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14 of the best street-style outfits Taylor Swift has ever worn

Taylor Swift in New York City on June 26, 2023.
Taylor Swift in New York City on June 26, 2023.Gotham/Getty Imagees
  • Outside of music, Taylor Swift is widely known for her sparkling red-carpet outfits and stage looks.

  • But she also has a strong street style, as seen during her New York City strolls over the years.

  • Swift seems to be a fan of statement coats, patterned tights, and denim ensembles.

Taylor Swift has been in the spotlight since the mid 2000s, but her street style really started to stand out in the 2010s.

Taylor Swift in New York City on November 22, 2011.
Taylor Swift in New York City on November 22, 2011.Alo Ceballos/Getty Images

For a New York City outing in November 2011, for example, Swift tucked a navy, cable-knit sweater by Ralph Lauren into a pleated yellow skirt from ModCloth.

Her academia-esque look was completed with magenta Marc Jacobs kitten heels, red lipstick, and a blue Fendi purse that matched the sparkling 13 drawn on her hand.

2014 in particular was a big year for Swift's fashion in the lead up to her album "1989."

Taylor Swift in New York City on July 24, 2014.
Taylor Swift in New York City on July 24, 2014.Alo Ceballos/Getty Images

She wore lots of crop tops and miniskirts at the time, like this gray two-piece set from Alice + Olivia.

Still, it was her accessories that made looks like the above stand out. She wore vibrant pink pumps designed by Christian Louboutin and carried a yellow version of Dolce & Gabbana's Linda Tote bag.

She had fun with accessories that year ... including unconventional ones like her cat Olivia.

Taylor Swift in New York City on September 16, 2014.
Taylor Swift in New York City on September 16, 2014.Raymond Hall/Getty Images

She carried her cat on a September day in New York City while wearing a classically preppy look.

She tucked a white Free People top adorned with lace sleeves into a plaid skirt from RD Style, and completed the look with a maroon pair of sheer knee-highs by Tabbisocks.

Swift also wore black loafer pumps from & Other Stories and carried a green Dolce & Gabbana bag.

 

A longtime fashion staple of Swift's, standout coats also played a part in her "1989" wardrobe.

Taylor Swift and Karlie Kloss in New York City on November 12, 2014.
Taylor Swift and Karlie Kloss in New York City on November 12, 2014.Raymond Hall/Getty Images

Less than a month after her fifth studio album was released, Swift was photographed spending time with Karlie Kloss in New York City.

She wore a little black dress underneath a tan, tattersall coat, sheer polka-dot tights, and lace-up heeled Oxfords.

Swift also carried a burgundy purse and sported a thin gold headband adorned with a small bow.

By 2015, Swift had adopted tank tops and tailored shorts.

Taylor Swift in New York City on May 26, 2015.
Taylor Swift in New York City on May 26, 2015.Alo Ceballos/Getty Images

For one outing in May 2015, Swift wore an open-back tank top from Zara with black-and-white printed shorts from River Island.

She also added blue patent-leather heels from Pedro Garcia for a pop of color, Swarovski sunglasses, and a Mary Katrantzou bag.

But in 2016, Swift's street style had a brief rocker period.

Taylor Swift in New York City on May 1, 2016.
Taylor Swift in New York City on May 1, 2016.Raymond Hall/Getty Images

Not only had the musician chopped her long locks in favor of a bleached bob, but she also wore edgier clothes for a brief time.

In May 2016, she was photographed leaving a gathering at Anna Wintour's home while wearing a plaid Louis Vuitton dress with chunky boots and a leather jacket — both from the fashion house.

For accessories, she chose only a small black purse designed by Mark Cross.

Eventually, she returned to vibrant colors and denim garments.

Taylor Swift in New York City on August 8, 2016.
Taylor Swift in New York City on August 8, 2016.Robert Kamau/Getty Images

In August 2016, Swift walked around New York City while wearing a pink Brandy Melville tank top underneath a denim, overall-style dress from Tularosa.

