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Shop Taylor Swift’s best NYC summer street style looks and outfits

No star does summertime street style quite like Taylor Swift.

The pop superstar might be trotting out a series of ever-sparklier custom costumes during her Eras Tour — but in between stops, she’s been stepping out in NYC in easy, breezy outfits built around versatile staples like floral dresses and denim shorts.

And seeing as Swift’s known for shifting her personal style to mirror her evolving sound, it’s perhaps no surprise she’s been peppering her out-and-about looks with pieces that nod to her many fashion eras from over the years.

Below, see (and shop) the best off-duty outfits the Grammy winner’s worn this season thus far.

September 6, 2023: Short story

Taylor Swift walking in shorts
TheImageDirect.com

The star styled a vintage University of Pennsylvania polo with classic denim shorts and a Mansur Gavriel flap bag while out and about in NYC; her carryall’s still available to shop in a similar shade of red.

Still Here Ames Short
Shopbop

Still Here Ames Shorts ($185)


Mansur Gavriel Classic Crossbody
Mansur Gavriel

Mansur Gavriel Classic Crossbody ($545)


June 29, 2023: Coming up roses

Taylor Swift wearing a floral tank top and black shorts
GC Images

Swift teamed a bustier-inspired floral tank with high-rise shorts and summer-ready slingback loafers for a trip to the recording studio.

While her Free People top is sold out in that particular red-and-white colorway, you can still shop it in another hue.

Free People Melanie Tank ($58)

Free People Melanie Tank
Free People

Reformation Amira Loafer Slingback ($248)

Reformation Amira Loafer Slingback
Reformation

Stella McCartney Rectangular Sunglasses ($310)

Stella McCartney Rectangular Sunglasses
Mytheresa

Phoebe Bridgers x Catbird Kissing Skull Friend Charm Set ($490)

Phoebe Bridgers x Catbird Kissing Skull Friend Charm Set
Catbird

June 27, 2023: Romantic ruffles

Taylor Swift wearing a white blouse and denim skort
GC Images

Swift’s ruffled white Dôen blouse and denim Free People skort are both summery standbys, but the “Anti-Hero” hitmaker added a dash of quirk with her vintage-looking raffia bag and mustard-hued Mary Janes from G.H. Bass.

While her exact eyelet blouse is sold out, the style’s still available in airy cotton.

Doên Henri Ruffled Puff-Sleeve Top ($218)

Dôen Henri Top
Saks Fifth Avenue

Free People Denim Emmy Skort ($88)

Free People Emmy Skort
Free People

G.H. Bass Mary Jane Weejuns Loafers ($185)

Bass Weejuns Mary Janes
Madewell

June 26, 2023: Collegiate casual

Taylor Swift wearing a striped shirt and pleated skort
Taylor Swift has taken Free People’s Heartbreaker Skort for a spin twice over the past several weeks. GC Images

Swift’s no stranger to a preppy getup — she’s been playing around with pleated skirts, crisp collared shirts and oxford shoes for more than a decade — but by wearing her slouchy, striped button-up from The Row untucked and topping off her look with a baseball cap, she made this schoolgirl ensemble seem anything but prim and proper.

The Row Sisca Striped Silk Shirt ($1,290)

The Row Sisca Striped Silk Shirt
Mytheresa

Free People Heartbreaker Skort ($78)

Free People Heartbreaker Skort in Ivory
Free People

Malone Souliers Lace-Up Shoes (from $1,031)

Malone Souliers Lace-Up Shoes
Farfetch

Patou Le Petit Patou Shoulder Bag ($684)

Patou Le Petit Patou Shoulder Bag
Farfetch

June 18, 2023: BFFs in black and white

Taylor Swift walking with Gigi Hadid
TheImageDirect.com

The pop star coordinated with pal Gigi Hadid for dinner at Nobu, clad in a draped halter top from The Row along with matching trousers, sold-out O Jour heels and a Mansur Gavriel mini bag.

The Row Bence Draped Top ($1,190)

The Row Bence Draped Top
Saks Fifth Avenue

Mansur Gavriel Mini Cloud Clutch ($745)

Mansur Gavriel Mini Cloud Clutch
Shopbop

May 31, 2023: Think tank

Taylor Swift in a black dress carrying a square-shaped tan purse
Swift’s go-tos also include her M Frame Box Bag. GC Images

Who says head-to-toe black can’t work in warmer weather? Swift accessorized her simple tank dress with pops of gold in the form of a Cartier necklace, classic belt and double-buckled Anine Bing slides. A boxy Mansur Gavriel bag and oversized Anine Bing shades completed the look; while Swift’s tortoiseshell pair is sold out, you can still snag the sunnies in black.

Anine Bing Indio Sunglasses ($200)

Anine Bing Indio Sunglasses
Anine Bing

Mansur Gavriel M Frame Box Bag (from $857)

Mansur Gavriel M Frame Box Bag
Mansur Gavriel

Anine Bing Waylon Slides ($450)

Anine Bing Waylon Slides
Revolve

May 24, 2023: Whiteout

Taylor Swift wearing a white eyelet outfit
She first carried the style on May 24, wearing it with a white eyelet skirt set from Polo Ralph Lauren. GC Images

Swift threw it back to her “1989” days in this crisp white eyelet set from Polo Ralph Lauren — currently on sale! — that showed off just a hint of midriff, adding her Mansur Gavriel bag and matching barely-there sandals for a look that’ll never go out of style.

