Olivia Wilde turned heads at the 2025 Vanity Fair Oscars party, opting for a daring and transparent ivory dress by Chloe.
The 40-year-old actress showcased her toned physique beneath the delicate, see-through fabric, which featured a plunging neckline and cheeky cutouts.
Her choice of this bold outfit made her one of the evening’s standout fashion moments.
A Bold Fashion Statement with a Cheeky Twist
The dress, with its ethereal, flowy design, wasn’t just about elegance but also a bit of playfulness.
Olivia’s cheeky underwear peeked through, giving a bold touch to the otherwise delicate ensemble, while her posture revealed a subtle hint of her perky figure.
The sheer fabric of the dress left little to the imagination, accentuating her curves and confidently displaying her body, which was clearly the result of hours at the gym.
Perfectly Styled for the Big Night
The actress paired her striking dress with a small, round purse featuring gold hardware, adding a chic and minimalist touch.
Olivia’s look was styled by fashion expert Karla Welch, who is known for her exceptional work with celebrities.
Makeup artist Georgie Eisdell worked on her flawless look, and Olivia shared glimpses of her glam process with her 4.1 million Instagram followers, allowing fans a behind-the-scenes peek at her preparation for the star-studded event.
A Playful Moment Amidst Glamour
As she shared photos of herself getting ready, Olivia couldn’t resist making light of the event.
In one post, she jokingly referred to the Oscars as “the last day of a multi-night bender to test everyone’s resilience,” showing her playful side even amidst the high glamour of Hollywood’s biggest night.
She also posted a selfie during her makeup session, humorously captioning it as the “Fix(her) upper process,” further showcasing her sense of humor.
Pre-Oscar Glamour: Olivia Wilde’s Pre-Party Look
Before attending the iconic Vanity Fair post-Oscars celebration, Olivia made an equally fashionable appearance at the Saint Laurent x Vanity Fair pre-Oscars dinner.
She donned a wide-legged YSL pantsuit with a button-up shirt and tie, embodying timeless sophistication.
She wasn’t the only one making a style statement—Robert Downey Jr. and his wife, Susan, also caught the spotlight, with Robert sporting a sleek gray and black suit and Susan shining in a stunning cranberry-colored sequin dress.
The Glamour of the 97th Academy Awards
The Oscars, held at the Dolby Theatre in Hollywood, celebrated the best films of 2024, with Conan O’Brien making his debut as host.
Ariana Grande opened the ceremony with an incredible performance of “Somewhere Over the Rainbow” before joining forces with Cynthia Erivo for a powerful duet of “Defying Gravity,” leaving the audience in awe.
A Glimpse of the Best and Brightest of 2025
In addition to the dazzling fashion and performances, the 2025 Academy Awards were filled with surprises, including a wide range of award-winning films and performances.
Films like Anora, The Brutalist, and Wicked led the way with multiple nominations, while newcomers like Emilia Pérez and The Substance also garnered significant recognition.
Olivia Wilde and the Oscars: A Night to Remember
Olivia Wilde’s presence at the Oscars highlighted her versatility, both as a director and an actress.
As the director of Don’t Worry Darling, she continues to make waves in Hollywood, while also showing off her incredible fashion choices.
Her bold dress at the Vanity Fair party exemplified her confidence, style, and willingness to take fashion risks—qualities that continue to make her a standout in the entertainment industry.
Fashion Forward: The Stars Who Stole the Show at the 2025 Vanity Fair Party
While Olivia Wilde was undeniably one of the night’s most talked-about celebrities, other stars, like Robert Downey Jr., Susan Downey, Jessica Williams, and Justin Theroux, also made unforgettable fashion statements.
Each outfit told its own unique story, with stars channeling vintage glam, contemporary sophistication, and experimental chic.
An Oscars Filled with Fashion, Fun, and Glitz
The 2025 Oscars proved to be a night where fashion met performance, with celebrities from all over the world taking center stage.
From unforgettable performances to red carpet looks, the event was a reminder of why the Academy Awards are the pinnacle of Hollywood glamour.
For Olivia Wilde, it was yet another night to showcase her bold sense of style and celebrate her achievements in the entertainment world.