Olivia Wilde kicked off New York Fashion Week 2025 with zero hesitation. From the moment she arrived, her outfits made noise. Not just because they were sheer, bold, and braless, but because she wore them with total control. The “Don’t Worry Darling” director didn’t flinch, even when a wardrobe malfunction turned heads for all the wrong reasons.
At the Michael Kors spring/summer 2026 show, the 41-year-old actress wore a sheer black top under a sleek jacket and long skirt. No bra, no lining, no apologies. A sudden gust of wind exposed more than planned, but she calmly fixed the jacket and kept moving. No panic, no drama. That moment summed up everything about her current fashion energy.
One Event, Three Bold Looks
Later at the same event, the “Booksmart” filmmaker changed things up — but stuck to the same message. She stepped out in a sheer black bodysuit with long sleeves, a black blazer tossed over her shoulders, and a low-rise skirt that barely kissed her waistline. Add in chunky black boots, Ray-Bans, and almost no jewelry, and you have a look that screams confidence.
The makeup matched, glowy skin, sharp eyeliner, and a coral-pink lip. Subtle but sharp. Controlled chaos. And it worked.
IG / As if two daring outfits weren’t enough, she changed again. This time, into a sheer white maxi dress that revealed everything underneath.
Underwear visible. No bra. Her silhouette showed clearly through the light fabric. Once again, Olivia Wilde made it clear she wasn’t trying to blend in. This was her choice. A statement. And a power move.
Sheer Isn’t New for Olivia Wilde!
This isn’t new for her. Olivia has worn sheer outfits before, and each time, she has pushed the edge a little further. At the 2025 Vanity Fair Oscar Party, she wore a boho-chic gown by Chloé: Completely sheer, with just lace briefs underneath. No top. No problem. She walked in with full composure, showing the industry that confidence is the best accessory.
Rewind to the 2022 People’s Choice Awards. That was shortly after her breakup with Harry Styles. She showed up in a sheer black lace Dior dress, nipples visible, underwear showing, and a cool smile on her face. Olivia Wilde didn’t look like someone hiding. She looked like someone taking her power back. And that red carpet moment still gets talked about.
Then there was the 2024 Saint Laurent show in Paris. She wore a sheer brown bodysuit that hugged her frame and left nothing to the imagination. Again, no fuss, no apology. Olivia Wilde keeps showing that she is not afraid of fabric or lack of it.
Wilde / IG / The bold looks come with purpose. Olivia Wilde isn’t just chasing headlines. She is an outspoken supporter of the #FreeTheNipple movement.
The icon has talked openly about the double standards around women’s bodies. She doesn’t shy away from uncomfortable conversations. In interviews, she has pointed to things like breastfeeding and body stigmas to highlight how skewed cultural standards are. Her message is simple: Stop sexualizing the female body unless you are willing to do the same to men.
That is why these fashion choices matter. They are not just for the cameras. Instead, they are about visibility, control, and pushing back against outdated norms.
