 2022 Toronto International Film Festival.Valerie Macon/AFP via Getty Images
  • Taylor Swift has worn memorable, daring, and beautiful looks on red carpets over the years.

  • The singer loves to wear sequined dresses, bold colors, and floor-length gowns.

  • Insider sorted through her best looks and ranked them from least to most memorable.

At the 2008 American Music Awards, Taylor Swift wore a one-shoulder dress covered in sparkles.

Taylor Swift at the 2008 American Music Awards in silver dress
Taylor Swift at the 2008 American Music Awards.Jon Kopaloff/Getty Images

This is one of the first glimmering dresses Swift ever wore, and it eventually became her red-carpet signature. However, while this look predicts future red-carpet moments to come, it's not as memorable as other looks she's worn throughout her career.

She wore a more mature gown at the Academy of Country Music Awards in 2011.

Taylor Swift at the 2011 Academy of Country Music Awards in gold dress
Taylor Swift at the 2011 Academy of Country Music Awards.Gregg DeGuire/Getty Images

The Elie Saab gown featured exquisitely designed embroidery.

Swift stole the show at the 2013 ACM Awards in a glittering metallic gown.

Taylor Swift at the 2013 ACM Awards in metallic gown
Taylor Swift at the 2013 ACM Awards.Jon Kopaloff/Getty Images

"Taylor Swift sported a gown befitting country royalty on Sunday, stealing the show at the Academy of Country Music Awards in Las Vegas in a stunning metallic dress," Eleanor Gower at Daily Mail wrote in 2012 about the Dolce & Gabbana dress.

Swift chose a bold pop of color at the 2012 Billboard Music Awards in honor of her album "Red."

Taylor Swift at the 2012 Billboard Music Awards in red gown
Taylor Swift at the 2012 Billboard Music Awards.Frank Trapper/Getty Images

The see-through top and floor-length dress were also designed by Elie Saab.

She kept with the red theme at the 2012 CMA Awards.

Taylor Swift at the 2012 CMA Awardsin red flower gown
Taylor Swift at the 2012 CMA Awards.Jon Kopaloff/Getty Images

"Taylor Swift stunned in a show-stopping Jenny Packham number with sparking red detailing," Billboard wrote in their best-dressed ranking in 2012.

She chose a daring, see-through dress for the Golden Globes in 2019.

Taylor Swift at the 2019 Golden Globes in black off the shoulder dress
Taylor Swift at the 2019 Golden Globes.Gregg DeGuire/Getty Images

The Versace, off-the-shoulder gown also featured a high slit. The look was especially memorable because Swift was not even expected to attend the event.

The musician returned to her signature sparkle for the Grammy Awards in 2014.

Taylor Swift at the 2014 Grammys in silver gown
Taylor Swift at the 2014 Grammys.Frank Trapper/Getty Images

"It's really heavy," Swift told Ryan Seacrest on the red carpet about her Gucci dress. "It's everything you'd expect it to be. It's like a suit of armor."

MyDaily UK named Swift the best-dressed celebrity of the night.

For the 2016 Country Music Awards, Swift wore a stunning sheer gown.

Taylor Swift at the 2016 Country Music Awards in black gown
Taylor Swift at the 2016 Country Music Awards.Gustavo Caballero/Getty Images

The intricate and see-through gown was designed by Julien Macdonald. Avery Matera of Teen Vogue called the "glamorous, edgy look" "the ultimate optical illusion."

Swift blended in with the supermodels at the Victoria's Secret after-party in 2014 with this striking dress.

Taylor Swift at 2014 Victoria's Secret afterparty in white gown
Taylor Swift at the 2014 Victoria's Secret after-party.Pascal Le Segretain/Getty Images

The Zuhair Murad gown featured a tall slit and a sheer top. Swift helped the fashion show to get sky-high ratings — the event pulled in 9.2 million viewers when it aired.

For the 2014 Met Gala, Swift went with a dreamy Oscar de la Renta gown.

