The Worst-Dressed Celebs At The 2026 Vanity Fair Oscar Party

Each year, the Vanity Fair Oscar Party provides plenty of breathtaking fashion moments. Held right after the Academy Awards, the event gathers some of the biggest stars of the entertainment industry, spanning from Hollywood actors to social media celebs. In fact, over the years, the most famous after-party of the Academy Awards has become a solid rival to the main event when it comes to red carpet fashion. However, events with great fashion moments also have numerous bad ones, and the 2026 Vanity Fair Oscar Party held on March 15, 2026, was certainly no different.

Some went too avant-garde, forgetting that while more relaxed than the Oscars, Vanity Fair's party is still a very glamorous event. Others bared way too much skin, distracting from the celebratory occasion. And some simply looked like they got dressed in the dark, with mismatched and poorly tailored outfits that will now, unfortunately, live on the internet forever.

Supermodel Heidi Klum has worked in the fashion industry long enough to know that proper tailoring is crucial when trying to create a fashion illusion. However, when the German star walked the red carpet of the 2026 Vanity Fair Oscar Party, her butter-yellow dress looked like it had been stolen from someone else's wardrobe. It was slightly too loose around her bust and too tight around her waist, and because of the sheer paneling, it ended up widening Klum's physique.

The stunning style transformation of Julia Fox has proven time and time again that the actor is willing to push boundaries with her look. For the 2026 Vanity Fair Oscar Party, Fox wore an off-white gown with black floral details around the bodice and shoulder straps that defied gravity. Paired with her hairstyle, the entire look made it seem as if Fox was cosplaying the Queen of Hearts — and one thing you don't want your Vanity Fair party 'fit to look like is a costume.

Actor Odessa A'zion walked the red carpet of the 2026 Vanity Fair Oscar Party in a dress that consisted of a cheetah-print corset top and a patchwork skirt made out of a variety of fabric pieces that created a mismatched texture. The dress also featured straps that were taller than the star's head, decorated in black fringe. For an editorial photoshoot, this would have been perfect. For the Vanity Fair Oscar Party? It's a tad all over the place. Unfortunately, this isn't A'zion's first fashion fail — the actor was also one of the worst-dressed celebs at the 2026 Actor Awards.

Pop star Rita Ora has a love-hate relationship with red carpet fashion, as the singer is no stranger to worst-dressed lists. She was one of the worst-dressed celebs at the 2025 Emmys, and she failed to deliver at the 2026 Vanity Fair Oscar Party. The dress Ora picked was a dramatic statement piece on its own, considering that the see-through embellished top and black satin skirt were already battling for attention. The large, fluffy hat was unnecessary, but even without it, this look would have found a spot on our list. 

Social media star Emma Chamberlain isn't afraid of mixing and matching when it comes to fashion, but sometimes that choice backfires. For the 2026 Vanity Fair Oscar Party, the influencer decided to go with a maroon top and bedazzled maxi skirt, which she paired with yellow gloves. Yes, for some reason, Chamberlain decided that the look needed a pop of color, and bright yellow was her final choice. How she didn't consider that the accessory would be compared to cleaning gloves is truly beyond us. But hey, we're talking about her, so maybe that was the whole point.

Internet personality and podcaster Brittany Broski showed up to the 2026 Vanity Fair Oscar Party in a floor-length leopard-print dress that was simply a bit too tacky for the glamorous event. Now, had it been an MTV VMAs after-party, we would have let it slide, but when dressing for Hollywood events, appropriate fashion is crucial. Animal prints can easily overtake an outfit, which is why it's generally safer to add them to a look in the form of an accessory.

Sheer dresses are a red carpet staple, but there is a fine line when wearing them to a sophisticated event. When actor Myha'la Herrold walked the red carpet of the 2026 Vanity Fair Oscar Party, the star left very little to the imagination. The see-through purple gown didn't cover the actor's chest, and her panties were visible as well. And while we love some of the most iconic celebrity naked dress moments, this piece simply looked too much like a beach cover-up.

With an impressive career as a model, Cara Delevingne certainly knows plenty about fashion. But when she showed up to the 2026 Vanity Fair Oscar Party in a dress with a top that gave the illusion of abs and nipples, most of us didn't know what to think. While the idea behind the piece was certainly cool, somehow the execution failed to deliver, perhaps because the illusion was abruptly cut with a simple black skirt. Delevingne's choice of socks and boots didn't help either, as it created an even more mismatched vibe.

Actor Anya Taylor-Joy is all about unique yet sophisticated fashion, and her choice of attire for the 2026 Vanity Fair Oscar Party falls within one of the two. Taylor-Joy walked the event's red carpet in a black romper so short it could also be called a bodysuit. The star accessorized with a fun headpiece and statement necklace, creating a cohesive yet slightly too revealing look. In fact, we bet plenty had to do a double take since it looked as if Taylor-Joy had forgotten to put on pants.

When Hollywood star Sarah Paulson showed up to the 2026 Vanity Fair Oscar Party, her off-white look instantly garnered attention. And while the monochromatic ensemble suits her, tiny details are what take it from best to worst-dressed territory. In particular, the area where the cardigan is tucked into the waistband of her skirt needed more attention to detail, as it bunched up, creating an odd silhouette. A more tailored cut and a thinner material would have flown better. Additionally, the length of the skirt ended up making the star appear shorter, as it cut off a little above her ankles.