Charting Taylor Swift style highs and lows over more than a decade

We chart Taylor Swift's style evolution from cowboy boots and shimmer to sleek squad leader.

taylor swift style
(Image credit: Getty Images)

We look at Taylor Swift's style evolution from cowboy boots and shimmer to sleek squad leader.

From the girl-next-door country star to one of the world's leading music icons, Taylor Swift's career has changed just as much as her style - and dare we say, boyfriends too.

When Swifty broke onto the music scene with her eponymous debut album back in 2006, she was the teenagiest teenager imaginable. She was 16 years old, singing about unrequited high school love and her wardrobe comprised of junior prom style dresses, cowboy boots and curls, lots and lots of curls.

Fast-forward a few years (and we mean, literally a few), and her style has evolved into that of a sleek, all-American icon. The hair has been lobbed off and died peroxide blonde to perfectly complement her new power wardrobe that earns her spot on many a best dressed list.

The former Marie Claire cover star is no stranger to the red carpet - she's been a fixture at music award ceremonies since her late teens - so it's no surprise that she's honed a much-loved polished style that's contemporary as it is sassy. Think thigh-high splits, bedazzling cocktail dresses and super sleek Oscars-worthy gowns.

For upping her glam game, she now calls on the likes of Oscar de la Renta, Gucci or Carolina Herrera - switching between fairytale floor-length gowns or sassy mini dresses.

By day, she's gone from her country roots via her preppy Harry Styles days full of stripes, dungarees and brogues, and into her latest incarnation of typical twenty-something staples, relying on a mix of cropped tops and coordinating skirts, playsuits and LA-denim-meets-New York sportswear and tailoring. We've seen her short shorts from her Red tour and seen morph into Amazonian gladiator in Bad Blood alongside her equally as fashionable girl gang.

We've been able to see her grow up right before our eyes - from her career breakthrough as a 16-year-old country star into a full-blown pop icon.

Click through to chart her styles hits through the years.

Taylor Swift, November 2016

Taylor Swift, November 2016

Taylor Swift wears a Hunter Original Wool coat whilst out and about in New York.
(Image credit: Rex Features (Shutterstock))

Taylor Swift wears a Hunter Original Wool coat whilst out and about in New York.

50th Annual CMA Awards, 2016

50th Annual CMA Awards, 2016

This jaw-dropping sleeveless halter dress by Julien Macdonald was fresh off the runway at the time and is to this day one of her more elegant looks. Credit: ddp USA/REX/Shutterstock
(Image credit: ddp USA/REX/Shutterstock)

This jaw-dropping sleeveless halter dress by Julien Macdonald was fresh off the runway at the time and is to this day one of her more elegant looks. Credit: ddp USA/REX/Shutterstock

DirectTV Super Saturday Night Concert, 2017

DirectTV Super Saturday Night Concert, 2017

Donatella knows how to make a girl look good. Taylor brought the house down at a pre-Superbowl concert, wearing a tasseled Versace playsuit. Credit: Getty Images for DIRECTV
(Image credit: Getty Images for DIRECTV)

Donatella knows how to make a girl look good. Taylor brought the house down at a pre-Superbowl concert, wearing a tasseled Versace playsuit. Credit: Getty Images for DIRECTV

Taylor Swift, September 2016

Taylor Swift, September 2016

We love this off-duty look of a check shirt and loafers Taylor wore while out and about in New York.
(Image credit: Rex Features (Shutterstock))

We love this off-duty look of a check shirt and loafers Taylor wore while out and about in New York.

Lorde's Birthday Party, 2016

Lorde's Birthday Party, 2016

The singer stepped out for a big night out in NYC with Lorde, wearing an ALC Stone Leopard coat, a Dolce & Gabbana Corona Cat blouse and black pencil skirt.
(Image credit: GC Images)

The singer stepped out for a big night out in NYC with Lorde, wearing an ALC Stone Leopard coat, a Dolce & Gabbana Corona Cat blouse and black pencil skirt.