She also sported a black Marni bag and flower-printed sneakers from Gucci.

She also hinted at her glamorous red-carpet style with her nighttime looks.

Taylor Swift in New York City on September 7, 2016.
Taylor Swift in New York City on September 7, 2016.James Devaney/Getty Images

One evening in September 2016, Swift was photographed wearing a black V-neck Aritzia bodysuit worn underneath a white miniskirt from Related Apparel.

But her accessories really made the outfit. Swift wore strappy sandals from Louise et Cie, a tan clutch by Aspinal of London, and a white choker necklace from Adornmonde.

A few days later, Swift wore one of the most colorful looks of her bleached-hair era.

Taylor Swift in New York City on September 16, 2016.
Taylor Swift in New York City on September 16, 2016.Alo Ceballos/Getty Images

Her striped, long-sleeved bodysuit was from PH5, while her pleated, burgundy miniskirt was from Urban Outfitters.

She wore both pieces with Michael Kors sunglasses, a Burberry bag, and platform, velvet sandals from Aquazurra.

In the summer of 2018, Swift's street style began to reflect the transition from her "Reputation" album cycle to that of "Lover."

Taylor Swift in New York City on July 22, 2018.
Taylor Swift in New York City on July 22, 2018.TheStewartofNY/Getty Images

She was photographed in July of that year wearing a pinstriped Unravel Project shirt hanging off one shoulder and distressed denim shorts from Gucci.

While the casual outfit matched the dark aesthetic of her sixth studio album — as did her black leather Tod's boots and Tommy Hilfiger bag — her vibrant lipstick, wavy hair, and Miu Miu earrings hinted at the era to come.

Swift fully embraced the colorful side of her style in 2019.

Taylor Swift in New York City on April 22, 2019.
Taylor Swift in New York City on April 22, 2019.Gotham/Getty Images

Days before her song "ME!" was released to the world, Swift stepped out in New York City wearing one of her quirkiest outfits to date.

It consisted of a floral Zimmermann dress, a red Mango blazer, and Rupert Sanderson sandals.

The highlights of Swift's outfit, however, were her pink-tinted hair and her cat-printed purse from Anya Hindmarch.

More recently, the "Midnights" musician subtly leveled up a simple summer dress with luxurious jewelry.

Taylor Swift in New York City on May 31, 2023.
Taylor Swift in New York City on May 31, 2023.Gotham/Getty Images

After performing three sold-out shows at MetLife Stadium in East Rutherford, New Jersey, in late May, Swift was photographed outside Electric Lady Studios in New York City.

She wore a black cotton dress with a black belt around the waist, $450 Waylon slide sandals from Anine Bing, $200 Indio sunglasses from the same brand, and a brown version of the $895 M Frame Box Bag from Mansur Gavriel.

But most impressive was Swift's gold, diamond-encrusted Cartier necklace from the 1980s.

The sparkling jewelry — called the Agrafe Herringbone Twisted Necklace — is no longer produced, but one recently sold on 1stDibs, an online luxury marketplace, for $27,250.

In June, she mixed a bunch of classic pieces to create a casual but cool look.

Taylor Swift in New York City on June 26, 2023.
Taylor Swift in New York City on June 26, 2023.Gotham/Getty Imagees

She wore a pinstripe shirt from The Row over a pleated Free People skort, and paired both pieces with a baseball cap, lace-up oxford shoes, and a Patou purse.

And in September, she showed the fashionable side of cargo pants.

Taylor Swift in New York City on September 5, 2023.
Taylor Swift in New York City on September 5, 2023.Robert Kamau/Getty Images

Swift's navy pants were designed by Vince, while her sheer, cashmere tank top was by Gabriela Hearst.

She wore them with ankle boots from The Row, a Ralph Lauren baseball cap, and a purse from Yuzefi.

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