Celebrities Take All The Fashion Risks at the 2025 Vanity Fair Oscar Party

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If the Oscars bring Hollywood together under one roof, the Vanity Fair Oscar Party is where they truly shine. Known as the event where celebrities can shed the seriousness of awards season and make bold, jaw-dropping fashion statements, the Vanity Fair red carpet has once again cemented itself as the ultimate stage for experimentation. And in 2025, attendees didn’t disappoint.

This year was no different, with celebrities taking audacious risks and redefining whats fashionable in their own unique ways. From naked dresses to intricate monochromatic menswear, here’s a breakdown of who pushed boundaries and the trends that owned the night.

Zoë Kravitz Turns a Cheeck in YSL

With Zoë Kravitz, nothing is off-limits. The “Big Little Lies” star turned heads in a daring YSL gown featuring a bold cutout that showcased one of the most unexpected looks of the evening—butt cleavage. Minimalist yet provocative, the look had everyone talking. Zoë’s ability to make even the riskiest designs look effortless once again affirmed her place as a fashion trailblazer.

Doja Cat Stuns in Body Art by Balmain

Doja Cat walked the Vanity Fair red carpet in a sparkly, full-length gown that did more than cover her up—it celebrated the human form. Courtesy of Balmain, the dress featured intricate body-shaped designs faintly etched into glittery fabric, turning her into a walking sculpture. It was restrained yet edgy and showcased why Doja is a favorite of the avant-garde fashion world.

Julia Fox Pushes Boundaries with Dilara Findikoglu’s Artistic Vision

Julia Fox has made her name synonymous with bold statements, and her appearance at Vanity Fair was no exception. Sporting a sheer Dilara Findikoglu dress featuring woven human hair as a design element, Fox blurred lines between fashion and performance art.

Lily-Rose Depp Keeps It Chic With Chanel

Lily-Rose Depp embraced a look that was both romantic and playful. Dressed in a Chanel two-piece ensemble featuring a floral crop top paired with a flowing green skirt, she combined a freshness with a vintage-inspired twist. It was a breath of spring on an otherwise glitzy, high-octane night, proving she can shine even amidst bold risks.

The Trends That Defined the Night

1. Naked and Barely There Dresses

This year’s red carpet put skin front and center, with sheer fabrics, cutouts, and strategically placed embellishments ruling the night. Inspired by the likes of Julia Fox and Zoë Kravitz, it was clear that the “less is more” mantra has officially taken hold on Hollywood’s riskiest red carpet.

2. Men in Monochrome

Not to be outdone, the men at Vanity Fair showed a sharp sartorial edge by leaning into monochromatic ensembles. From sleek tailored suits to bold metallic brooches that added a touch of sparkle, they proved you don’t need color to make a statement—sometimes, the devil’s in the details.

3. Unexpected Textures & Fabrics

Sheer materials, woven accents (as Julia Fox demonstrated), and sculptural design touches like Doja Cat’s dress showed that textures—not just cuts—could command attention.

4. Statement Brooches

The accessory of choice for the men this year was the statement brooch. Pinned to jackets and lapels, these bold, sparkly pieces enhanced otherwise minimalist outfits, proving that accessories aren’t just for the ladies.

More than just a post-Oscars bash, the Vanity Fair Oscar Party remains one of the top events of awards season. The risk-taking, the confidence, and the celebration of individuality make it a night that defines modern Hollywood glamour. Check out the good, wild, and naked fashions from your favorite celebrities below.

The article ‘Celebrities Take All The Fashion Risks at the 2025 Vanity Fair Oscar Party‘ was created with the help of Jasper.AI

1. Timothee Chalamet

Timothee Chalamet attended the 2025 Vanity Fair Oscar Party wearing a black suit with a non-traditional shirt open designed by Tom Ford

2. Keke Palmer

Keke Palmer attended the 2025 Vanity Fair Oscar Party in a white sheer rhinestone gown with a flower skirt designed by Atelier Versace

3. Sydney Sweeney

Sydney Sweeney attended the 2025 Vanity Fair Oscar Party in a pink rhinestone halter top gown designed by Miu Miu

4. Gabrielle Union

Gabrielle Union attended the 2025 Vanity Fair Oscar Party in a strapless gown adorned with gold flowers by Carolina Herrera

5. Babyface

Babyface attended the 2025 Vanity Fair Oscar Party in a burgandy suit with black gloves with a broach designed by Versace

6. Laverne Cox

Laverne Cox attended the 2025 Vanity Fair Oscar Party wearing a black gown with a dramatic collar designed by Thierry Mugler SS97 collection

7. Lena Mahfouf

Lena Mahfouf attended the 2025 Vanity Fair Oscar Party wearing a haute coutre gown with a spiral accent designed by Ashi Studio SS95

8. Kelly Rowland

Kelly Rowland attended the 2025 Vanity Fair Oscar Party in an ivory trumpet bottom gown with an extreme plunging neckline and exaggerated shoulders and gold bangles.

