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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

Gigi Hadid’s New Matte Black Bob Sets the Tone for 2026 Style

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Gigi Hadid: Instagram

Gigi Hadid is known for experimenting with various hair colors while staying within familiar territory; honey blonde, platinum, and brunette. Now, she’s switching things up with her darkest hair color yet. Along with her hairstylist Dimitris Giannetos, the model styled a matte black bob, predicted to be among 2026’s trendy hairstyles.

The new hairstyle was revealed in an  Instagram post shared by Giannetos on January 8. In the images, Hadid is seen wearing a jet-black bob or what the stylist called a “matte black mini bob”, with a silky,  shiny finish. It appeared the look may have been created for a Maybelline shoot, it’s still unclear whether the change is permanent.

Gigi Hadid: Instagram

The bob had flipped-out ends and a deep side part, styled close to the face. Giannetos told Allure that he called the color “matte black” because it doesn’t have any red undertones. He described the look as chic, modern and new, noting that it can be worn tucked neatly behind the ears or with some pieces left to frame the face.

Gigi Hadid: Instagram

Hadid was last seen wearing her signature blonde shade in December, when she was photographed on the set of a Super Bowl commercial in New York City. The last time she switched her appearance was in early 2025, when she showed up with a silver-sheened bob at the Le Grand Dîner du Louvre event.

Gigi Hadid: Instagram

With Bella Hadid also changing her hair after years of dark brunette hair, it seems both sisters are embracing a new look. Known for sticking to particular beauty lanes, the siblings appear to be more open to experimenting this year. Whether permanent or not, Gigi’s matte black bob feels like a great way to start 2026.

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Hailey Bieber Heads to Anastasia Beverly Hills in Clean Monochrome

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Hailey Bieber: Backgrid

Hailey Bieber was spotted in Beverly Hills stepping out for an appointment at Anastasia Beverly Hills, showing a carefully considered winter look that balanced comfort with luxury. She wore a textured high-neck coat in black paired with flared velvet pants and leather stiletto boots.

Hailey Bieber: Backgrid

Accessories were minimal yet strong: rectangular sunglasses, a large Saint Laurent hobo bag, and gold hoop earrings complemented the look, while her hair was pulled back neatly, keeping the focus on the structure and materials of her clothing. The monochrome shade allowed texture and shape to highlight the outfit, showing Bieber’s signature simple style.

Seen on the streets of Beverly Hills, the look bridged high fashion and everyday wear, showing how considered casual wear can carry a daytime look without appearing formal or stiff. As a Saint Laurent ambassador and founder of her beauty brand, Rhode, Bieber’s choices signal an ongoing discussion between her professional commitments and street-level fashion sensibility.

Hailey Bieber: Backgrid

This appearance shows her ability to translate luxury pieces into approachable yet stylish streetwear moments, making her one of the few celebrities whose everyday style continues to resonate with both editorial and real-world audiences.

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Sophie Turner Joins the Trench Coat Trend With a Khaite Trench

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Sophie Turner: Backgrid

Sophie Turner was photographed in New York City following a CBS interview, stepping into the winter cold in a sharply cut black coat from Khaite. The outerwear piece, identified as the brand’s Donna Coat, stood out for its long, uninterrupted line, double-breasted fastening, and epaulettes that reference classic military tailoring. Reaching close to the ankle, the coat immediately set the tone for the appearance, defining the rest of her outfit.

Sophie Turner: Backgrid

She paired the coat with pointed black pumps and carried an oxblood leather clutch, also by Khaite, introducing contrast and still retaining the attention on the coat itself. The colour combination stayed within a controlled palette, allowing texture and proportion to do the work.

While often discussed alongside the trench coat trend currently visible across celebrity street style, the Donna Coat occupies a slightly different space. Its structure and weight place it closer to tailored outerwear than traditional trench silhouettes, offering a sharper interpretation of longline coats suited to colder months.

Sophie Turner: Backgrid

The New York setting played its part. Seen between professional commitments rather than staged appearances, Turner’s choice of coat felt appropriate for the pace and practicality of the city, balancing functionality with a clear point of view. Khaite’s emphasis on clean construction and durable materials came through in the coat’s presence, showing the label’s reputation for pieces designed to last beyond a single season.

Worn during a routine press stop, the coat showed how a single, well-made garment can carry an entire outfit without excess an approach that continues to shape contemporary celebrity dressing.

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