Taylor Swift, September 2016

Taylor Swift, September 2016

Here's Taylor Swift in a gorgeous patterned maxi dress, out and about in New York during Fashion Week.
(Image credit: Rex Features (Shutterstock))

Here's Taylor Swift in a gorgeous patterned maxi dress, out and about in New York during Fashion Week.

64th Annual BMI Pop Awards, 2016

64th Annual BMI Pop Awards, 2016

Taylor Swift

Taylor went for a 90s vibe to attend The 64th Annual BMI Pop Awards, opting for this slip-style dress, complete with cool choker and a punchy pink lip.

Taylor Swift, April 2016

Taylor Swift, April 2016

Taylor Swift Style Evolution
(Image credit: Rex Features (Shutterstock))

Taylor wore Frame Denim ripped black skinny jeans for a lunch date with models Lily Aldridge and Behati Prinsloo. 

Taylor Swift, 2016

Taylor Swift, 2016

Taylor Swift Style File
(Image credit: Rex Features (Shutterstock))

Wearing a black Isabel Marant mini-dress with sky-high ankle boots.

Circuit Of The Americas Performance, 2016

Circuit Of The Americas Performance, 2016

Armed with a fierce stare, red lips and an LBD, Taylor kicked off Formula One in style. Credit: FilmMagic,
(Image credit: FilmMagic,)

Armed with a fierce stare, red lips and an LBD, Taylor kicked off Formula One in style. Credit: FilmMagic,

Taylor Swift, 2016

Taylor Swift, 2016

Taylor Swift Style File
(Image credit: Rex Features (Shutterstock))

Wowing in a low-cut Alexandre Vauthier gown at the Vanity Fair post-Oscar party.

Grammy Awards, 2016

Grammy Awards, 2016

Taylor Swift Style File
(Image credit: Copyright (c) 2016 BEimages. No use without permission.)

Colour blocking like a pro in a sweeping Atelier Versace and bandeau top.

MTV Video Music Awards, 2015

MTV Video Music Awards, 2015

Taylor Swift Style File
(Image credit: Rex Features (Shutterstock))

Taylor revealed a toned midriff in an Ashish crop top and matching trousers at the MTV Video Music Awards, Los Angeles.

Taylor Swift, 2015

Taylor Swift, 2015

Taylor Swift Style File
(Image credit: Rex Features (Shutterstock))

Taylor goes boho for a New York summer in a floaty Free People pink dress.


Taylor Swift, 2015

Taylor Swift, 2015

Taylor Swift Style File
(Image credit: Rex Features (Shutterstock))

We would love to look this good after a long haul flight. Bravo Taylor.

Taylor Swift, 2015

Taylor Swift, 2015

Taylor Swift Style File
(Image credit: Rex Features (Shutterstock))

Out for lunch with model of the moment Gigi Hadid, Taylor demonstrated her own model-esque legs in retro-style high-waisted shorts and striped top.

Taylor Swift, 2015

Taylor Swift, 2015

Taylor Swift Style File
(Image credit: Rex Features (Shutterstock))

For a hot date with boyfriend Calvin Harris, Taylor rocked the dunagree trend, pairing it with a cropped white tee for maximum cool points.

Taylor Swift, 2015

Taylor Swift, 2015

Taylor Swift Style File
(Image credit: Rex Features (Shutterstock))

Taylor does high-street in a Zara top and 50s-style River Island shorts.


Taylor Swift, 2015

Taylor Swift, 2015

Taylor Swift Style File
(Image credit: Rex Features (Shutterstock))

Joining Olivier Rousteing's Balmain gang in a white jumpsuit that certainly brought her luck - she won more Billboard awards than any other artist ever.

Taylor Swift, 2015

Taylor Swift, 2015

Taylor Swift Style File
(Image credit: Copyright (c) 2015 BEimages. No use without permission.)

