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

 		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 pop superstar, experimenting with different musical genres and proving herself to be a true style chameleon along the way.

Swift has a lot going on at the moment; in addition to her internet-breaking romance with Kansas City Chiefs tight end Travis Kelce, she’s also in the midst of her international Eras Tour, treating fans lucky enough to have scored tickets with a hits-packed setlist and sparkling costumes that nod to the many aesthetics she’s explored through the years.

And on April 19, she released her 11th studio album, “The Tortured Poets Department” — a blistering double LP showcasing her strongest songwriting to date.

Read on for a comprehensive explainer of the styles that correspond with each of her album cycles so far, from the wild curls and dress-and-cowboy-boot combos of her 2006 debut LP to the “literary academia” looks that peppered the lead-up to her “Tortured Poets Department” drop.

Taylor Swift (2006)

Swift wears BCBG Max Azria at the 2006 Academy of Country Music Awards. WireImage
Swift wears BCBG Max Azria at the 2007 Academy of Country Music New Artists’ Party for a Cause. Getty Images
Swift wears 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)

Swift wears Sandi Spika at the 2008 Grammys. Getty Images
Swift wears Mandalay during her “Fearless” tour in 2009. Getty Images
Swift wears 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)

Swift wears Susan Hilferty during her “Speak Now” tour in 2011. WireImage
Swift wears Elie Saab at the 2011 Billboard Music Awards. Getty Images
Swift wears 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)

Swift wears a Marina Toybina top and Bleulab shorts during her “Red” tour in 2013. Kevin Mazur/TAS
Swift wears vintage at her “Red” album release party with Target in 2012. FilmMagic
Swift wears 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.


For more Page Six Style ..


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)

Swift wears Jessica Jones at the 2014 iHeartRadio Music Festival. WireImage
Swift wears Alice + Olivia in New York in 2014. GC Images
Swift wears Atelier Versace at the 2016 Grammys. FilmMagic

“Welcome to New York,” indeed. 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)

Swift wears Jessica Jones during her “Reputation” tour in 2018. Getty Images for TAS
Swift wears Louis Vuitton at the 2016 Met Gala. Getty Images
Swift wears 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)

Swift wears J. Mendel at the 2019 Time 100 Gala. WireImage
Swift wears a Rosa Bloom romper and Sophia Webster sandals at the 2019 iHeartRadio Music Awards. Getty Images
Swift wears 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)

Swift wears Aritzia in her “Folklore” album artwork. Beth Garrabrant
Swift wears Stella McCartney in her “Evermore” album artwork. Beth Garrabrant
Swift wears 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)

Swift wears Oscar de la Renta at the 2022 VMAs. FilmMagic
Swift wears The Blonds at the 2022 American Music Awards. Getty Images for dcp
Swift wears 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)

Swift wears Schiaparelli Haute Couture at the 2024 Grammys. FilmMagic
Swift wears Stella McCartney in New York in 2023. GC Images
Swift wears 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.

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