The Hilarious Way Olivia Wilde Is Preparing for Met Gala 2026

by

Don’t worry, darling: Olivia Wilde is ready to hit the Met steps.

Just before the Met Gala in New York City on May 4, 2026, the director of Booksmart gave fans a peek at her down-to-earth preparations for the major fashion event.

She posted a selfie from the subway, wearing a baseball cap, hoodie, and coat, and joked that she was getting ready for the Metropolitan Museum of Art by practicing standing for long periods and avoiding bathroom breaks.

The mother of Otis, 12, and Daisy, 9, whose ex is Jason Sudeikis, shared a sneak peek of her outfit for the annual Met Gala, where the theme was ‘Fashion Is Art.’ She also jokingly described her plan for the event.

Olivia shared a photo on Instagram of her bare nails with a fresh manicure, playfully writing, “I need to stop choosing such daring nail polish colors!”

According to Costume Institute curator Andrew Bolton, this year’s Met Gala focuses on the body itself – how we adorn it and what that says about our culture. He explained that even when someone appears nude, their look is still shaped by cultural values and ideas.

This marks the 42-year-old’s return to the Met Gala after a three-year absence, following her last appearance at the 2023 event.

For the event honoring Karl Lagerfeld, Olivia wore a dress reminiscent of a Chloé creation. The unique gown was connected at the waist by a golden violin-shaped detail.

She told Extra TV that Karl designed this piece in 1983 during his 25 years with ChloĂ©. It’s a modern take on the original design, which is currently on display in the exhibition.

Olivia felt comfortable and confident in her simple, flattering dress, joking that she could party all night with ease. “I’m totally comfortable,” she said, “this is the most relaxed I’ve been on the red carpet.”

As Olivia and other stars – including Met Gala co-chairs BeyoncĂ©, Venus Williams, Nicole Kidman, and Anna Wintour – get ready for the 2026 event, let’s revisit some of the most memorable moments from fashion’s biggest night.

Kim Kardashian made a huge impression at the 2021 Met Gala with a surprising all-black outfit that completely covered her face. The custom look was designed by Demna Gvasalia, the creative director of Balenciaga. Surprisingly, Kim couldn’t actually see through the outfit!

I was so worried about Kim at the Met Ball! Mom told me later that Kim literally couldn’t see or breathe properly. Thankfully, Corey Gamble was there for her. He was basically her guide for the whole night, leading her around and even helping with her ponytail. He was like a bodyguard and a hairstylist all rolled into one, just making sure she was okay. It was such a scary moment, but I’m so grateful Corey was there to help her through it.

Lil Nas X truly delivered a show-stopping entrance at the 2021 Met Gala, changing outfits twice! One look, a stunning gold Versace suit resembling armor, was particularly memorable and continues to impress.

As a style enthusiast, I’m always keeping an eye on Rihanna – she consistently pushes boundaries with her fashion choices! But let me tell you, the internet exploded when she and A$AP Rocky finally made their red carpet debut as a couple at the 2021 Met Gala. It was the perfect timing – they were one of the last to arrive, and honestly, they completely stole the show with how cute they looked together! It was a moment, truly.

In 1996, Princess Diana made her one and only appearance at the Met Gala, just a year before her tragic death. Her dress, inspired by lingerie, caused some controversy, with some people believing she should have chosen a more modest outfit. She’d even considered changing, worried about potentially embarrassing her teenage son, Prince William. However, the navy satin slip dress—created by John Galliano for Dior—quickly became a legendary fashion moment.

As of 2024, Princess of Wales and Princess Beatrice are the only British royals who have gone to the Met Gala. However, many expect Prince Harry and Meghan Markle to attend in the future.

Rihanna consistently creates iconic Met Gala moments whenever she arrives at the Metropolitan Museum of Art. She never fails to impress.

The 2014 Met Gala is remembered for a dramatic incident involving Beyoncé, Jay-Z, and Solange Knowles. Security footage leaked showing Solange physically attacking Jay-Z in an elevator at The Standard Hotel in New York City, while Beyoncé stood by. The usually private family quickly released a statement saying they were still a close, unified family, addressing the widespread public interest in the situation.

