Monica Lewinsky made a bold statement at the 2025 Vanity Fair Oscar Party. Known for her signature black dresses, she took things up a notch with a plunging neckline and sheer cutout details. The look was both daring and elegant. The dress she wore is priced at $2,433.64 on retailer Cettire.
Lewinsky has attended the Vanity Fair Oscar Party multiple times, but this year’s look was her most striking yet. As a longtime advocate against cyberbullying, she has proved that reinvention is possible even in the face of past controversies. Speaking of, she actually made a recent comeback via a podcast speaking about the infamous Bill Clinton scandal after all these years, wanting to put it in her past and leave it there once and for all.
Monica Lewinsky stuns Stella McCartney dress
Lewinsky arrived in a Stella McCartney dress featuring a sheer beaded mesh panel across the deep V-neckline. The see-through details extended to the sides, creating a cutout effect that added a modern touch to the classic black dress. She complemented the dress with lace heels, diamond earrings, and a sleek side-parted blowout. Her soft glam makeup featured a pink lip and a subtle smokey eye.
On her Instagram post she shared her excitement about the evening. She thanked Vanity Fair for including her and shared a funny note about managing to stay in heels throughout the night. Fans and followers praised her elegant yet bold style in the comment section. While Lewinsky keeps a relatively low profile, her appearances always turn heads.
Monica Lewinsky’s red carpet look has changed over the years
Lewinsky first gained public attention in the late 1990s but has since built a career as a writer, activist, and producer. She reemerged in 2014, with a focus on social issues, using her platform to address online harassment and media narratives.
Her red-carpet fashion has evolved alongside her public image. In 2024, she wore a strapless black gown with a sweetheart neckline and a front slit, however, before that, she experimented with softer silhouettes, including a white satin midi dress with lace detailing. While you’ll most likely find her wearing black dresses, each appearance reflects her growing confidence and personal style.