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Taylor Swift’s style eras, explained: Her fashion evolution from 2006 to now

January 2, 2026
in News
Taylor Swift’s style eras, explained: Her fashion evolution from 2006 to now

From Madonna to Lady Gaga, a great many musicians are known for shifting their style over time to mirror their sound. Still, few pop stars have managed to pull off the sheer number of sonic and sartorial eras as has Taylor Swift.

Over the course of her career thus far, Swift’s gone from country sweetheart to global superstar, experimenting with different musical genres and proving herself to be a true style chameleon along the way.

And during her record-breaking, earth-shaking Eras Tour, she paid homage to her fashion evolution, performing in hundreds of custom costumes inspired by the many aesthetics she’s explored through the years.

Read on for a comprehensive explainer of the styles that correspond with each of Swift’s album cycles so far, from the wild curls and dress-and-cowboy-boot combos of her 2006 debut LP to the Vegas-worthy razzle-dazzle of her “Life of a Showgirl” era.

Taylor Swift (2006)

Taylor Swift 2006 Academy of Country Music Awards
In BCBG Max Azria at the 2006 Academy of Country Music Awards WireImage
Taylor Swift 2007 Academy of Country Music New Artists' Party for a Cause
In BCBG Max Azria at the 2007 Academy of Country Music New Artists’ Party for a Cause Getty Images
Taylor Swift 2007 Academy of Country Music Awards All-Star Jam
In a white strapless dress trimmed with feathers at the 2007 Academy of Country Music Awards All-Star Jam Ethan Miller

When Swift first hit the scene as a teen, sweet sundresses and cowboy boots were her signature — not to mention those tight blond ringlets. Her youthful, relatable looks befit her lovestruck lyrics and status as an up-and-coming country darling.

“I get so excited about [awards shows] because I love to dress up. But I wear cowboy boots so that when I walk down the stairs I won’t fall,” Swift told Entertainment Weekly in 2007 of her practical (and genre-appropriate) Western footwear.

Fearless (2008)

Taylor Swift 2008 Grammys
In Sandi Spika at the 2008 Grammys Getty Images
Taylor Swift Fearless tour
In Mandalay during the “Fearless” tour in 2009 Getty Images
Taylor Swift 2009 CMA Awards
In Reem Acra at the 2009 CMA Awards FilmMagic

Swift embraced fairytale fashion full on during her “Fearless” era, incorporating ballgowns, corseted bodices, tulle-skirted styles and sequins aplenty into her wardrobe; she even sang of her love for “glitter and sparkly dresses” during her “Saturday Night Live” monologue in 2009.

Along with picking pieces fit for a princess, the singer-songwriter also began swapping her cowboy kicks for sleeker riding boots and heels, in a move that foreshadowed her crossing over from country to pop.

Speak Now (2010)

Taylor Swift Speak Now tour
In Susan Hilferty during her “Speak Now” tour in 2011 WireImage
Taylor Swift 2011 Billboard Music Awards
In Elie Saab at the 2011 Billboard Music Awards Getty Images
Taylor Swift 2011 Academy of Country Music Awards
In Elie Saab Haute Couture at the 2011 Academy of Country Music Awards Christopher Polk/ACMA2011

The sparkles and fairytale touches continued into Swift’s “Speak Now” era, with the star stepping out in more sophisticated styles on the red carpet.

In addition to plenty of purple-hued looks that nodded to her album art, this period also marked the start of Swift’s love affair with red lipstick, which continues to this day.

Red (2012)

Taylor Swift Red Tour
In a Marina Toybina top and Bleulab shorts during the “Red” tour in 2013 Kevin Mazur/TAS
Taylor Swift navy vintage dress
In a vintage dress at her “Red” album release party with Target in 2012 FilmMagic
Taylor Swift wearing a polka-dot sweater
In a French Connection sweater and Theory pants in London in 2012 GC Images

From prim collared shirts paired with high-waisted shorts to pearls teamed with tea-length dresses nipped in at the waist, this was what Swift affectionately dubbed her “‘50s housewife” era.

Many of her vintage-influenced ensembles around this time stuck to a classic color palette of black, white, navy and — what else? — red.

On the beauty front, Swift was rarely spotted without her now-signature scarlet lip, and wore her hair sleek and straight with a fresh set of blunt-cut bangs.

1989 (2014)

Taylor Swift 2014 iHeartRadio Music Festival
In Jessica Jones at the 2014 iHeartRadio Music Festival WireImage
Taylor Swift wearing a gray crop top and skirt
In Alice + Olivia in New York in 2014 GC Images
Taylor Swift Grammys 2016
In Atelier Versace at the 2016 Grammys FilmMagic

Welcome to New York! The release of Swift’s fifth studio album — and her first pure pop LP — came shortly after the songstress moved to Manhattan, chopped her long hair into a chic shoulder-grazing bob and overhauled her entire wardrobe to suit her new high-fashion hometown.

Matching crop top-and-skirt sets became Swift’s new everyday uniform, almost always accessorized with sky-high designer heels. Even when she was simply leaving the gym, the star always looked perfectly put-together.

Reputation (2017)

Taylor Swift Reputation tour
In Jessica Jones during the “Reputation” tour in 2018 Getty Images for TAS
Taylor Swift Met Gala 2016
In Louis Vuitton at the 2016 Met Gala Getty Images
Taylor Swift Balenciaga hoodie
In Balenciaga in New York in 2018 GC Images

I’m sorry, the old Taylor can’t come to the phone right now. Released roughly a year after Swift’s “Bad Blood” with Kanye West and Kim Kardashian boiled over, “Reputation” brought the musician’s most dramatic style shift to date.

