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Like many teens, a young Taylor Swift favoured colourful makeup: Blue-lined eyes, glossy lips, and bronzer were her makeup mainstays in 2006.
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By 2007, Swift played up her curly hair, styling it in volumised ringlets; a more grown-up smoky eye sealed the country star’s red carpet look.
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Her soft, artfully rumpled updo and satin-finish complexion were as sophisticated as they were sweet.
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Today, Taylor is famous for her bright-red lips. But before she wore the look 20 different ways, the singer sported this matte version at the 2009 MTV Video Music Awards.
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The crossover artist left her soft, country-inspired look in the dust at the 2010 American Music Awards, thanks to flat-ironed hair, face-framing layers, and dramatic eyeliner.
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Mile-long lashes, the faintest of waves, and nude lips completed one of our favourite mod looks ever.
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Just the classics: Swift combined red lips, winged eyes, and Marianne Faithfull-inspired hair for a winning look at the 2012 MTV Video Music Awards.
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We love how the addition of a halo braid echoed the lines in Swift’s Grecian-inspired dress, creating an ethereal look.
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This 2013 American Music Awards look was part rocker, part Heather Locklear, and all good.
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What better look to wear to the 2013 premiere of Romeo & Juliet than candy-apple-red lips and brushed-out curls? Someone, get this girl a balcony.
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Blue-tinged cat-eyes, ruby-red lips, and choppy tresses made for a fierce — but still chic — new vibe.
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This super-sleek look had us doing a double take at the Elle Style Awards in 2015. Slicked-back hair, hazy cat-eyes, and naked lips (a red carpet rarity) added up to a fresh, refined vibe.
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High-gloss hair, bonded at the nape, put Taylor’s graphic cat-eyes front-and-centre (and gave her sequin ensemble a run for its money) at the 2015 MTV Video Music Awards.
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This chin-length bob had many fans wondering whether the star went for the chop at the 2016 Grammy Awards, or simply pulled a Gigi. The verdict? The cut is real — and a complete keeper.
Dare we say this is the edgiest look T. Swift has ever worn? The bleached-blond locks debuted on her Vogue cover, and we barely recognised the country-turned-pop princess.
Around the time Taylor got close with Tom Hiddleston, and was traveling non-stop during a short break from the spotlight, she emerged with slightly darker blond hair again. The natural look definitely suits the starlet, and it makes sense to switch back to something a bit more low-maintenance for her time off.
During her first night out post-Hiddleston, Swift debuted new bangs and shaggy layers, courtesy of hairstylist Gareth Bromell.
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Swift’s natural waves made a comeback for a casual night out with BFF Gigi Hadid in September 2016.
She smoothed the waves out for an afternoon in New York City. The purple lip is definitely different for her — and we’re digging it.
Her effortless bob and crimson lip looked cool and unfussy at the 2016 Country Music Awards.
Swift will forever love a bold lip — she rocked one with natural waves at the 2017 Z100 Jingle Ball in New York.
Swift’s effortless updo perfectly complemented her glam makeup look at the 2018 Billboard Music Awards, where she took home two awards.
Just when we thought platinum blonde was the edgiest hair colour we’d see on Swift, she surprised fans with hot-pink, dip-dyed strands at the 2019 iHeartRadio Music Awards.
Fans declared the return of “old Taylor” when the singer attended the Time 100 Gala in New York City with a bejewelled floral headband. The accessory choice, as Twitter users pointed out, is reminiscent of the floral headpieces Swift donned during her Speak Now-era.
