Taylor Swift Turns Heads in Topshop Dungarees and Heeled Boots on NYC Date With Calvin Harris

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In May 2015, Taylor Swift continued to turn heads with her effortlessly chic street style in New York City. While she was often spotted showing off her long legs in mini skirts and shorts, this time the pop superstar switched things up with a more relaxed, casual look that highlighted her slim waist.

Stepping out for a lunch date with then-boyfriend Calvin Harris, Taylor demonstrated her knack for mixing trendy pieces with designer accessories and standout footwear.

Taylor Swift wore her shoulder-length bob down with side-swept bangsTaylor Swift wore her shoulder-length bob down with side-swept bangs

The then-25-year-old singer left her apartment in Manhattan wearing black dungarees and a white Topshop ribbed crop tee underneath.

Taylor Swift steps out in New York City wearing black dungarees over a white ribbed crop top, paired with sleek Topshop ankle boots and a chic Bordeaux Gucci convertible bagTaylor Swift steps out in New York City wearing black dungarees over a white ribbed crop top, paired with sleek Topshop ankle boots and a chic Bordeaux Gucci convertible bag

Keeping things simple, she opted not to wear any jewelry, making her Gucci convertible bag in a Bordeaux color her only accessory. Taylor wore her shoulder-length bob down with side-swept bangs and chose simple makeup with a pink lip shade.

Taylor Swift styled black dungarees with a Topshop ribbed crop teeTaylor Swift styled black dungarees with a Topshop ribbed crop tee

After their lunch date at The Spotted Pig in the West Village, the couple looked inseparable as they walked hand-in-hand back to Taylor’s apartment.

👗 Explore Celebrity Outfits Featuring Topshop:

Despite the added boost from her Topshop heeled boots, which likely gave her around 4 extra inches, Taylor Swift’s 5 feet 9 ¼ inches (175.9 cm) frame still looked petite next to Calvin Harris. Standing at a towering 6 feet 5 ¼ inches (196.2 cm), the Scottish DJ easily measured up well above his stylish girlfriend during their NYC outing.

Taylor Swift holds hands with Calvin Harris, pairing her black dungarees and Topshop ankle boots with a Gucci bag, while Calvin keeps it casual in a grey t-shirt, dark jeans, and Adidas sneakersTaylor Swift holds hands with Calvin Harris, pairing her black dungarees and Topshop ankle boots with a Gucci bag, while Calvin keeps it casual in a grey t-shirt, dark jeans, and Adidas sneakers

This time, she hid her eyes behind a pair of Westward Leaning sunglasses.

Taylor Swift and Calvin Harris leaving The Spotted Pig restaurantTaylor Swift and Calvin Harris leaving The Spotted Pig restaurant and heading back to Taylor’s Manhattan apartment on May 28, 2015 (Credit: TNYF / C.Smith / Patricia Schlein / WENN)

Her leather boots by Topshop highlighted the pop star’s seemingly endless legs.

Taylor Swift’s Topshop “Magnum” ankle boots feature sleek leather, almond-shaped toes, and wrapped architectural block heels that add both height and polished sophistication to her lookTaylor Swift’s Topshop “Magnum” ankle boots feature sleek leather, almond-shaped toes, and wrapped architectural block heels that add both height and polished sophistication to her look

The “Magnum” ankle boots have about 4 inches of wrapped architectural heels, almond toes, and side zip closures.

The sleek, high-shaft design and sturdy block heels of Taylor Swift’s Topshop Magnum ankle boots create a leg-lengthening silhouette that complements her slim black dungareesThe sleek, high-shaft design and sturdy block heels of Taylor Swift’s Topshop Magnum ankle boots create a leg-lengthening silhouette that complements her slim black dungarees

Stepping Out in Style: Taylor Swift’s Most Iconic Shoe Moments

Taylor Swift has consistently showcased her impeccable fashion sense, often elevating her looks with statement footwear. Here are some of her most memorable appearances featuring standout shoes:

Clueless-Inspired Dior Plaid and Stuart Weitzman Boots at the 2024 VMAs

Glamorous in Casadei Over-the-Knee Boots at the 2019 AMAs

Edgy Ensemble with Vetements Platform Boots at Gigi Hadid’s Birthday

Schoolgirl-Inspired Look with Christian Louboutin Booties

  • Event: Arrival at Los Angeles International Airport
  • Outfit: Taylor sported a “Flitter Flutter” shirt by Miss Patina and tan pleated shorts.
  • Footwear: She completed the outfit with black nappa Christian Louboutin “Mamanouk 120” lace-up booties and knee-high socks.
  • See her look: Taylor Swift’s schoolgirl-inspired outfit with Louboutin booties

These moments highlight Taylor Swift’s versatility and flair in styling knee-high boots, cementing her status as a fashion icon.

Taylor Swift’s Topshop ankle boots are now sold out, but you can shop the latest Topshop shoe styles currently available at Nordstrom.

Super sleek and chic, this refined ankle boot is crafted from the softest leather and features an almond toe and wrapped, architectural heel for a richly polished lookTopshop “Magnum” Heeled Boots, $160

Super-sleek and chic, this refined ankle boot is crafted from the softest leather and features an almond toe and wrapped, architectural heel for a richly polished look

Super sleek and chic, this refined ankle boot is crafted from the softest leather and features an almond toe and wrapped, architectural heel for a richly polished look