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Chlöe Bailey Brings Tailored Edge to Milan with BOSS

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Chlöe Bailey turned to sharp tailoring for her Milan appearance with BOSS, leaving behind the red-carpet gowns for a more structured look. The singer shared photos on Instagram wearing an oversized black blazer layered over a white shirt and finished with a striped tie. The styling leaned into classic menswear while still feeling modern and personal.

Photo: @chloebailey-Instagram

She paired the blazer with sheer black tights, pointed stilettos, and a compact handbag. The accessories were kept minimal. Clear aviator-style glasses added a whimsical element, matching the caption she wrote alongside the post: “your favorite nerd out in Milan with @boss thank you for taking good care of me milan.”

Photo: @chloebailey-Instagram

The blazer’s broad shoulders and boxy cut gave it presence, balanced by the clean white shirt cuffs peeking out at the wrists. The short hemline revealed just enough of the shirt beneath, breaking up the dark palette and keeping the look from feeling too heavy. It struck a balance between structure and ease, giving the outfit personality without looking stiff.

Her hair, styled in neat shoulder-length twists, and understated makeup kept the attention on the tailoring and accessories. Every element supported the clean lines of the look.

Photo: @chloebailey-Instagram

The outfit echoed BOSS’s long-standing focus on power dressing but avoided being overly formal. By swapping trousers for tights and heels, Bailey turned the classic suit combination into something more playful and fashion-forward.

For BOSS, it was another example of how the brand’s tailoring connects with younger audiences. For Bailey, it marked another confident step in her fashion journey. It shows she can move easily between music stages, film sets, and the front rows of Milan.

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Celebrity Style

Zendaya Is Bringing Back the Gladiator Sandal 

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Photo: XYN/Star Max/Gc Images

Zendaya is showing that the gladiator sandal could be making a comeback, proving why the once-popular style still holds fashion appeal. This past Monday in New York, she stepped out wearing a vintage Alberta Ferretti dress from 2008. The white mini dress featured a plunging neckline and metallic paneling, but the true highlight was her footwear: a pair of towering, knee-high gladiator sandals from Sophia Webster. With straps laced tightly up her legs, the look felt like a direct tribute to ancient Rome.

Photo: XYN/Star Max/Gc Images

This isn’t just a random fashion choice. Zendaya is currently promoting The Odyssey, a new film where she portrays Athena, the goddess of wisdom and warfare. Her stylist, Law Roach, is leaning heavily into this theme for her public appearances, using fashion to channel the themes Greek mythology. By mixing a flowy, Greco-Roman inspired dress with bold leather sandals, the team created a look that feels both cinematic and high-fashion.

Photo: XYN/Star Max/Gc Images

This is the second time in just a few weeks that Zendaya has turned to this style. She previously paired a chic ivory dress by Khaite with glossy, lizard-effect Christian Louboutin gladiator sandals. These repeated appearances have placed the gladiator sandal back in the fashion conversation and brought attention to the style once again.

Interestingly, this is a look Zendaya has supported for a long time. She wore knee-high gladiator sandals as far back as 2015 and even designed her own pair in 2017 for her former clothing line, Daya by Zendaya. For her, wearing these sandals isn’t following a trend; it is returning to a signature style she has loved for years.

Photo: XYN/Star Max/Gc Images

When Zendaya adopts a trend, people pay attention. She has a unique talent for taking pieces that have been dormant in fashion history and making them feel essential once again. As The Odyssey heads to theaters on July 17, Zendaya’s latest appearances could further fuel interest in the strappy, lace-up shape. If you’ve been waiting for a sign to try out the gladiator look, this is it. It’s bold, it’s historic, and thanks to stars like Zendaya, it is the biggest footwear trend of the year.

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Kate Middleton Picks Green for Wimbledon Final as Prince George and Princess Charlotte Join Her

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Photo: Getty Images

Kate Middleton returned to the annual tennis tournament on July 12, and this time, she came with her family. The Princess of Wales attended the men’s singles final in London with her husband, Prince William, and two of their children, Prince George and Princess Charlotte.

She arrived in an olive green gown by Emilia Wickstead, featuring an asymmetrical cut and a cape detail draped over one shoulder. The dress had a minimal, defined waist and fell into a mid-length skirt with subtle pleats. The cape-like design trailed down her back on the right side. She completed the look with gold Ralph Lauren pumps and carried a coffee-colored DeMellier Nano Montreal. For accessories, she chose Van Cleef & Arpels Magic Alhambra earrings.

Photo: Getty Images

One of the most meaningful details of her outfit was the green and purple ribbon pinned to her chest. The ribbon is the official emblem of the All England Lawn Tennis and Croquet Club and reflects her role as its patron, a position she assumed in 2016 after Queen Elizabeth II transferred the patronage to her. Since taking over trophy presentation duties from the Duke of Kent in 2019, the Princess of Wales has regularly presented the men’s singles champion with the Wimbledon trophy.

Photo: Getty Images

This appearance comes after Saturday, July 11, when she presented a trophy during the Wimbledon women’s singles final to Czechia’s Linda Noskova. For that appearance, she wore a red dress by Roland Mouret, paired with nude heels and a matching purse.

Photo: Getty Images

At the final, she walked beside her family. Prince William and Prince George wore matching navy suits with striped ties, while Princess Charlotte wore a blue knee-length dress trimmed with delicate ruffles, and she paired it with white ballet flats.

Since the start of the 2026 Wimbledon tournament, the Princess of Wales has made several appearances, attending an early-round match, showing her interest in the sport.

Photo: Getty Images

Andy Murray previously told HELLO! magazine that Princess Kate is “definitely a tennis fan” and plays the sport herself. I think.” He continued, “I think she also plays paddle. We watched Katie Swan and Madison Keys, so it was good to be watching a British player together.”

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Dua Lipa’s Post-Honeymoon Style Era

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Photo: Instagram

Since returning from her honeymoon in Italy, Dua Lipa has entered a new style phase, one that looks relaxed, and grounded in everyday dressing. The singer has been spotted multiple times heading in and out of New York City’s Electric Lady Studios, and for each appearances, she chose to lean into understated summer staples.

Photo: Instagram

One of her early studio looks was centered on a layered, off-duty style. She wore a white button-down shirt embroidered with her new initials, “DLT,” over a black tank top, along with straight legged, slightly washed boyfriend jeans from Celine. She added a black belt and finished the look with black The Row Ginza flip-flops featuring a suede platform and thick straps, along with sunglasses.

Photo: Instagram

For another studio visit, she took a slightly different approach but remained within the same off-duty mood. This time, she wore a neutral-toned, lingerie-style camisole top with straight-leg jeans. Instead of flip-flops, she went for coffee-brown pointed-toe heels, which gave the outfit a more dressed-up feel. She completed the look with a black belt, a black shoulder bag, and sunglasses.

Photo: Instagram

She kept the same pattern while returning from her honeymoon with her husband. After returning from Italy, she was seen at the airport in a white top paired with straight-leg jeans, layered with a white long-sleeve shirt worn open. She finished the look with pointed-toe black boots, keeping everything clean and simple.

All of these appearances come after she and Callum Turner tied the knot late last month. The couple had an intimate legal ceremony in London on May 31, followed by a lavish three-day wedding celebration in Palermo, Sicily.

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