Taylor Swift stole the show in a black Kaufman Franco number for the iHeartRadio Awards.

Taylor Swift, 2015

Taylor Swift, 2015

Taylor Swift Style File
(Image credit: Rex Features (Shutterstock))

Taylor looked stunning at the Brit Awards 2015 in a Roberto Cavalli black red chiffon gown with an eye-catching dragon motif.

Taylor Swift, 2015

Taylor Swift, 2015

Taylor Swift Style File
(Image credit: Rex Features (Shutterstock))

Wearing a pale, pastel light blue sleeveless Azzaro dress to celebrate the 40th anniversary of SNL, Taylor cemented her style icon status.

Taylor Swift, 2015

Taylor Swift, 2015

Taylor Swift Style File
(Image credit: Copyright (c) 2015 BEimages. No use without permission.)

Causing a style stir at the Grammy Awards 2015, again in a sweeping Elie Saab blue gown.

Taylor Swift, 2015

Taylor Swift, 2015

Taylor Swift Style File
(Image credit: Copyright (c) 2015 BEimages. No use without permission.)

Taylor kept things playful in an Osman jumpsuit for a pre-Grammy party.

Taylor Swift, 2014

Taylor Swift, 2014

Taylor Swift Style File
(Image credit: Rex Features (Shutterstock))

Miss Swift wrapped up against the New York cold in vintage look plaid coat by Finders Keepers.

Jingle Ball, 2014

Jingle Ball, 2014

Taylor Swift Style File
(Image credit: Copyright (c) 2014 BEimages. No use without permission.)

She's everyone's favourite gal pal, and is the head of the biggest girl squad in LA, so it's no surprise that Taylor Swift is an in-demand godmother as well.

Taylor Swift, 2014

Taylor Swift, 2014

Taylor Swift Style File
(Image credit: Rex Features (Shutterstock))

Oscar de la Renta and Taylor Swift are a dream combination as the singer demonstrates in this 1950s-style monochrome dress.

Taylor Swift, 2014

Taylor Swift, 2014

Taylor Swift Style File
(Image credit: Rex Features (Shutterstock))

Bringing some festive cheer to the red carpet in a patchwork mini-dress, Taylor is our ultimate red carpet style star. 

Taylor Swift at the Victoria's Secret Fashion Show, 2014

Taylor Swift at the Victoria's Secret Fashion Show, 2014

Taylor Swift Style File
(Image credit: Rex Features (Shutterstock))

Looking catwalk ready in a white, long-sleeved Zuhair Murad dress for the annual lingerie extravaganza. 

Country Music Awards, Nashville, 6 November 2013

Country Music Awards, Nashville, 6 November 2013

Taylor Swift Style File
(Image credit: Rex Features (Shutterstock))

Radient in red in a gown by another one of Taylor's favourite designers, Elie Saab.

American Music Awards, Los Angeles, 23 November 2014

American Music Awards, Los Angeles, 23 November 2014

Taylor Swift Style File
(Image credit: Copyright (c) 2014 BEimages. No use without permission.)

Taylor brought a splash of colour to the AMA red carpet in this cut-out Michael Kors dress.

iHeartRadio Music Festival, Las Vegas, 19 September 2014

iHeartRadio Music Festival, Las Vegas, 19 September 2014

Taylor Swift Style File
(Image credit: Copyright (c) 2014 BEimages. No use without permission.)

Sticking to her go-to red carpet two-piece look in a Calvin Klein Collection white top and red skirt from.

MTV Video Music Awards, Los Angeles, 24 August 2014

MTV Video Music Awards, Los Angeles, 24 August 2014

Taylor Swift Style File
(Image credit: Rex Features (Shutterstock))

Taylor takes a style cue from Ziggy Stardust-era David Bowie in a Mary Katrantzou all-in-one body suit.

The Giver premiere, New York, 11 August 2014