Taylor Swift’s Best Fashion Moments of All Time

She started as a teen country singer with hits like “Tim McGraw” and “Teardrops On My Guitar,” but Taylor Swift has 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 of Taylor 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 debut in 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 from Beauty and the Beast with her 2007 CMAs look. 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, which Adele won), 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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She was still firmly in her country music era, but Swift looked like a pop princess in this sequin gown by Kaufman Franco at the 2008 CMAs. The sheer black straps and plunging neckline gave the look a sophisticated feel.

Taylor Swift at the MTV VMAs in 2009

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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 the 2009 CMAs perfectly 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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The singer went full mermaid-glam at the 2010 Grammys in a glittery green off-the-shoulder dress by Kaufman Franco which she accessorized with chunky silver bracelets and a side-swept updo. Later in the evening, she let her blonde curls down as she posed with her awards.

Taylor Swift at the 54th Annual Grammy Awards in 2012

Jon Kopaloff/FilmMagic

A true golden goddess, Swift dazzled on the 2012 Grammys red 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

Jeff Vespa/WireImage

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

Christopher Polk/Getty

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