Katie Holmes’ Chic Shopping Look: How to Copy Her Effortless NYC Style

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As of February 2025, Katie Holmes and Emilio Vitolo Jr. have both moved on since their amicable split in May 2021. Holmes has continued to focus on her acting career and her daughter, Suri Cruise.

Vitolo Jr. welcomed a baby girl with his girlfriend, Sammy Piccininni, in July 2023. Katie Holmes and Emilio Vitolo Jr. started dating in the fall of 2020.

Katie Holmes’ Effortless Off-Duty Shopping Look

Shortly after their split, the then-42-year-old actress enjoyed retail therapy in New York City. She sashayed through Lafayette Street carrying shopping bags from Ralph Lauren, Santa Maria Novella, and Sephora.

Katie Holmes exudes effortless off-duty style as she steps out for a shopping spree in New York City on May 21, 2021, wearing a classic white tee, a denim A-line mini skirt, and her go-to Gucci Jordaan loafers while carrying bags from Ralph Lauren, Santa Maria Novella, and SephoraKatie Holmes exudes effortless off-duty style as she steps out for a shopping spree in New York City on May 21, 2021, wearing a classic white tee, a denim A-line mini skirt, and her go-to Gucci Jordaan loafers while carrying bags from Ralph Lauren, Santa Maria Novella, and Sephora (Credit: Instar / WENN)

Recreating the perfect ‘90s throwback look, Katie paired a plain white tee with a faded blue denim skirt from APC. The “Jupe Stella” skirt features an A-line mini silhouette with a slightly faded wash and front and back patch pockets.

To replicate Katie Holmes’ effortlessly chic off-duty look, pair a classic white tee with an A-line denim mini skirt, add timeless Gucci Jordaan loafers, layer delicate gold jewelry, and finish with oversized sunglasses for a touch of sophisticationTo replicate Katie Holmes’ effortlessly chic off-duty look, pair a classic white tee with an A-line denim mini skirt, add timeless Gucci Jordaan loafers, layer delicate gold jewelry, and finish with oversized sunglasses for a touch of sophistication (Credit: Instar / WENN)

Katie Holmes’ Stylish Accessories and Go-To Gucci Loafers

Keeping things casual, the mom-of-one simply wore her brunette tresses down in natural waves. She attempted to go incognito with Marc Jacobs MJ 1000/S sunglasses and a black EvolveTogether face mask.

Tom Cruise’s ex-wife further accessorized with layers of long gold necklaces and a gold bracelet. She kept her essentials in a Givenchy 4G bag, which you can get for $1,890 at Nordstrom.

Katie Holmes shields her eyes from the sun behind a pair of Marc Jacobs sunglassesKatie Holmes shields her eyes from the sun behind a pair of Marc Jacobs sunglasses (Credit: Instar / WENN)

For her shopping spree, Katie slipped into her favorite go-to shoes—the Gucci “Jordaan” loafers. She was spotted a few times wearing this pair while on a romantic stroll with Emilio and during lunch with Emilio’s dad.

For those interested in exploring more of Katie’s loafer looks, she has also been spotted mastering the French tuck trick with an oversized white shirt, rust pants, and Gucci Brixton web-detail loafers, highlighting her versatile style.

Additionally, Katie has been seen pairing her baggy jeans with the iconic Gucci Jordaan loafers, demonstrating the shoe’s adaptability across different outfits.

Katie Holmes effortlessly completes her off-duty look with her favorite worn-in Gucci Jordaan loafers, proving that timeless style is all about comfort and eleganceKatie Holmes effortlessly completes her off-duty look with her favorite worn-in Gucci Jordaan loafers, proving that timeless style is all about comfort and elegance (Credit: Instar / WENN)

Celebrities Who Love Gucci Loafers

Available at Net-a-Porter and Mytheresa, Her iconic loafers are made from smooth leather and feature Gucci’s gold horsebit embellishment, almond toes, and 0.5-inch heels.

Katie Holmes isn’t the only celebrity embracing the timeless appeal of Gucci loafers. Kirsten Dunst was spotted in Milan, effortlessly pairing her black leather Gucci Jordaan loafers with a cozy crimson sweater and navy wide-leg cropped jeans, showcasing a chic yet comfortable ensemble.

Similarly, Bella Hadid turned heads in New York City, complementing her sleek grey blazer and mini skort with Gucci Horsebit GG canvas platform loafers, adding a bold statement to her outfit. These instances highlight how Gucci loafers continue to be a versatile staple among fashion-forward celebrities.

Gucci's classic loafers have the fashion house's signature gold horsebit hardwareGucci’s classic loafers have the fashion house’s signature gold horsebit hardware

Gucci loafers have long been a staple in the fashion world, seamlessly blending timeless design with modern versatility. Introduced in 1953 by Aldo Gucci, the iconic horsebit detail was inspired by equestrian motifs, reflecting a blend of luxury and practicality.

This signature element has become synonymous with the brand’s commitment to quality and style. The enduring appeal of Gucci loafers lies in their ability to complement a variety of outfits, from casual ensembles to more polished looks. Celebrities like Emma Roberts have been spotted pairing them effortlessly with everyday wear, showcasing their adaptability.

Why Did Katie Holmes and Emilio Vitolo Jr. Split?

In April 2021, it was reported that Katie and Emilio had slowed things down but had not ended their relationship yet. According to a Page Six source, “Katie has a lot of big priorities in her life—she’s a single mom, her daughter always comes first, and things were moving very fast.”

Emilio was also noticeably absent during Katie’s daughter Suri’s 15th birthday. An insider from US Weekly confirmed Katie and Emilio’s breakup, saying, “The pair have parted ways amicably but remain friends.”

“Their relationship fizzled. They figured out they’re better off as friends. There’s no drama that went down with the breakup and in fact, they’re still friends,” the source added.

“Katie and Emilio really enjoyed their time together. It just simply didn’t work out. She’s focusing on being a mom and her upcoming projects.”

The Dawson’s Creek star had been busy filming for her untitled romance movie in Connecticut while Emilio was preoccupied with his family’s restaurant business in New York City. It has been said that their “different schedules and different commitments” didn’t match.

“He works in New York in the restaurant business and she’s obviously a busy actress who just was away for some time filming,” said the insider.