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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

Capri Pants Are Quietly Trending Again Among Celebrities

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Photo: Pinterest

Capri pants are trending again and now, celebrities are leaning into a high-waisted version. The capri pants trend began in the 1950s, with figures like Audrey Hepburn popularizing the trend. Earlier, styles were worn with a lower rise in later revivals. In 2026, it has evolved into a high-waisted version, often paired with structured outerwear like bomber jackets and heeled flip-flops.

Photo: Backgrid

A wave of celebrities has been spotted in capri pants, often styled with reoccurring combinations, leather jackets, high-neck jackets, and heeled flip-flops.

Bella Hadid

Photo: Getty Images

Hadid has worn the trend on multiple occasions. While hosting a REVOLVE Los Angeles launch event in March, she styled her capri leggings with a strappy top and cropped leather jacket worn off the shoulder. On a separate day, during a fragrance promotion appearance,  she was seen in a black high-neck bomber jacket paired with matching capri pants, accessorized with sunglasses.

Jennifer Lopez

Photo: Backgrid

The actress also stepped into the trend during promotions of her Netflix romantic comedy Office Romance, in black capri leggings, paired with a dark green jacket, a burgundy bag and open-toe heels.

Hailey Bieber

Photo: Backgrid

Hailey added her own twist with a side-slit capri design, styled with a zip-up jacket and heeled flip-flops.

Lily Collins

Photo: Instagram

Collins went for a softer contrast, styling her black capri leggings with a long-sleeve white crop top and pointed  heels, finished with black sunglasses.

Elsa Hosk

Photo: Pinterest

Hosk wore black capri leggings with an oversized white high-neck  jacket, paired with heeled flip-flops, a mini bag, a white bandana, and black sunglasses.

Doja Cat

Photo: Instagram

The singer however, took a different direction during a recent outing. Instead of the usual black styles seen on others, she brought in color with a leopard-print capri pants. She paired it with pink heels and a matching top with a plunging neckline, with chain detailing. She completed the look with sunglasses and carried matching Labubu accessories.

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Celebrity Style

Jennifer Lopez Pulls Out a Vintage Versace Gown with Illusion Cutouts

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Photo: Getty Images

Jennifer Lopez rarely goes unnoticed on the red carpet, and the Los Angeles premiere of Office Romance was no exception. She arrived in a vintage Atelier Versace gown from the Spring/Summer 2004 couture collection. The piece was sourced from vintage archive dealer LILY et Cie and styled by Rob Zangardi and Mariel Haenn.

Photo: Getty Images

The gown is a strapless design with a structured corset-style bodice. The upper section includes nude illusion mesh panels framed by black structural elements and horizontal crystal-embellished bands across the bust and belly.

The bodice features sculptural detailing and crystal-accented construction that shapes the waist. The design is in layers of black fabric, with structure and embellishment across the upper half of the dress.

Photo: Getty Images

It extends into a full black skirt with volume and a sweeping train. The skirt features embroidered and metallic detailing in a looser, less structured arrangement than the bodice.

Lopez styled the look with straight hair with a center part. Her makeup was in bronzed tones and nude-toned lip. She wore Cartier jewellery that complemented the neckline and structure of the gown.

Photo: Getty Images

The appearance continues Lopez’s documented relationship with Versace archival pieces, particularly designs from the early 2000s couture period, revisited here through a 2004 runway-era gown brought back to the red carpet.

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Miley Cyrus Receives Hollywood Walk of Fame Star in Archival Versace

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Miley Cyrus received a star on the Hollywood Walk of Fame on May 22. In a ceremony held on Hollywood Boulevard in Los Angeles. The honour marked her induction in the Recording category, with the unveiling taking place in front of fans, media, and invited guests.

Photo: Getty Images

She appeared at the ceremony in an archival black Atelier Versace gown from Donatella Versace’s Fall 2015 collection. The dress was described as sheer and constructed from shredded lace with web-like cutout detailing throughout the fabric. It featured a halter neckline, a fitted bodice, and floor-length construction with lace panels and metallic threading integrated across the design. The gown had previously been worn by Heidi Klum at the amfAR Gala in Milan in 2015.

Cyrus styled the look with minimal accessories, including bracelets and a ring, and wore her hair blonde and straight with full bangs. The hairstyle referenced her “Hannah Montana” era, which multiple outlets noted in relation to the visual styling for the ceremony. Her makeup included a smoky eye and neutral lip tones, consistent across reported descriptions.

Photo: Getty Images

The ceremony was attended by her mother Tish Cyrus, sister Brandi Cyrus, and fiancé Maxx Morando, Donatella Versace and Anya Taylor-Joy were also present, both delivering speeches in her honour during the event.

Photo: Getty Images

During her acceptance speech, Cyrus became emotional while thanking her family and close circle of support. She referenced her connection to Los Angeles and Hollywood Boulevard and reflected on her career journey leading to the moment of recognition.

Photo: Getty Images

The Walk of Fame star placed her among the latest artists formally recognised by the Hollywood Chamber of Commerce, marking her contribution to recorded music and entertainment over the course of her career.

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