We may never know the full story, but BeyoncĂ© seemed to reference the incident in a remix of “Flawless,” rapping, “When a billion dollars is involved, disagreements sometimes happen—even in an elevator.”

As a huge Taylor fan, I remember exactly when things started with Taylor and Tom! It all began at the 2016 Met Gala – they were totally hitting it off on the dance floor, it was adorable. Then, just a few weeks later, Taylor and Calvin Harris broke up, and suddenly she was having this amazing, fast-moving summer romance with Tom. It was a whirlwind!

George and Amal Clooney first attended the Met Gala together as a married couple in 2015. Amal later returned in 2018 to help host the event as a co-chair.

Only a week after BeyoncĂ© released her album Lemonade – which revealed struggles in her marriage to Jay-Z – she attended the 2016 party without him, causing a huge reaction from her fans. Luckily, she wasn’t alone; her sister Solange was there for support, and notably wore a lemon-yellow outfit.

Kim Kardashian will always remember her first Met Gala in 2013. She arrived with Kanye West wearing a striking floral gown by Givenchy. A month later, she gave birth to her daughter, North West. Two years after that, Kim jokingly wore the same floral dress as a Halloween costume, posting a picture with the caption, “Still fits…”

At the 2006 Met Gala, celebrating British fashion, Sarah Jessica Parker and the late Alexander McQueen made a bold statement with matching tartan outfits.

Everyone knows a picture can speak volumes, and this one of Jeremy Scott with his Met Gala dates, Nicki Minaj and Demi Lovato, is especially memorable. After Demi Lovato hinted that Nicki Minaj had been subtly critical of her on Instagram, she discussed the uncomfortable evening in an interview with Billboard, recalling the event from two years earlier without directly naming names.

She remembered in 2018 having a really bad experience with a certain celebrity, describing them as unpleasant and difficult to be around. She also said the environment felt very exclusive and unwelcoming.

Anna Wintour famously tried to keep everything that happened at the Met Gala private – she even banned selfies in 2015, wanting to avoid it feeling like an awards show.

Two years later, Kylie Jenner and her friends huddled in a bathroom for a quick, candid photo. It was a memorable moment – a classic snapshot that will likely be cherished for years, even if it wasn’t taken with a Kodak camera.

In 2018, Madonna delivered a memorable performance of “Like a Prayer” while descending the stairs of the Great Hall. She also sang Leonard Cohen’s “Hallelujah.” The performance perfectly matched the event’s theme that year, “Heavenly Bodies: Fashion and the Catholic Imagination,” playfully referencing a path to spiritual heights.

Bella Hadid turned heads at the 2017 Met Gala in a striking outfit, skillfully avoiding an uncomfortable encounter with her ex-boyfriend, The Weeknd, and his date, Selena Gomez. According to a source, Bella maintained her distance from the couple throughout the night. Interestingly, Bella and The Weeknd later rekindled their romance a year later, but eventually broke up again.

Jaden Smith is known for his bold fashion choices, and he first turned heads at the 2017 Met Gala by carrying his recently cut dreadlocks as an accessory. This unexpected move became something of a signature for the artist, who continued to make unconventional statements—in 2018, he brought the gold plaque commemorating his song “Icon” as his Met Gala companion.

Claire Danes made a stunning entrance at the 2016 Met Gala wearing a light blue ball gown that resembled a modern Disney princess. The dress, designed by Zac Posen, was actually covered in thousands of tiny, hand-sewn LED lights, making her glow as she danced.

As a style expert, let me tell you, nobody did the 2019 Met Gala’s ‘Camp: Notes on Fashion’ theme quite like Lady Gaga. Her entrance was legendary – a huge, breathtaking pink gown by Brandon Maxwell. But that was just the first layer! She actually revealed multiple looks, each more fabulous than the last, eventually stripping down to some seriously glamorous lingerie. The crowd was absolutely captivated – literally on their knees, it was that good! It was a masterclass in performance fashion, and a moment I don’t think anyone there will ever forget.

Read More

2026-05-04 20:48