The Best And Worst Dressed At The 2025 Grammys

Fashion at the 2025 Grammys was just as eventful as the awards themselves. With history-making wins and a star-studded guest list, the red carpet saw everything – from flawless couture moments to questionable choices that had social media in a frenzy. As always, the night was a mix of highs, lows, and plenty of debate, and we’re here to break down who nailed it – and who missed the mark.

The Best-Dressed Stars At The 2025 Grammys

2025 Grammys Best Worst Dressed Troye Sivan Prada — Image courtesy of Kevin Mazur via Getty Images

Troye Sivan In Prada

Troye Sivan served up one of the night’s most elegant menswear moments in a sheer periwinkle Prada suit, layered over an organza shirt and finished with a perfectly draped skinny scarf. According to his stylist Marc Forné, the look was a direct nod to Uma Thurman’s iconic 1995 Oscars gown – bringing a touch of ’90s glamour into the present.

2025 Grammys Best Worst Dressed Charli XCX Jean Paul Gaultier — Image courtesy of Jon Kopaloff

Charli XCX In Jean Paul Gaultier

Charli XCX walked into the 2025 Grammys already a three-time winner for the night and dressed like one too. Wearing a custom Jean Paul Gaultier Couture gown by Ludovic de Saint Sernin, she served drama in a ruffled, corseted silhouette straight off the Spring-Summer 2025 runway.

2025 Grammys Best Worst Dressed Sabrina Carpenter JW Anderson — Image courtesy of Getty Images

Sabrina Carpenter In JW Anderson

Staying true to her Short ‘n Sweet era, Sabrina Carpenter stunned in a custom JW Anderson gown – a silky baby blue creation adorned with ostrich-feather accents. Paired with Chopard diamonds and sky-high platform heels, the look had all the drama of a modern-day Cinderella moment, but with a Gen Z twist.

2025 Grammys Best Worst Dressed Gracie Abrams Chanel — Image courtesy of Allen J. Schaben

Gracie Abrams In Chanel

Gracie Abrams fully embraced the Chanel bride aesthetic on the 2025 Grammys red carpet, and the result was pure magic. Dressed in an off-white, Old Hollywood-inspired Chanel gown, she tucked her signature bob under a delicate veil, pairing it with pearl earrings and the maison’s signature camellia detail. The look was understated but impactful, radiating timeless sophistication with a hint of defiance – exactly the kind of laid-back edge that makes Abrams a rising force (pun intended) in both music and fashion.

2025 Grammys Best Worst Dressed Shaboozey Diesel — Image courtesy of Getty Images

Shaboozey In Diesel

Shaboozey made a statement, stepping onto the red carpet in a Diesel houndstooth suit jacket with a dramatic fringed shawl cascading from the lapel. The Tipsy (A Bar Song) singer, who has been on a history-making run collaborating with Beyoncé, carried himself with an easy swagger, with stylist Anastasia Walker adding the perfect finishing touch – David Yurman diamonds for just the right amount of shine.

2025 Grammys Best Worst Dressed Taylor Swift Vivienne Westwood — Image courtesy of Frazer Harrison

Taylor Swift In Vivienne Westwood

Taylor Swift set the red carpet ablaze – literally. Dressed in a Vivienne Westwood sequined mini dress, the six-time nominee and presenter leaned into full monochrome mode, pairing the fiery look with red heels, earrings, and her signature bold lip. The real conversation starter, though? A chain featuring a ‘T’ charm, sparking speculation about whether it stood for Taylor or Travis (because, of course, the internet had thoughts).

2025 Grammys Best Worst Dressed Benson Boone Dolce & Gabbana — Image courtesy of Getty Images

Benson Boone In Dolce & Gabbana

Benson Boone brought ’70s swagger in a Dolce & Gabbana navy suit with a sultry silk lining and his trademark undone shirt moment. Nominated for Best New Artist, the Beautiful Things singer embraced an easygoing sophistication, accessorising with a simple gold necklace that kept the look sleek rather than overdone. While a more striking colour could have added extra impact, the understated approach worked in his favour – chic, polished, and charming.

2025 Grammys Best Worst Dressed Olivia Rodrigo Vintage Versace — Image courtesy of Robyn Beck via Getty Images

Olivia Rodrigo In Vintage Versace

Olivia Rodrigo stepped onto the red carpet in a cutout black Versace gown from Spring 2000. A longtime fan of archival fashion, the Can’t Catch Me Now singer and Best Song Written for Visual Media nominee proved that classic glamour never goes out of style, pairing the look with Tiffany & Co. jewellery and letting the flattering silhouette speak for itself. With cutouts dominating the night, Rodrigo’s take felt dazzling yet effortless – a reminder that when it comes to red carpet style, less is often more.

