Oscars 2025: The Most Baffling Red Carpet Fashion Disasters

The Oscars 2025 red carpet was filled with dazzling couture and jaw-dropping elegance—but not every star nailed their look. While some celebrities embraced timeless fashion, others took risks that missed the mark completely. From awkward silhouettes to questionable fabrics, these fashion fails had us asking: What went wrong?

Timothée Chalamet: A Risk That Didn’t Pay Off

Timothée Chalamet is no stranger to fashion-forward moments, but his Oscars 2025 ensemble took things to an unexpected place. His all-yellow monochrome suit, featuring a cropped jacket and exaggerated pointed boots, gave off serious bumblebee vibes. While risk-taking can be exciting, this outfit buzzed right into the fashion disaster category.

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2025 Oscars fashion: Best and worst dressed from the Academy Awards red carpet

Ariana Grande: More Fairy Tale Than Red Carpet

As one of the leading stars of Wicked, Ariana Grande clearly wanted to bring drama to the Oscars. Unfortunately, her structured, glitter-covered gown felt less like high fashion and more like a glitzy cake topper. The exaggerated silhouette overwhelmed her petite frame, making her look more like a fairytale character than a Hollywood A-lister.

Whoopi Goldberg: High Shine, Low Impact

Whoopi Goldberg is known for her bold and unapologetic style, but this year’s navy blue vinyl gown left fashion fans scratching their heads. The material’s high-shine effect gave off a plastic raincoat vibe, making the dress look stiff and uncomfortable rather than chic and elegant.

Brandi Carlile: A Polka Dot Overload

Brandi Carlile loves a statement suit, but this time, her bold choice backfired. The oversized polka dot print, combined with a dramatic red bow, pushed her look into costume territory rather than high fashion. Instead of making a daring statement, the ensemble felt more like a holiday party gone wrong.

Cynthia Erivo: Gothic Chic or Fashion Fail?

Cynthia Erivo always embraces bold fashion, but her Oscars 2025 look went a little too far. The black velvet gown, featuring a sharp pointed collar and an off-the-shoulder bow, looked more gothic villain than Hollywood starlet. Instead of being effortlessly dramatic, the outfit felt overly theatrical.

Zoe Saldana: Swallowed by Ruffles

Zoe Saldana is usually a red carpet standout, but this year’s dress didn’t do her justice. The oversized ruffled detail at the midsection completely overpowered her frame, making the gown look bulky and unbalanced. A sleeker design would have highlighted her natural elegance instead of drowning her in fabric.

Adam Sandler: When Casual Goes Too Far

Let’s be honest—Adam Sandler showing up underdressed isn’t surprising anymore. But at the Oscars 2025, he took “laid-back” to a whole new level. While others walked the carpet in haute couture, Sandler looked like he was heading to a weekend barbecue, proving that comfort isn’t always red carpet-friendly.

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10 Best Dressed from the Oscars 2025 | Bazaar UK

The Oscars are all about memorable fashion, but sometimes, risks don’t pay off. These celebrities pushed the envelope, but instead of landing on best-dressed lists, they’ll be remembered for all the wrong reasons.

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