Taylor Swift at the 2014 Met Gala in soft pink gown
Taylor Swift at the 2014 Met Gala.Axelle/Bauer-Griffin/Getty Images

"Oscar de la Renta is the designer I've idolized since I was a little girl," Swift told Us Weekly on the red carpet. "Having an opportunity to wear a one-of-kind gown designed by him is a daydream realized."

Emma Sarran Webster and Donya Momenian at Teen Vogue said that Swift nailed the theme, writing that the "Oscar de la Renta dress was the perfect combination of soft and subtle in the front, and dramatic and head-turning in the back— a quintessential Met Ball dress."

After taking two years off from the spotlight, Swift returned to the red carpet in this gown at the 2018 Billboard Music Awards.

Taylor Swift at the 2018 BBMA's in soft pink dress
Taylor Swift at the 2018 BBMA's.LISA O'CONNOR/Getty Images

The Versace dress took more than 800 hours to make and made for the perfect memorable comeback look.

"My first award show in a few years and it was so much fun thanks to you," Swift wrote in an Instagram caption. "I love you guys. PS thanks @versace for this ✨delicate✨ dress."

The Grammy winner turned heads with her patterned gown at the 2019 premiere of "Cats."

Taylor Swift in 2019 wearing patterned dress
Taylor Swift in 2019.Roy Rochlin/Getty Images

It would be difficult to forget this bold look — the silk gown was designed by Oscar de la Renta and cost a whopping $17,990.

She stuck with the pattern style for the Golden Globes in 2020 with this ball gown.

Taylor Swift at the 2020 Golden Globes in a flower dress
Taylor Swift at the 2020 Golden Globes.Axelle/Bauer-Griffin/Getty Images

"Wearing a voluminous silk dress from Etro, Taylor certainly made a statement when she stepped out of the car and onto that scarlet step-and-repeat," Avery Matera at Teen Vogue wrote in 2020.

At the 2020 Sundance Film Festival, Swift broke away from her gowns and chose a plaid jumpsuit.

Taylor Swift at the 2020 Sundance Film Festival in plaid pant suit
Taylor Swift at the 2020 Sundance Film Festival.Kevin Mazur/Getty Images

The Carmen March outfit featured a plaid trench coat and matching heels. Vogue reporter Janelle Okwudu was also a fan of the look, saying the singer arrived "looking like a boss."

Swift channeled her punk rock side at the 2013 Met Gala.

Taylor Swift at the 2013 Met Gala in black gown
Taylor Swift at the 2013 Met Gala.Lars Niki/Getty Images

In 2013, the Met Gala was themed "Punk: Chaos to Couture," and Swift chose a J. Mendel gown adorned with gold embellishments. Teen Vogue commented that Swift "fully embraced" the theme, and we can't help but agree.

She went with an elegant and simple black gown for the Vanity Fair Oscar party in 2016.

Taylor Swift at the 2016 Oscars in black gown
Taylor Swift at the 2016 Oscars.ADRIAN SANCHEZ-GONZALEZ/Getty Images

The Alexandre Vauthier gown had a plunging neckline and high slit, which is more daring than we're used to seeing on Swift.

Swift returned to her roots when she wore yet another sequined look at the American Music Awards in 2018.

Taylor Swift at the 2018 American Music Awards in silver mini dress
Taylor Swift at the 2018 American Music Awards.Barcroft Media/Getty Images

"The singer turned heads on the red carpet in a long-sleeved dress made of small, silver reflective panels," Insider's Lucy Yang wrote at the time. "She paired the Balmain minidress with matching thigh-high stiletto boots, also by the French fashion house."

The look is especially memorable as Swift wore it in a promotional image for her Netflix documentary "Miss Americana."

At the 2021 premiere of her short film "All Too Well," Swift again stayed away from her signature gowns.

