When the ultra-rich come together to celebrate, the fashion stakes are sky-high — and sometimes, delightfully unexpected.
As Jeff Bezos and Lauren Sánchez began their lavish wedding celebrations in picturesque Venice, a parade of celebrity guests arrived in outfits that left fans both amazed and amused.
One online commenter jokingly wondered if there was an “ugly dress” contest happening. Here are some of the most eyebrow-raising looks that had the internet talking:
Kim Kardashian
Kim Kardashian made a striking entrance in a figure-hugging snakeskin dress, complete with sparkling straps and a lace-up neckline.
“Lemme borrow that dress!” Katy Perry playfully chimed in on Kim’s Instagram post.
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Still, some fans couldn’t help but wonder if the look was familiar.
“Kim wore this dress before in some event or am I’m tripping??” one commented.
”Is there anyone left on the planet who hasn’t been subjected to over enhanced Kardashian bodies? No class whatsoever. Just go away,” another said.
Another joked, “Why you are dressed like is the wedding is in the jungle.”
Most of the Kardashian family attended Jeff Bezos and Lauren Sánchez’s wedding in Venice, and photos of the event featuring them have been widely shared on social media. But their appearance at the star-studded event didn’t sit well with many on social media.
“They look like the Addams Family. All that money and still no fashion sense,” one commenter scoffed.
Oprah Winfrey
Media mogul Oprah Winfrey, 71, was among the star-studded guests attending Jeff Bezos and Lauren Sánchez’s extravagant wedding in Venice, Italy.
The former talk show queen — who has openly discussed using Ozempic to manage her weight — arrived in a floor-length burgundy and lavender gown, offering a regal wave as she stepped onto a water taxi.
But while Oprah may have felt elegant, the internet had other ideas.
“What was Oprah thinking with that dress?????” one person asked.
“She’s a billionaire ffs. I shop better than this on a pauper’s online budget,” another wrote.
One commenter pulled no punches: “Oprah’s dress is what we call in Yiddish a ‘shmata’—an ugly, low-rent rag of a dress.”
“Oprah, you just lost me!” someone else declared.
Another critic added, “Please Oprah, Ozempic didn’t give you a body for that.”
And perhaps the harshest jab of all: “Not a good look for Oprah. Can only hold your stomach in so long.”
Lauren Sánchez
Radiating wealth and glamour, bride Lauren Sánchez made her grand entrance in an off-the-shoulder Schiaparelli gown adorned with floral embellishments and a corseted waist that meant business.
But while the dress screamed high fashion, the internet had other ideas.
“Gross and pathetic,” one user declared. Another chimed in, “So tacky.”
“She looks ridiculous. With all that money at her disposal, she dresses so unflattering,” someone commented.
“She looks like a floor lamp,” wrote one, while another quipped, “Is she wearing a curtain?”
“Lauren Sanchez looking like she can’t even move!” joked one viewer.
And perhaps the harshest take of all: “Why do rich people choose to wear ugly things? They ruin their faces, they fall for idiocy … and they wear really expensive, ugly clothes.”
Bill Gates
At least Bill Gates and girlfriend Paula Hurd stood out in one way — by keeping it classy. While others chased shock value, they stuck to timeless simplicity.
The couple mostly stayed under the radar during the star-studded wedding of the year, unlike other guests who eagerly soaked up the spotlight.
Bill Gates showed up in exactly the kind of outfit you’d expect him to wear to a tech conference — classic, simple, and strictly business.
Dressed in a black suit and white shirt, he coordinated effortlessly with Paula. But in a sea of high-fashion statements and bold celebrity looks, Gates kept things low-key… maybe a little too low-key.
Ivanka Trump
Donald Trump may have snubbed Jeff Bezos’ wedding invite, but his daughter Ivanka Trump made an appearance — and sparked plenty of online chatter.
Spotted with husband Jared Kushner, Ivanka wore a white tank top and matching skirt featuring a red floral pattern. But the internet wasn’t exactly wowed.
Some called it “a very tatty looking” ensemble.
“Not a fan. I adore her, but meh,” one commenter admitted.
Another quipped, “One size too small. But great outfit.”
“Not a huge fan of this one. Maybe if the two pieces were looser,” someone else suggested.
And in a final swipe, one user wrote, “Not a good look for the Trump clan.”
Kylie Jenner
Kylie Jenner, 27, turned heads in a sheer marigold lace ensemble paired with oversized black sunglasses at one of the events — but the internet wasn’t feeling generous.
Once photos of her and sister Kendall Jenner hit social media, the critiques came fast and brutal.
“Look at all that plastic,” one commenter wrote bluntly.
Another added, “Both are talentless.”
And in a jab at their fashion timing, someone quipped, “The Jenner sisters always show up like they got the wedding invite in a group chat. #PublicAI.”
Vittoria Ceretti
Vittoria Ceretti made her entrance alongside boyfriend Leonardo DiCaprio for Jeff Bezos and Lauren Sánchez’s glitzy welcome party — but her dress quickly became the internet’s latest target.
The 27-year-old Italian model wore a long, textured gown with stitch-like detailing, but online critics weren’t impressed.
“That dress is a mess,” one person groaned.
Another snarked, “Designed for an ironing board.”
“It looks like a thrift store dress,” someone remarked, while another dubbed it a “cheap looking, no class, patch-work, rag dress.”
And in true internet fashion, one commenter joked, “Hope he gets her a juice box during the dinner.”
Leonardo Dicaprio
Leonardo DiCaprio looked a bit like he had wandered in from a different event and was trying his best not to be seen.
Wearing a navy suit and a beige polo shirt, his cap was pulled so low that one said, “Leo is really trying to hide.”
“Leonardo always looking like a beggar,” read one comment, while a second said, “Leo looks like someone’s lost grandpa.”
“Leo, in his trademark black cap, thinking we can’t see him,” another said.
Kris Jenner
“Yay! The Kartrashians are here!” one social media user joked as photos of the Kardashian clan enjoying Venice began making the rounds.
Matriarch Kris Jenner arrived in a black dress with a V-neckline, dramatic puffed sleeves, and bold 3D rose embellishments — a look that definitely drew attention, though maybe not for the reasons she hoped.
You know the Bezos-Sánchez wedding is REALLY big when Kris Jenner wears her new face,” one person snarked.
“All the best plastic surgeons, but they still can’t get her nose right,” another chimed in.
Their bold fashion choices have already ignited plenty of debate across social media, with opinions sharply divided.
Were their outfits a stunning statement or a major fashion fail? As the photos continue to circulate, it’s clear these looks won’t be forgotten anytime soon. What’s your take—love it or leave it? Jump into the conversation and let us know!
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