Sophia Michaels
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The awards season kicked off in 2025 amid tumult, as fires in Los Angeles delayed many film events. Fortunately, the Grammys proceeded as planned, drawing a star-studded crowd. Musicians showcased bold fashion choices, with various transparent designs, mesh details, and Victorian-inspired pieces. The results, however, varied considerably.
With Trevor Noah returning as host and steering clear of Will Smith jokes, the evening resembled a typical Grammy night. While performers were expected to change outfits for their stage appearances, some red carpet outfits elicited head-scratches. Here’s a roundup of the worst-dressed celebrities at the 2025 Grammys.
Billie Eilish’s fashion faux pas
Billie Eilish, a seven-time nominee, walked the red carpet with her brother, Finneas O’Connell. Unfortunately, her outfit bore a striking resemblance to something Billy Bob Thornton might wear, complete with a boxy jacket, wallet chain, unusual hat, and tiny sunglasses. Despite the homage to her signature tomboy style, the ensemble missed the mark. Luckily, Eilish was able to adjust her look for her performance of “Birds of a Feather,” paying tribute to Los Angeles.
At the conclusion of her heartfelt performance, she expressed her love for L.A.
Jaden Smith’s out-of-place outfit
In light of the devastating wildfires affecting many, the evening revolved around supporting recovery efforts. Thus, Jaden Smith’s red carpet choice felt misaligned and somewhat insensitive, as he donned a comical miniature house hat. This outfit seemed a stark reminder of the hardships faced by many attendees rather than a fitting tribute.
Smith attended alongside his sister, Willow, who was nominated for two awards. Here’s hoping her brother’s fashion misstep doesn’t overshadow her accomplishments.
Sierra Ferrell’s extravagant misfire
While Chappell Roan dazzled in a Victorian-inspired outfit, Sierra Ferrell’s fashion choices fell short. Her heavily embroidered white gown looked cluttered, with a variety of accessories including a scepter and elaborate headpiece competing for attention. The result was overly extravagant.
Despite her fashion missteps, Ferrell still had a successful night, taking home four awards, including Americana Album of the Year.
Charli XCX missed the mark
Charlotte Emma Aitchison, known as Charli XCX, appeared in an outfit that straddled the line between gladiator and evening wear. The boots seemed overpowering, and while the dress showcased ruffles and a corset, the hip fit resulted in a bulky look, making the tulle appear disconnected. The ensemble failed to deliver a cohesive appearance.
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Kanye and Bianca Underdressed, Grammy Fashion Fails
Charli XCX may not have won style points with her knee-high peekaboo boots, which felt more like a discarded costume from “Poor Things.” However, she still celebrated her first Grammy win for best dance pop recording with “Von Dutch,” while her track “Brat” earned best dance/electronic album.
Kanye West and Bianca Censori’s Casual Appearance
Kanye West and Bianca Censori made a rare appearance at the Grammys, but their outfits missed the mark. Censori wore a revealing outfit beneath a black fur coat while West opted for overly casual workman’s attire. Despite their underwhelming looks, they managed to avoid any awkward encounters, especially with Taylor Swift, keeping the peace for the night.
Shaboozey’s Unusual Red Carpet Look
Country artist Shaboozey shone on stage with a stunning brown suit adorned with folk elements during his performance. Unfortunately, his red carpet look left much to be desired, with a silver suit that appeared to be made of plastic-like material. Nonetheless, he celebrated his collaboration with Beyoncé on the award-winning “Cowboy Carter.”
Chrissy Teigen’s Mesh Fashion Misstep
Chrissy Teigen attempted a see-through mesh look at the Grammys but ended up looking disheveled. The black structures meant to hold the outfit together gave a cheap appearance, and the train lacked fluidity. Nonetheless, it was nice to see her and husband John Legend enjoy a night out amidst their family responsibilities, as Legend performed with other big names.
Kacey Musgraves’ Casual Choice
Kacey Musgraves made a fashion statement with a stunning skirt but paired it with a simple white tank top, which felt too laid-back for the occasion. Despite her casual look, she won the best country song for “The Architect,” showing that winning isn’t always about the fashion.
Sabrina Carpenter’s Underwhelming Gown
Sabrina Carpenter, known for her vintage styles, fell short with a silk gown that appeared less than elegant this time around. However, she redeemed herself during her performance, showcasing her talent and winning the best pop solo award for “Espresso.” Her performance reminded everyone of her potential and star quality.