Taylor Swift in 2021 in red pantsuit
Taylor Swift in 2021.Dimitrios Kambouris/Getty Images

The maroon pantsuit was a deviation from her other memorable looks, but the velvet made her look even more sophisticated and the different silhouette was undoubtedly memorable.

For the 2022 American Music Awards, Swift wore a sparkling jumpsuit with a backless halter top.

Taylor Swift at the American Music Awards on November 20, 2022.
Taylor Swift at the American Music Awards on November 20, 2022.Gilbert Flores/Valerie Macon/Getty Images

The Blonds designed Swift's suit, which also had a deep-V neckline, a satin belt, and gold sequins from top to bottom.

She paired it with gold heels, dagger-shaped earrings, and layers of metallic jewelry.

While co-chairing the Met Gala in 2016, Taylor Swift rocked a noticeably different look.

taylor swift wearing silver dress with platinum hair at the met gala in 2016
Taylor Swift attends the Met Gala in 2016.Larry Busacca/Getty Images

Fashion legend and Vogue editor-in-chief Anna Wintour may have had a hand in conceptualizing Swift's look for the 2016 Met Gala — and her style in general during that time.

"We very much wanted to give Taylor a new look, make her into a sort of a rock 'n' roll chick," Wintour told Today of her inspiration for Swift's May 2016 Vogue cover.

For the theme, the "Blank Space" singer topped off her metallic Louis Vuitton dress with a new platinum blonde 'do and strappy black heels. The ensemble is made even more memorable due to rumors that Swift met her boyfriend Joe Alwyn while attending the event.

"Flashback when you met me / Your buzzcut and my hair bleached," she sings in "Dress," which appears on her album "Reputation."

Swift wore a floral-covered dress and matching face mask to the 2021 Grammys.

taylor swift grammys 2021
Taylor Swift attends the 2021 Grammys.Kevin Mazur/Getty Images

"In a bountiful display of late-summer's glory, botanical appliqués are tacked on individually to complete the look," Oscar de la Renta said of the custom dress.

To attend the VMA 2022 after-party, Swift wore a blue satin romper embellished with silver stars.

taylor swift
Taylor Swift attends the Republic Records MTV VMA 2022 after-party.Gotham/GC Images

She paired the jewel-toned dress with silver platform heels and a white faux fur coat. The look is particularly memorable as it ushered in the singer's "Midnights" style era, which has been heavily marked by star motifs and blue tones.

She wore one of her boldest looks to date at the 2022 MTV EMAs in Duesseldorf, Germany.

Taylor Swift at the MTV EMAs on November 13, 2022.
Taylor Swift at the MTV EMAs on November 13, 2022.Daniele Venturelli/Getty Images

She wore a sleeveless David Koma design that featured a black bodysuit with a plunging sweetheart neckline, and an emerald-covered, see-through skirt.

At the 2022 MTV Video Music Awards, Swift dazzled in a bejeweled minidress dripping with diamonds.

Taylor Swift at the MTV Video Music Awards on August 28, 2022.
Taylor Swift at the MTV Video Music Awards on August 28, 2022.Dia Dipasupil/Getty Images

Swift's statement-making Oscar de la Renta ensemble was the perfect look to announce her latest release, "Midnights."

Vogue reporter Christian Allaire also caught on to the "switch-up" in Swift's style, especially compared to what she wore during her "Folklore" era.

"These dance floor-worthy ensembles are certainly a far cry from the laid-back, nature-forward looks she wore during her last album promo," Allaire wrote.

Swift wore her most daring and most memorable look to date at the 2016 Grammy Awards.

Taylor Swift at the 2016 Grammy Awards in pink skirt
Taylor Swift at the 2016 Grammy Awards.Axelle/Bauer-Griffin/Getty Images

"The 26-year-old, who is nominated for seven awards, shone in a two-piece orange and pink ensemble by Versace, which she styled with a brand-new bob and her signature cat-eye," the Hollywood Reporter wrote at the time.

She won three Grammys that night, including album of the year for "1989."

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