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She started as a teen country singer with hits like “Tim McGraw” and “Teardrops On My Guitar,” butTaylor Swifthas grown into one of music’s most prominent powerhouses. From seamlessly crossing over to the pop charts to living in New York City, fans have seen the star through many eras — and there are surely many more to come.
Over the years, Swift’s style has inevitably evolved along the way. While the singer gravitated towards romantic ball gowns and feminine silhouettes for her early red carpet moments, she’s stepped out of the box more recently with tailored suits and menswear-inspired looks. And just like with her music, Swift is bound to continue to surprise us with her style, whether she’s attending an awards show or strolling around Tribeca.
Keep reading for a look back at some ofTaylor Swift’s best fashion moments.
Taylor Swift at the CMAs in 2006
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Shortly after releasing her very first single, “Tim McGraw,“Swift made her CMAs debutin a black, floor-length Elvira gown with black opera gloves. Her signature curls were on full display as well as a dramatic, smoky makeup look.
Taylor Swift at the CMAs in 2007
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Swift seemingly channeled Belle’s iconic yellow dress fromBeauty and the Beastwith her2007 CMAslook. The brilliant gold gown featured a beaded bodice and satin skirt, and the star’s blonde curls were pulled back and swept over one shoulder. Rather than go for matching jewelry, Swift accessorized with long silver earrings.
Taylor Swift at the 50th Annual Grammy Awards in 2008
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For her very first Grammys, Swift embodied her newfound role as music’s girl next door in this strapless lavender dress with beaded detailing on the skirt. She didn’t take home any awards that night (she was nominated for Best New Artist, whichAdelewon), but the appearance was certainly a memorable start to her journey as a style icon.
Taylor Swift at the CMAs in 2008
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Swift went for all-out glamour with her one-shoulder Kaufman Franco gown at the 2009 VMAs. The floor-length, sequin dress was an undeniably dazzling choice, as were her long, crystal earrings and wispy updo.
Taylor Swift at the CMAs in 2009
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Perhaps it was just a coincidence, but Swift’s sparkly gold gown at the2009 CMAsperfectly matched the armful of trophies she went home with that night. The star looked like a real-life princess in the Reem Acra dress that featured a sequined bodice flowing into a chiffon skirt.
Taylor Swift at the 52nd Annual Grammy Awards in 2010
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Taylor Swift at the 54th Annual Grammy Awards in 2012
A true golden goddess, Swift dazzled on the2012 Grammysred carpet in a cap-sleeved Zuhair Murad gown. Her signature curls were swept back into a neat updo, giving the star a mature, sophisticated look.
Taylor Swift at the Golden Globes in 2013
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Swift began to take her style in a new, sleeker direction with this eggplant-colored Donna Karan gown and low bun at the 2013 Golden Globes. From the front, the star’s dress choice might have seemed simple, but the low back and sheer side panels gave it a sexy edge.
Taylor Swift at the 55th Annual Grammy Awards in 2013
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Taking the Grecian look for a spin, Swift appeared on the 2013 Grammys red carpet in a cream J. Mendel gown with a plunging neckline and metallic details. She kept her jewelry simple and dainty while her hair was styled into a braided updo.
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Taylor Swift at the Golden Globes in 2014
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Taylor Swift at the Met Gala in 2014
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Swift’s pale pink Oscar de la Renta gown was so beautiful that even her cats couldn’t resist it. “I’ve never seen more fashionable people lose their composure quicker than when a cat walks up to a satin, custom Oscar de la Renta gown and then decides to make a home inside of it,” the singer told PEOPLE of her pet’s Met Gala antics in 2014.
“She just passed, dug her claws in and started to roll … like when you see a crocodile attack an antelope onNational Geographic,” she continued. “That’s what she tried to do to the dress.”
Luckily, Swift and her gown made it to the Gala unscathed — and she looked absolutely stunning.
Taylor Swift at the 57th Annual Grammy Awards in 2015
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Taylor Swift in New York City in April 2015
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The singer’s 2014 move to New York Cityseemed to spark a new, sophisticated era of her personal style. In April 2015, she was spotted out in a black-and-white blazer and shorts set. She gave the look a pop of color with kelly green heels and a matching purse.
Taylor Swift at the VMAs in 2015
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Swift infamously walked the red carpet with her stylish squad in tow at the 2015 VMAs. The singer donned a sequined houndstooth matching set for the occasion, where she took home the award for video of the year for her hit “Bad Blood.” She accessorized the long-sleeve crop top and high-waisted harem pants with a pair of coordinating metallic pumps.
