Oops! The 10 Worst-Dressed Celebs at the 2026 Winter Olympics Opening Ceremony
Hey! Today we're checking out some seriously questionable fashion choices from the 2026 Winter Olympics opening ceremony in Milan. You know, those moments where you wonder, "What were they thinking?" Let's dive right into it!
From flashy feathers to cozy-but-not-quite-right jackets, these celebs gave us some unforgettable looks - for all the wrong reasons.
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Gracie Gold: Feathers and Sequins Explosion
Gracie Gold went full drama with a blush-pink feather jacket and a crazy sparkly skirt fading from pink to red to black. Feathers plus mega sequins? It was like her outfit couldn't decide if it wanted to be a bird or a disco ball. The red lipstick and neat hair couldn't save this busy look.
Usher: The Rugged Red Carpet Mystery
Usher brought serious off-duty vibes with a giant fur-lined bomber jacket decked out in Olympic patches. Paired with faded jeans and boots, plus a black scarf and aviators, he looked like he was ready to crash a mountain lodge instead of a red carpet. Cool? Maybe. Right for this event? Nah.
Marisa Tomei: Black Coat or Just Sad?
Marisa Tomei went for a quiet look with a long black coat-dress covered in colorful diamond embroidery. It was like she forgot she was on the red carpet and showed up in her cozy Sunday best. The outfit screamed 'meh' even with her nice boots and clutch.
Adam Rippon: Ugly Sweater, But Make It Olympic
Olympic medalist Adam Rippon took the 'ugly holiday sweater' vibe way too seriously with a high-neck knit sporting the Olympic rings. Paired with black trousers and chunky loafers, it looked more like a festive family dinner than fancy ceremony wear. Bold move, Adam!
Stanley Tucci: Tried Too Hard to Be Cozy
Stanley Tucci rocked a navy padded jacket over a chunky white turtleneck - and honestly, it looked like he forgot he was supposed to dress up. The slim pants and shoes were nice, but the overall vibe was more about keeping warm than making a style statement. Pass the hot cocoa, please.
Michelle Yeoh: Minimalist to a Fault
Michelle Yeoh showed up in all black with a long coat, sleek top, and trousers. Add a wide black hat and white platform sneakers? It was like she was going for 'Stealthy Ninja Chic', but somehow ended up looking a little too quiet for the glamorous event. Minimalism turned mute.
Devon Lee Carlson: Varsity Cardigan Confusion
Known for her cool California vibes, Devon Lee Carlson showed up rocking a red-and-cream varsity cardigan layered over a black turtleneck and relaxed pants. It was comfy, for sure, but kinda screamed 'too casual for a fancy Olympic opening.' Sometimes chill doesn’t translate to chic.
Benito Skinner: Puffer Jacket and Joggers Mashup
Benito Skinner mixed a bright red puffer with a USA-themed Olympic knit and relaxed jogger pants. Add some black boots and scrunched socks, and you get a look that's part 'ready for the slopes' and part 'just rolled out of bed.' Definitely memorable, just not for being stylish.
Monique Coleman: Track Suit Takes a Wrong Turn
Disney star Monique Coleman went for a navy zip-up tracksuit vibe with wide-leg trousers. Cute for a jog, but clashing with the fancy Teatro alla Scala venue. Her silver clutch and bold red lips tried hard to convince us it was a look, but the sporty shoes said otherwise.
Donatella Versace: Platform Heels and Rouge Drama
Donatella Versace went classic with a red body-hugging midi dress and big platform heels. Her sleek blonde hair and heavy eye makeup were on point, but the look felt a bit like she was trying too hard to be the drama queen. It didn’t quite land as fabulously as expected.

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