Okay fashion fans you know the Oscars are a big deal but let's be real the after-parties are where things get really interesting. And Olivia Wilde? She definitely understood the assignment for the 2025 Vanity Fair Oscar Party. Let's just say she made a statement and it was pretty bold. Prepare yourselves because we are diving into Olivia Wilde's nearly naked dress moment !
Sheer Daring and Totally Olivia: Decoding Wilde's Naked Dress at the Vanity Fair Oscar Party
Olivia Wilde is no stranger to pushing fashion boundaries. She is known for taking risks on the red carpet and this time she went all in. For the Vanity Fair Oscar Party she stepped out in a dress that was well... almost not there. We are talking seriously sheer folks.
The dress was a boho-chic number from Chloé's Spring/Summer 2025 collection. It was embellished delicate and basically see-through. Yes you could totally see her lace underwear. But hey that's the point right? She did handle it like a pro though. Strategically placed ruffles on the super low-cut neckline kept things just covered if you know what I mean. It was a daring look but somehow still classy in that Olivia Wilde way.
She kept the accessories simple letting the dress really speak for itself. A circular gold clutch and a long silver pendant necklace were all she needed. Her beauty look was also effortless and chic. Smokey eyeshadow and loose beach waves completed the vibe. She looked amazing confident and definitely turned heads.
Relatable Red Carpet Prep? Olivia Wilde's Hilarious Behind-the-Scenes Instagram Post
Before hitting the glamorous Vanity Fair carpet Olivia shared some behind-the-scenes snaps on Instagram and they were honestly pretty funny and relatable. She posted a selfie wearing what looked like three under-eye patches. One was even stuck to her forehead!
Her caption was gold. She wrote "Cool that the Oscars are the last day of a multi-night bender to really test everyone's resilience." It seems like she was joking about having some fun at pre-Oscar events and feeling a bit tired on the big night. Stars are just like us right? Even Olivia Wilde needs under-eye patches after a few nights out in Hollywood.
Rockstar Chic and Normcore Twist: Olivia Wilde's Pre-Oscar Fashion Week Domination
Olivia's Vanity Fair dress wasn't the only stylish look she rocked during Oscar week. She was out and about at several pre-Oscar events showing off her fashion versatility.
Just the night before the Vanity Fair party she attended the Chanel and Charles Finch dinner in a full-on rocker look. Think cool edgy and effortlessly stylish. And before that she was at a Saint Laurent and Vanity Fair get-together rocking a chic normcore outfit. She wore a blazer button-up shirt tie and trousers giving a cool unexpected twist to a more classic style. Olivia Wilde proved she can nail any look from naked glam to rocker cool to chic and understated.
The No-Bra Movement Queen: Olivia Wilde's History of Daring "Naked" Fashion
If you thought this sheer dress was a one-off bold moment you would be wrong. Olivia Wilde has a history of embracing the "naked dress" trend and she is definitely here for the no-bra movement.
Remember her almost completely see-through Alexandre Vauthier chainmail dress from the 2022 Los Angeles Museum Gala? Or her nipple-y Christian Dior gown at the 2022 People's Choice Awards? And who could forget that super sheer Saint Laurent Paris Fashion Week outfit? Olivia Wilde is consistently pushing boundaries and owning her sexy confident style. She is clearly comfortable in her own skin and not afraid to show it off and we are here for it.
Even one of her past Vanity Fair Oscar Party looks featured a leather bra as part of a one-shoulder gown. It was another super sultry moment that solidified her status as a red carpet risk-taker.
Stylist Secrets: The Trust Behind Olivia Wilde's Bold Style Choices
Behind every great celebrity red carpet look there is usually an amazing stylist. Olivia Wilde has been working with her stylist Karla Welch for almost two decades! That is a long time in Hollywood years and it is clear they have a special connection.
Karla Welch spoke to People magazine in 2023 about working with Olivia. She said "We have such a trust and that's why we're successful. That's the ultimate goal for me with any of my clients is that they trust me." That trust is key to pulling off these daring and unique looks.
Welch explained that there is not much back-and-forth when it comes to choosing outfits because they just get each other. Olivia's "bohemian spirit" guides a lot of their choices. They do still chat to get the vibe right for each event but it sounds like it is a very smooth and collaborative process.
Karla Welch gushes about Olivia saying "She always looks bangin'. She's obviously very sexy but she's also a smart powerful woman which is fun to play off of." It is all about balancing Olivia's sex appeal with her intelligence and strength and they clearly nail it every time.
Vanity Fair Oscar Party: A-List Central
Olivia Wilde's sheer dress moment happened at the legendary Vanity Fair Oscar Party. This party is the place to be after the Oscars. Hosted by Vanity Fair editor-in-chief Radhika Jones it is a star-studded affair that everyone in Hollywood wants to attend. This year was the 31st anniversary of the bash held at the Wallis Annenberg Center for the Performing Arts in Beverly Hills.
Before the main party there is even an intimate dinner and Oscar viewing party. Francesca Scorsese interviewed celeb guests this year. Then the after-party kicks off with glamorous guests In-N-Out burgers and maybe a few Oscar statues floating around. It is where newly-minted Oscar winners mingle with A-listers music icons and industry bigwigs. And of course there is that famous red carpet with fashion commentary. Here are just a few of the other celebs who were spotted at the 2025 Vanity Fair Oscar Party:
- Katy Perry
- Vanessa Hudgens
- Sydney Sweeney
- Jenna Ortega
- Kelly Rowland
- Serena Williams
- Jessica Alba
- Mary J. Blige
- Rosalía
- Hunter Schafer
- Joey King
- Gabrielle Union
- Paris Hilton
- Julia Garner
- Tracee Ellis Ross
- Robert Downey Jr.
- Michael Keaton
- Catherine O’Hara
- Chelsea Handler
- John Mulaney
Oscar Night Scoop: Anora Predicted to Win Big and How to Watch the Ceremony
While the Vanity Fair party is all about celebrating in style let's not forget the actual Oscars ceremony! This year Conan O'Brien hosted the awards which were held at the Dolby Theater in Los Angeles.
Predictions were pointing towards Sean Baker's screwball comedy "Anora" for Best Picture although there was some buzz around the papal thriller "Conclave" as a possible spoiler. In the acting races Demi Moore was considered the frontrunner after winning at the SAG Awards though Fernanda Torres was also getting praise. And for Best Actor there was talk of an upset with Timothée Chalamet's unconventional campaign for his Bob Dylan biopic role challenging Adrien Brody.
The Oscars aired live on ABC and for the first time you could also stream it live on the ABC app or abc.com if you had cable provider login info. Streaming services like Hulu + Live TV YouTube TV and FuboTV also carried ABC for those who wanted to watch online.
Olivia Wilde: Confident Bold and Owning Her Style on and off the Red Carpet
Olivia Wilde's sheer dress at the Vanity Fair Oscar Party is just the latest example of her fearless fashion sense. She consistently makes bold choices and is not afraid to take risks. Whether it is a nearly naked dress a rocker-chic ensemble or a more understated but still stylish look Olivia Wilde always commands attention and looks incredible doing it. She is confident she is powerful and she knows how to work a red carpet. And sometimes that means showing a little skin and having a lot of fun with fashion.