Dark colors dominated this era, with an edgier-than-ever Swift opting for hoodies, combat boots, cargo pants, camouflage patterns and jet-black sequins. And months after Kardashian labeled the singer a snake on social media, Swift reclaimed the slithery symbol by sporting snakeskin prints and serpentine jewelry aplenty.

Lover (2019)

Taylor Swift 2019 Time 100 Gala
In J. Mendel at the 2019 Time 100 Gala WireImage
Taylor Swift 2019 iHeartRadio Music Awards
In a Rosa Bloom romper and Sophia Webster sandals at the 2019 iHeartRadio Music Awards Getty Images
Taylor Swift wearing tie-dye
In a Zadig & Voltaire jacket, N:Philanthropy tee and One Teaspoon shorts in New York in 2019 Jackson Lee / SplashNews.com

Both musically and sartorially, Swift stepped back into the daylight with “Lover,” trading snakes for butterflies.

Gone were the moody hues of her “Reputation” days, replaced with sugary sweet pastels, dreamy tie-dyed separates and plenty of sparkle to match her new album’s bubblegum sound.

Folklore/Evermore (2020)

Taylor Swift Folklore
In Aritzia in her “Folklore” album artwork Beth Garrabrant
Taylor Swift Evermore album art
In Stella McCartney in her “Evermore” album artwork Beth Garrabrant
Taylor Swift Grammys 2021
In Oscar de la Renta at the 2021 Grammys Getty Images for The Recording A

Can you say “cottagecore?” Surprise-dropped during the COVID-19 lockdown, Swift’s duo of critically acclaimed “sister albums” saw her paring back the production and placing more focus than ever on storytelling, all while dressed in cozy outfits fit for curling up by the fire (or going for a walk in the woods).

Countryside-ready plaid coats, rich velvets, ditsy florals and chunky knit sweaters — the lead single of “Folklore” is called “Cardigan,” after all — defined this era from a style standpoint, with Swift forgoing her sleek blowouts and styling her natural curls in softly braided buns.

Midnights (2022)

Taylor Swift VMAs 2022
In Oscar de la Renta at the 2022 VMAs FilmMagic
Taylor Swift 2022 American Music Awards.
In The Blonds at the 2022 American Music Awards Getty Images for dcp
Taylor Swift 2023 Grammys
In Roberto Cavalli at the 2023 Grammys Getty Images

She can still make the whole place shimmer. When Swift made a surprise appearance on the VMAs 2022 red carpet dripping in crystals (courtesy of Oscar de la Renta), fans suspected a new era was afoot — and the musician confirmed it during the ceremony, announcing her 10th studio album was on the way.

Aesthetically, Swift’s “Midnights” era was steeped in ’70s flair, from the knit polos, corduroy pants and blue eyeshadow she sported for the album artwork to the glitzy, glittering, Studio 54-worthy looks she selected for her red carpet appearances.

When Swift said she’s a mirrorball, she didn’t lie.

The Tortured Poets Department (2024)

Taylor Swift Grammys 2024
In Schiaparelli Haute Couture at the 2024 Grammys FilmMagic
Taylor Swift is seen in Midtown on December 05, 2023 in New York City.
In Stella McCartney in New York in 2023 GC Images
Taylor Swift is seen leaving Nobu Downtown restaurant on January 23, 2024 in New York City.
In Alaïa in New York in 2024 GC Images

The hitmaker looked somewhere more literary for outfit inspiration ahead of releasing “TTPD,” paying tribute to great female poets of the past like Sylvia Plath and Emily Dickinson — the latter her distant relative! — with her style choices.

“There’s definitely a ‘literary academia’ style that’s going on,” Sarah Chapelle, who runs the popular Taylor Swift Style Instagram and blog, told Page Six Style of the shift, adding, “Taylor, I feel, is somebody who’s a little bit of a history nerd.”

It shows; while Swift’s street style looks of late have been packed with Plath-worthy pleats and plaids (not to mention that red lipstick, a go-to for both wordsmiths), she’s also nodded to Dickinson — who was known for dressing “wholly in white” — with her embrace of corsets and billowing ivory dresses.

The Life of a Showgirl (2025)

Taylor Swift wearing a red sparkling mini-dress and red heels on the red carpet at the 67th Grammy Awards.
In Vivienne Westwood at the 2025 Grammys Getty Images
Taylor Swift in a short, sparkly dress and high heels, seated during an interview.
In Giuseppe di Morabito on “The Tonight Show Starring Jimmy Fallon” in 2025 Todd Owyoung/NBC via Getty Images
Singer Taylor Swift during an interview with host Seth Meyers.
In Wiederhoeft on “Late Night With Seth Meyers” in 2025 Lloyd Bishop/NBC via Getty Images

Sequins are forever, indeed. To promote “The Life of a Showgirl” — an album written and produced while Swift was in the midst of her whirlwind Eras Tour — the superstar slipped into a series of sparkling styles embellished with crystals and metallic threadwork. (And accessorized with some truly megawatt gems.)

Highlights included a custom Kelsey Randall dress made up of “thousands of yards of rhinestones” and several vintage Bob Mackie costumes that once graced the Las Vegas stage on real-life showgirls.

“What truly differentiates Mackie from anybody else is that we’re looking at 40 years of these costumes being actively used, worn and archived — and yet when we dusted them off, the vibrancy, the design and the structure [was still there]. They were built with the best of the best,” Sin City stylist Jose Rodrigo told Page Six Style.

The post Taylor Swift’s style eras, explained: Her fashion evolution from 2006 to now appeared first on Page Six.

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