Polo Ralph Lauren Eyelet Linen Bustier ($175, originally $248)

Polo Ralph Lauren Eyelet Linen Bustier
Ralph Lauren

Polo Ralph Lauren Eyelet Linen Midi Skirt ($350, originally $498)

Polo Ralph Lauren Eyelet Linen Midi Skirt
Ralph Lauren

Aeyde Nettie Sandal ($275)

Aeyde Nettie Sandals
Aeyde

Mansur Gavriel M Frame Box Bag (from $857)

Mansur Gavriel M Frame Box Bag
Mansur Gavriel

Catbird Diamond Spring Fairy Necklace ($448)

Catbird Diamond Spring Fairy Necklace
Catbird

May 22, 2023: Buttoned up

Taylor Swift wearing a white shirt and black shorts
GC Images

Swift dressed up her distressed denim cutoffs with a crisp white button-up shirt (both from R13) and added additional polish via a camel-colored Ralph Lauren saddle bag and matching sold-out A.Emery sandals.

R13 Gathered Hem Shirt ($450)

R13 Gathered Hem Shirt
FWRD

R13 Cross Over Short (from $256, originally $365)

R13 Cross Over Short
Saks Fifth Avenue

Ralph Lauren Collection Welington Calfskin Shoulder Bag ($1,800)

Ralph Lauren Collection Welington Calfskin Shoulder Bag
Ralph Lauren

May 15, 2023: Go Violets

Taylor Swift wearing an NYU sweater
Claude Yao Sahi @hijoshotit / Shutterstock

The star, who received an honorary doctorate from New York University (and spoke at the school’s graduation) in 2022, showed her NYU pride in a vintage sweatshirt styled with her favorite Free People skort, little leather sneakers from The Row and a chic Tod’s crossbody with a gleaming chain-inspired detail.

Swift’s skort is still shoppable in several other colors, while her bag — while sold out in brown — is currently available in black.

Free People Heartbreaker Skort in Ivory ($74)

Free People Heartbreaker Skort in Ivory
Free People

Tod’s Leather Crossbody Mini Bag (from $1,359, originally $1,825)

Tod's Leather Crossbody Mini Bag
24S

The Row Owen City Sneakers (from $525, originally $750)

The Row Owen City Sneakers
SSENSE

May 11, 2023: Mellow yellow

Taylor Swift in a yellow dress
Taylor Swift looked ready for spring in a floral dress at Cipriani this week. Twitter/updatesswiftbr

While at Casa Cipriani with Matty Healy, Swift looked summer-ready in her pale yellow, puff-sleeved floral Dôen dress. The style’s no longer available in her exact shade, but if you act fast, you can still snag it in blue.

Dôen Sofia Dress ($198)

Dôen Sofia Dress
Saks Fifth Avenue

April 20, 2023: That’s a wrap

Taylor Swift walking with Haim, Blake Lively and Gigi Hadid
BACKGRID

Swift made dressing in head-to-toe black look anything but boring by incorporating pops of shine (via her chain-trimmed Simkhai wrap skirt and patent leather Chanel loafers) during this excursion with Gigi Hadid, Blake Lively and the Haim sisters.

Simkhai Pandora Miniskirt (from $234, originally $390)

Simkhai Pandora Miniskirt
Mytheresa

Stella McCartney Frayme S-Wave Shoulder Bag (from $768, originally $1,530)

Stella McCartney Frayme S-Wave Shoulder Bag
Stella McCartney

Stella McCartney Rectangular Sunglasses ($310)

Stella McCartney Rectangular Sunglasses
Mytheresa

April 17, 2023: Crossing over

Taylor Swift wearing a black top and gray jeans
TheImageDirect.com

Swift looked as though she’d stepped straight out of her “Reputation” era with her asymmetrical gray Agolde jeans and zippered black leather accessories (including a Rebecca Minkoff bag and boots from The Row) during an evening out.

Agolde Criss Cross Upsized Jeans (from $155, originally $210)

Agolde Criss Cross Upsized Jeans
Mytheresa

The Row Zipped Leather Ankle Boots ($1,490)

The Row Zipped Leather Ankle Boots
Mytheresa

April 10, 2023: Butterfly effect

Taylor Swift wearing a black top and jeans
JosiahW / BACKGRID

While Swift’s butterfly-embellished Area jeans sold out, well, swiftly following her post-breakup dinner date with Jack Antonoff and Margaret Qualley, the star’s Sam Edelman slingbacks, Paco Rabanne disc-link purse and off-the-shoulder top from The Row are all miraculously still in stock.

The Row Grais Wool Top ($1,150)

The Row Grais Wool Top
Saks Fifth Avenue

Paco Rabanne Moon 1969 Shoulder Bag (from $1,086, originally $1,550)

Paco Rabanne Moon 1969 Shoulder Bag
Farfetch

Sam Edelman Jildie Slingback Mary Jane Heel ($140)

Sam Edelman Jildie Slingback Mary Jane Heel
Sam Edelman