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Taylor Swift's Grammy dresses throughout the years

Celebrating the singer's red carpet style evolution.

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taylor swift grammys dress 2023
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Taylor Swift joined Beyoncé in making history at the 2021 Grammys, becoming the first female artist ever to win album of the year three times for 'Folklore'. In her acceptance speech, Taylor gave a sweet shout out to Joe Alwyn and Blake Lively's kids - cute!

For the occasion, the singer wore a very seasonal floral mini dress from Oscar De La Renta's spring summer 2021 collection, covered in sunflowers, daisies, poppies and more. To celebrate Taylor's success (and incred fashion moment), we take a look back at the star's Grammys red carpet style evolution.

1

Taylor Swift Grammys dress: 2023

taylor swift grammys dress 2023
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Taylor shut down the 2023 Grammys red carpet in this midnight blue Roberto Cavalli set. The sparkling long-sleeve co-ord is accessorised with £2.4 million worth of Lorraine Schwartz jewellery, including 136-carats of natural purple sapphire spread across these statement earrings and a matching ring, People reports.

And, for the queen of Easter eggs, there's no doubt this is a deliberate nod to her album by the same name. While Taylor was nominated for multiple Grammys, and won four (!), the singer's Midnights album was not included as it was released after the eligibility period for this year's awards (but we're already excited to see it clean up at the 2024 ceremony).

2

Taylor Swift Grammys dress: 2021

ryan reynolds and blake lively opened up about taylor swift using their kids' names in her song
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After a few years off, Taylor attended this year's Grammys wearing an embellished floral mini dress by Oscar De La Renta.

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3

Taylor Swift Grammys dress: 2016

Taylor Swift grammys 2016
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Another year, another haircut. This time Taylor went for an even shorter style with a bob too and worked it, may we add.

4

Taylor Swift Grammys dress: 2015

Taylor Swift grammys
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The 2015 Grammys signalled a goodbye to the ponytail/fringe/curly old Taylor we'd known to come and love and a heyyy to the 'cropped hair don't care' Taylor instead (which we also loved).

Wearing this gorgeous Elie Saab creation, Taylor used the night to publicly reunite and be pals with Kanye West (which lasted long, eh) and throw some wild shapes in the front row.

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5

Taylor Swift Grammys dress: 2014

Taylor Swift grammys 2014
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Taylor opted for a Gucci gown for her 2014 appearance which she described to E!'s Ryan Seacrest as "so scratchy, I love it".

Whatever floats your boat, Tay.

6

Taylor Swift Grammys dress: 2013

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Taylor Swift gave off serious Grecian goddess vibes at the 2013 Grammys when she wore this J.Mendel gown.

10/10 for the braided hair look too.

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7

Taylor Swift Grammys dress: 2012

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After a year out, Taylor returned to the Grammys with no ringlets, sadly, but a beautiful sheer gold dress with a high neckline by Zuhair Murad Couture instead.

8

Taylor Swift Grammys dress: 2010

Taylor Swift Grammys
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This was a big night for Tay as she won four awards, just a few months after that incident with Kanye West at the VMAs made international headlines.

To collect her awards, she wore a bardot-style midnight blue encrusted gown.

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Taylor Swift Grammys dress: 2009

Taylor Swift Grammys
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The ringlet curls were still going strong in 2009 but this time Taylor opted for her hair in an elegant bun. Yas to the plunging black gown too.

10

Taylor Swift Grammys dress: 2008

Taylor Swift Grammy awards
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Taylor won the 'Best New Artist' award at the 2008 Grammys, her first time at the prestigious event.

She was classic country Taylor in this ensemble. Ringlet curls, check. Floor length strapless gown, check. Icy eye make up and red blusher, check! All was well with the world back in '08.

Headshot of Olivia Blair
Olivia Blair
Entertainment Editor (Luxury)

Olivia Blair is Entertainment Editor (Luxury) at Hearst UK, working across ELLE, Esquire and Harper's Bazaar. Olivia covers all things entertainment and has interviewed the likes of Margot Robbie, Emma Stone, Michaela Coel and Ryan Gosling over the years.

Headshot of Natasha Harding

Natasha Harding is the former Fashion Editor (Digital & Print) at Cosmopolitan & Women's Health UK. Working in fashion journalism for just under ten years, she’s covered over 30 international fashion weeks, hundreds of red carpets and religiously scours the runway every season to create the brand’s bi-annual trend report. Joining Cosmopolitan back in Australia, Natasha moved to London a few years ago and is now the resident expert for celebrity style and industry news, fashion features and e-commerce. Follow Natasha on Instagram  

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