The best street-style outfits Taylor Swift has ever worn

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By Amanda Krause

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Taylor Swift in New York City on December 10, 2025.

Taylor Swift in New York City on December 10, 2025. Patricia Schlein/Getty Images
  • Outside music, Taylor Swift is widely known for her sparkling red-carpet outfits and stage costumes.
  • She also has a strong street style, as evident during her New York City strolls over the years.
  • Swift seems to be particularly fond of statement coats, patterned tights, and denim ensembles.

Taylor Swift knows a thing or two about fashion.

Of course, she has a certified triple platinum single titled "Style." But there's also the matter of her concert outfitsred-carpet looks, and standout street style.

The latter, in particular, has evolved greatly over the years. She once stepped out in outfits comprised of miniskirts and tank tops — but now sports designer looks from Vivienne Westwood and shoes from Christian Louboutin.

Here are the best ensembles she's worn while out and about over the years.

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 one 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.

Standout coats have been a longtime fashion staple of Swift's, and they 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.

In 2023, 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 was sold on 1stDibs, an online luxury marketplace, for $27,250.  

In June of that year, 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 shoes, and a Patou purse.

And she showed the fashionable side of cargo pants in September 2023.

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.

The following month, Swift stepped out with her boyfriend Travis Kelce — and their couple style stole the show.

Travis Kelce and Taylor Swift in New York City on October 15, 2023.

Travis Kelce and Taylor Swift in New York City on October 15, 2023. Gotham/Getty Images

Her chic black-and-gold ensemble featured an $825 houndstooth coat from Gant over a Versace corset top and high-waisted black trousers.

She also carried the $340 Nirvana bag from Aupen and wore a $70 gold necklace from Mazin Jewels. Her updo hairstyle and red lipstick completed the look.

She put a feminine twist on an athletic style before releasing "1989 (Taylor's Version)."

Taylor Swift in New York City.

Taylor Swift in New York City on October 26, 2023. Gotham/Getty Images

She was photographed in New York City wearing an $850 rugby shirt from Stella McCartney as a dress.

She wore the shirt, which was emblazoned with a golden horse design, with knee-high Prada boots in an auburn shade and a corduroy hat from Ralph Lauren.

Swift was bejeweled on her birthday in December 2023 with a celestial dress.

Taylor Swift attends her birthday party in New York City.

Taylor Swift attends her birthday party in New York City on December 13, 2023. Gotham/Getty Images

Designed by Clio Peppiatt, the black garment was sleeveless, covered in black sparkles, and decorated with silver moons and stars.

Swift wore the minidress with a fuzzy Anine Bing jacket draped over her arms, platform heels, and a silver Aquazzura bag in hand.

As she left the party, she was also seen wearing a massive teardrop-shaped ring made from opal and blue topaz stones. Though many assumed it was gifted to her by Kelce, it was later revealed to have been a birthday present from Keleigh Teller, Swift's friend and Miles Teller's wife.

She kicked off 2024 with a street-style look that had "Reputation" vibes.

Taylor Swift visits Lucalli Pizza in Brooklyn, New York, on January 10, 2024.

Taylor Swift visits Lucalli Pizza in Brooklyn, New York, on January 10, 2024. Robert Kamau/Getty Images

For an outing to Lucalli Pizza in New York City with Blake Lively, Swift sported a velvet green dress with long sleeves and a short skirt.

She also wore semi-sheer black tights and over-the-knee boots from the Jean Paul Gaultier x Jimmy Choo collaboration.

The shoes, which retail for $2,450, had fans convinced that "Reputation (Taylor's Version)" would soon be released because they were decorated with images of snakes — a symbol of the album and era.

She later paid homage to a track from "The Tortured Poets Department" in September of that year.

Taylor Swift visits Electric Lady Studios in New York City on September 12, 2024.

Taylor Swift visits Electric Lady Studios in New York City on September 12, 2024. James Devaney/Getty Images

Swift stepped out during a September 2024 visit to Electric Lady Studios in New York City in a three-piece outfit from Monse. Inspired by art from the 1950s, each tapestry piece was decorated with images of a landscape and a landing UFO.

The musician likely chose to wear the $1,490 jacket, $740 corset, and $890 miniskirt as a nod to her song "Down Bad," which uses alien analogies to express her feelings about a breakup.

She paired the outfit with $1,270 statement boots from Vivienne Westwood, adding a high-fashion touch to the quirky outfit.

Swift elevated her date-night style with Gucci and Dior pieces in October 2024.

Taylor Swift and Travis Kelce in New York City on October 11, 2024.

Taylor Swift and Travis Kelce in New York City on October 11, 2024. TheStewartofNY/Getty Images

While out with Kelce in October, Swift was photographed wearing a $1,700 lace-embellished Gucci corset, a $195 faux-leather miniskirt from RTA, and $1,720 Louis Vuitton boots, which are now sold out.

The three pieces created a feminine and edgy ensemble that also embodied quiet luxury, especially thanks to her accessories.

She sported a $2,498 Ralph Lauren coat, carried a $4,400 Dior Saddle bag, and accessorized with two expensive rings: a $3,150 gold and diamond band from Louis Vuitton and a $3,490 pear-shaped piece from Shala Karimi.

Swift took a fashion risk with a bold outfit toward the end of the year.

Taylor Swift in New York City on November 8, 2024.

Taylor Swift in New York City on November 8, 2024. Aeon/Getty Images

Most of Swift's street-style looks are classic and subdued. The dress she wore in New York City in November 2024, though, was anything but.

Designed by Vivienne Westwood, the $2,390 piece had a structured, off-the-shoulder bodice that looked like it had been painted with strokes of yellow, blue, and red. Its puffed skirt, on the other hand, was decorated with uneven blue stripes.

Swift completed the outfit with $795 velvet sandals from Aquazzura, which have since sold out, a vintage necklace from For Future Reference that previously retailed for $12,750, and a $355 Vivienne Westwood purse.

In December 2024, she went full glam for a date night.

Taylor Swift and Travis Kelce holding hands while walking on a street at night.

Taylor Swift and Travis Kelce in New York City on December 28, 2024. TheStewartofNY/GC Images/Getty Images

She was photographed holding hands with Kelce in New York City, where the couple sported coordinated black and red outfits.

Swift's included a $1,095 crystal-covered coat from Simkhai, a $498 minidress from Fleur Du Mal, and Louboutin sandal heels.

She also wore her signature red lipstick and an assortment of fine jewelry from De Beers.

She showed her affinity for statement tights in November of 2025.

Travis Kelce and Taylor Swift in New York City on November 6, 2025.

Travis Kelce and Taylor Swift in New York City on November 6, 2025. Aeon/Getty Images

She visited New York City with Kelce again, this time wearing a Louis Vuitton sweater tucked into a wrap skirt from the same fashion house.

The most eye-catching piece of her look, though, was her floral-printed fishnet tights. She wore them beneath $1,940 Louis Vuitton boots.

Her latest look was simple, but perfect for early winter.

Taylor Swift in New York City on December 10, 2025.

Taylor Swift in New York City on December 10, 2025. Patricia Schlein/Getty Images

She was photographed in New York City wearing a plaid miniskirt from Miu Miu, a dark bodysuit, and a $3,730 Max Mara coat.

Her accessories included suede Louboutin boots, sheer tights, a $1,300 YSL bag, and diamond earrings from Etiq.

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