The Worst-Dressed Stars At The 2025 Grammys

2025 Grammys Best Worst Dressed Poppy Simone Rocha — Image courtesy of Kevin Mazur via Getty Images

Poppy In Simone Rocha

Poppy isn’t afraid to take fashion risks, but this Simone Rocha look fell flat. The oversized red jacket had a rainy-day feel that clashed with the light-pink tulle skirt, making the whole outfit feel out of sync with music’s biggest night. Rocha’s signature pearl ‘egg’ bag was a cute touch, but it wasn’t enough to bring the look together.

2025 Grammys Best Worst Dressed Sierra Ferrell Jeffrey Kelly Abess — Image courtesy of Frazer Harrison via Getty Images

Sierra Ferrell In Jeffrey Kelly Abess

Sierra Ferrell may have owned the American Roots category at the 2025 Grammys, but her red carpet look was a whole different story. She went full fairy-tale fantasy in a pearl-encrusted ball gown by Jeffrey Kelly Abess, topping it off with an ornate headpiece and even a matching sceptre. While the Grammys are the place to go big with fashion, this one felt more like a costume than a couture moment.

2025 Grammys Best Worst Dressed Jaden Smith Louis Vuitton — Image courtesy of Stewart Cook via Getty Images

Jaden Smith In Louis Vuitton And Abodi

Jaden Smith has always pushed boundaries on the red carpet, but his 2025 Grammys look left us scratching our heads. He stepped out in a Louis Vuitton tuxedo with oversized arms and a cinched waist – already an unconventional choice – but the real attention-grabber was the castle-shaped headpiece from Abodi, which covered everything except his face. It was definitely a statement, but not one we’re eager to see again.

2025 Grammys Best Worst Dressed Kanye West Bianca Censori — Image courtesy of Getty Images

Kanye West And Bianca Censori

Bianca Censori and Kanye West made headlines for all the wrong reasons, and frankly, we do not condone this. In what can only be described as a bewildering red carpet spectacle, Censori arrived in a long black fur coat, which she later dropped to expose a completely sheer dress – no undergarments, no jewellery, just pure shock factor. A circulating video shows West appearing to direct her before the coat drop, fuelling ongoing concerns and speculation about potential manipulation or control in their relationship. The pair posed for photos before reportedly being escorted from the ceremony, though conflicting reports suggest they left voluntarily.

Julia Fox

Wearing a sheer ensemble with a barely-there black thong, a tiny strip of fabric covering her breasts, and a cropped leather bomber jacket, the outfit seemed designed purely to provoke. The real head-scratcher, though? The dishwasher-style latex gloves in a contrasting yellow.

Lakecia Benjamin

Lakecia Benjamin is a force on the saxophone, but her 2025 Grammys outfit hit all the wrong notes. Dressed in a gold spandex bodysuit, metallic thigh-high boots, and a shimmering cape, she looked more suited for Comic-Con than the red carpet.

2025 Grammys Best Worst Dressed Teddy Swims Kay Jewelers — Image courtesy of Jon Kopaloff via WireImage

Teddy Swims In Kay Jewelers

Lose Control singer Teddy Swims hit the red carpet in a pearl-encrusted café au lait suit, styled with steel-tip cowboy boots, diamond accessories, and a newsboy cap. He was clearly going for a monochrome moment, but the skin-tone-matching suit, heavy beading, and unusual colour choice didn’t quite come together. A different shade might have made all the difference, but as it was, the look felt washed out and a little too fussy.

Norah Jones

At first glance, Norah Jones’ outfit had serious Wicked’s Nessarose energy, from her curly hair to her knee-length dress. She arrived in a minidress with lace, sequins, and mismatched prints – a combo that felt more like a DIY project. The oversized red satin belt only made things more disorderly, drawing attention to a silhouette that was already all over the place. Fishnet stockings, pointed heels, and an angel-wing bangle finished off the look, but instead of pulling it together, they just added to the visual overload.

Catherine Pun

Editorial Director | + posts

A Hong Kong native with Filipino-Chinese roots, Catherine infuses every part of her life with zest, whether she’s belting out karaoke tunes or exploring off-the-beaten-path destinations. Her downtime often includes unwinding with Netflix and indulging in a 10-step skincare routine. As the Editorial Director of Friday Club., Catherine brings her wealth of experience from major publishing houses, where she refined her craft and even authored a book. Her sharp editorial insight makes her a dynamic force, always on the lookout for the next compelling narrative.