Taylor Swift in New York City in May 2015
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Swift stepped out in May of 2015 in a vintage-inspired outfit consisting of a sleeveless black top and patterned shorts, which she accessorized with turquoise heels and oversized sunglasses.
Taylor Swift at the Vanity Fair Oscars party in 2016
Taylor Swift at the 58th Annual Grammy Awards in 2016
With the help of her striking new bob haircut, Swift stunned at the 2016 Grammys Awards in a brightly colored two-piece ensemble. The custom Atelier Versace look paired an orange-red bandeau top with a fuchsia skirt that featured a daring slit, and the singer accessorized with a choker and strappy metallic heels.
Taylor Swift at the Met Gala in 2016
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The look also included black knee-high boots, Eva Fehren rings and an edgy ear cuff.
Taylor Swift at the Billboard Music Awards in 2018
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Swift shared the look onInstagram, writing: “My first award show in a few years and it was so much fun thanks to you. I love you guys. PS thanks @versace for this ✨delicate✨ dress.”
Taylor Swift in New York City in 2018
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Even when she’s not glammed up on the red carpet, Swift can still deliver a solid fashion moment. In July 2019, the singer was spotted running around Tribeca in a casual and cool denim crop top and shorts combo, her round sunglasses and red lipstick giving the look her signature feminine flair.
Taylor Swift in New York City in 2019
Swift again dazzled on the streets of New York in April 2019 when she paired a red houndstooth blazer with a floral slip dress. She accessorized the look with two of her go-tos — her crimson red lips and a bag featuring the face of a cat.
Taylor Swift at the Time 100 Gala in 2019
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Taylor Swift at the Billboard Music Awards in 2019
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Taylor Swift at the premiere of Cats in 2019
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To celebrate thepremiere of theCatsfilm adaptation, Swift, who starred in the Andrew Lloyd Webber musical, donned a patterned Oscar de la Renta gown as well as her trademark red lipstick. She was later spotted leaving the event with her boyfriend,Joe Alwyn, wearing a navy blue coat over her dress.
Taylor Swift at the Golden Globes in 2020
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For the2020 Golden Globes, Swift stepped outside of her usual slinky silhouette in favor of something a bit more regal. The star, who was nominated for best original song for"Beautiful Ghosts"from the film adaptation ofCats, wore an Etro navy and yellow silk floral ball gown with a keyhole cut-out, open back, and long flowing train.
To make things even more glamorous, her hair was pulled back into an effortless updo to reveal an eye-catching pair of sapphire drop earrings.
Taylor Swift at the Sundance Film Festival in 2020
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Swift looked all grown up in head-to-toe plaid for the premiere of her documentaryAmericanaat the2020 Sundance Film Festival. The three-piece Carmen March look featured a bustier-style top, pleated pants, and an overcoat, but the pattern frenzy didn’t stop there — even her pointed-toe boots were plaid.
Taylor Swift at the 63rd Annual Grammy Awards in 2021
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OnTwitter, the fashion house gave a behind-the-scenes look at the making of the garment, which involved the botanical appliqués being sewed on individually. Along with the dress, which retailed for $8,990, Swift also wore a pair of Louboutin heels and Cathy Waterman jewelry to walk the red carpet anddonned a stylish matching floral face maskwhen necessary.
Taylor Swift at the premiere ofAll Too Well: The Short Filmin 2021
Given her penchant for dresses and skirts, it was somewhat unexpected to see Swift in a suit at thepremiere of her short film,All Too Well. However, the purple velvet jacket and pants looked tailor-made for the star, and the black lapels and brass buttons were stunning details.
Taylor Swift at the Tribeca Film Festival in 2022
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Continuing on her recent menswear kick, Swift donned a navy pinstripe pantsuit for a screening of her short film at the2022 Tribeca Film Festival. Rather than a jacket, the singer opted for a vest which she paired with pleated pants and a pair of red heels.
Taylor Swift.Arturo Holmes/FilmMagic
Swiftmade a grand returnto the VMAs in August 2022 in a dazzling Oscar de la Renta minidress. She paired the sparkling number with matching Christian Louboutin heels and Lorraine Schwartz jewelry.
The singer’s crystal-covered outfit wasn’t the only thing that made headlines at the event — Swift alsoannounced her brand-new albumthat’s set to release in October while accepting the video of the year award.
Taylor Swift.Kevin Mazur/WireImage
Taylor Swift at the 65th Annual Grammy Awards in 2023
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As if the crystal-embellished ensemble wasn’t enough, the singer paired the sparkly two-piece with $3 million of worth Lorraine Schwartz jewelry, including sapphire earrings and multiple rings.
Taylor Swift at theTaylor Swift: The Eras Tourpremiere in 2023
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source: people.com
