Grammy 2026: The Most Jaw-Dropping and Funny Outfits
The number of winners at the Grammy ceremony is limited, but everyone wants to stand out. So, stars have found a new way to attract attention: compete with outfits. Some skillfully play with their musical style through their attire, others go for shock value, and some simply decide: the less fabric, the better. Let«s see whose bet paid off in 2026 and whose look was a failure.
Heidi Klum is known for her love of unusual outfits: she might dress as Medusa the Gorgon, an alien, or a worm. But she saves all these crazy looks for Halloween, and for the Grammys, the model cosplayed Bianca Censori«s outfit. Only, unlike Kanye West»s wife, Heidi didn«t want to appear without clothes and created an imitation of a naked body.
The outfit, which followed every curve, didn«t go unnoticed, but the model overlooked one detail: it wasn»t flexible at all, and it was hard not just to sit, but even to walk in it.
Unlike the model, singer Chappell Roan made sure nothing restricted her movements. On the red carpet, she appeared in a red transparent dress and a cloak matching her hair color. But as soon as paparazzi pointed their cameras at the singer, she threw off the light cloak, fully exposing her chest, which had been holding up the dress all along.
Left almost without clothes, the singer complained to the press that she wasn«t used to such appearances and felt awkward due to excessive attention.
«People just film you, and you don»t know how to behave properly. This is the hardest part of the whole evening,« Chappell stated.
A «naked» dress was also chosen by singer Kelela. The queen of American R&B came to the ceremony in a transparent black dress covered with beads, with a huge plunge on the chest. The dress turned out to be lucky; the singer had been nominated seven times before but won only in 2026, and in two categories at once.
79-year-old Cher also couldn«t resist showing off her figure. The singer»s appearance was a surprise from the organizers. She took the stage in a black lace dress and outshined all the stars. Cher left the ceremony with a hundred compliments and the «Lifetime Achievement Award» statue.
Another winner, and in three categories at once, was Lady Gaga. In recent years, the singer«s mood color is black. In 2025, she appeared in a full-length gothic dress, and this year in a tight feathered outfit with a high collar. Ready for a Linda »Crow« music video shoot right now.
Lady Gaga didn«t limit herself to one unusual look. On stage, she performed the song »Abracadabra« in the image of a floor lamp with a huge woven hat on her head.
Along with Lady Gaga, the award for the song «Abracadabra» was also received by DJ Gesaffelstein, but in the «Best Remix» category. If anyone doesn«t have to worry about smiling or blinking badly in photos, it»s him. The artist completely covered his face with a glossy black mask.
Billie Eilish didn«t hide her signature dissatisfied face and smiled only after receiving the Grammy in the »Record of the Year« category. The singer is true to herself and chooses a teenage style. On the red carpet, she appeared in a schoolgirl outfit: black skirt and jacket, white shirt, and matching knee-high socks.
Another diligent student is Miley Cyrus. Black bottom – classic pants and pumps – and white top – a shirt. Lately, the singer has been moving away from provocative «naked» dresses towards something calm and classic.
Singer Tahlia Storm added color to the series of black outfits. While everyone avoids prints, the singer took a risk and wore a kimono dress with huge sleeves and pop-art drawings. The images of women on them accurately conveyed the reaction to such experiments.
A bit of rock and roll was given by Guns N« Roses guitarist Slash. The 60-year-old musician appeared in a fully leather shirt and pants. As always, his head is adorned with a top hat, which he has practically never parted with since 1985, and aviator glasses. Slash appeared with his girlfriend Meagan Hodges, who chose an all-black suit covered with sequins.
At the Grammys, they remember not only cult albums and Oscar-winning films but also cartoons. In 2026, the soundtrack to «Cape Pop Demon Hunters» (12+) was nominated, which was created by Audrey Nuna. The singer herself appeared on the carpet in an image as if she had stepped out of a cartoon. Her look seemed assembled from different parts: here are elements of a classic suit, a jacket from a man«s shoulder, a doll-like dress, and a skirt in Victorian style.
Paris Hilton also decided to remind everyone of herself and her stunning figure, which hasn«t changed at all over the years.
The socialite appeared in an outfit reminiscent of her looks at the beginning of her career, only now the dress isn«t transparent but woven with special inserts in the shape of underwear. To add charm to the look, Hilton complemented it with velvet black gloves and did a Hollywood hairstyle.