9. Chrissy Teigen

Chrissy Teigen attended the 2025 Vanity Fair Oscar Party in a strapless invory gown with a sweetheart neckline and train with a bow designed by Andrew Kwon

10. Olivia Rodrigo

Olivia Rodrigo attended the 2025 Vanity Fair Oscar Party wearing a black pleather halter top dress designed by Roberto Cavalli

11. Olivia Wilde

Olivia Wilde attended the 2025 Vanity Fair Oscar Party wearing a sheer lace gown in ivory

12. Hunter Schafer

Hunter Schafer attended the 2025 Vanity Fair Oscar Party in a silk dress with a plunging neckline with a faux fur coat designed by 16 Arlington

13. Selena Gomez

Selena Gomez attended the 2025 Vanity Fair Oscar Party in a sequinned strapless black gown designed by Armani Prive

14. Cynthia Erivo

Cynthia Erivo attended the 2025 Vanity Fair Oscar Party wearing a soft off white tulle dress with a black bow designed by Vivienne Westwood

15. Kendall Jenner

Kendall Jenner attended the 2025 Vanity Fair Oscar Party wearing a see-through black gown with long sleeves designed by Mugler from their SS92 collection

16. Doja Cat

Doja Cat attended the 2025 Vanity Fair Oscar Party in a strapless sequin gown with a body a custom design by Balmain

17. Kim Kardashian

Kim Kardashian attended the 2025 Vanity Fair Oscar Party in an ivory strapless ballgown designed by Balenciaga

18. Tracee Ellis Ross

Tracee Ellis Ross attended the 2025 Vanity Fair Oscar Party wearing a tan full fringe gown with a square neckline designed by Alexandre Vauthier from their vintage SS25 collection

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19. Ciara

Ciara attended the 2025 Vanity Fair Oscar Party in a sheer sparkly jumpsuit with feathers on the legs and arms designed by DSquared2

20. Julia Fox

Julia Fox attended the 2025 Vanity Fair Oscar Party wearing a sheer gown with hair woven through designed by Dilara Findikoglu from their SS23 collection

21. Colman Domingo

Colman Domingo attended the 2025 Vanity Fair Oscar Party in a monochromatic black suit with matching gloves and a sparkly broach

22. Lily-Rose Depp

Lily-Rose Depp attended the Vanity Fair Oscar Party in a two-piece look with a floral crop top and green skirt designed by Chanel

23. Alessandra Ambrosio

Ambrosio attended the 2025 Vanity Fair Oscar Party in a black V-neck gown with a sheer skirt designed by Tony Ward

24. Aldis Hodge

Aldis Hodge attended the 2025 Vanity Fair Oscar Party in a burgandy skily two piece suit designed by House of Gray

25. Zoe Saldana

Zoe Saldana attended the 2025 Vanity Fair Oscar Party wearing a hi-low black and peach gown with ruffles designed by Saint Laurent

26. Lindsay Lohan

Lindsay Lohan attended the 2025 Vanity Fair Oscar Party in a simple white sparkly gown with a train designed by Balenciaga

27. Megan Thee Stallion

Megan Thee Stallion attended the 2025 Vanity Fair Oscar Party in a green gown with feathers and matching pasties.

28. Zoe Kravitz

Zoe Kravitz attended the 2025 Vanity Fair Oscar Party in a black gown with sheer cutouts exposing butt cleveage designed by YSL

29. Serena Williams

Serena Williams attended the 2025 Vanity Fair Oscar Party in a black sweetheart neck strapless gown with a high slit designed by Dolce and Gabbana

30. Halle Bailey

Halle Bailey attended the 2025 Vanity Fair Oscar Party in a burgandy lace gown with a train designed by Samuel Gartner

31. Danielle Brooks

Danielle Brooks attended the 2025 Vanity Fair Oscar Party in a bright yellow two-piece look with a asymmetrical skirt designed by Monsoori Official

32. Halle Berry

Halle Berry attended the 2025 Vanity Fair Oscar Party in a silver and white gown with a fringe bottom designed by Georges Chakra