Olivia Wilde's latest look left little to the imagination.
The Don't Worry Darling director stepped out in Manhattan during New York Fashion Week Sept. 11 wearing a sheer top with no bra, paired with a long black skirt and matching coat, which at one point, the wind blew to the side to reveal her right nipple.
After wearing the daring ensemble to the Michael Kors Collection spring/summer 2026 runway show at Terminal Warehouse, Wilde changed into a semi-sheer, frilly white maxi dress to attend W magazine and Bloomingdale's New York Fashion Week celebration at Eleven Madison Park Restaurant.
And this isn’t the first time The O.C. alum has taken risks name of fashion. Indeed, the 41-year-old has stepped out in sheer, bra-less looks before, including at Saint Laurent's presentation at Paris Fashion Week in February 2024 and at the Vanity Fair 2025 Oscars after-party this past March. She has also posed nude before, appearing naked in a 2021 True Botanicals campaign.
Wilde showcased her latest daring fashion styles one week after she was photographed packing on the PDA with Caspar Jopling, whose divorce from Ellie Goulding—with whom he shares son Arthur, 4—was finalized earlier this year.
The Tron: Legacy actress—who shares son Otis, 11, and daughter Daisy, 8, with ex Jason Sudeikis—and Jopling, 33, were seen wrapping their arms around each other and sharing a passionate kiss after leaving a restaurant in London.
Wilde had previously sparked romance rumors with Prey actor Dane DiLiegro in January when they were spotted sitting together at a Los Angeles Lakers game.
"She’s dating and having fun," a source told E! News at the time. "She’s busy with work so not looking for anything serious."
The House star, who famously dated Harry Styles for about two years until their breakup in late 2022, prefers to keep her private life out of the spotlight.
"I'm not going to say anything about it because I've never seen a relationship benefit from being dragged into the public arena," Olivia, referencing her romance with the singer, told Variety in an interview posted in August 2022. "We both go out of our way to protect our relationship; I think it's out of experience, but also just out of deep love."
While Olivia is shielding her private life, she’s an open book when it comes to her fashion. Take a look at more celebs stepping out in style at NYFW.
Ben Affleck
Jennifer Lopez approved this steamy snapshot of her then-husband in a "Daddy Appreciation Post" on Father's Day 2023.
Noah Cyrus
The singer posed topless during an outdoor photoshoot in November 2023.
Bad Bunny
The rapper shared an uncensored nude mirror selfie as part of a photo dump shared on his Instagram Stories in August 2023.
Halle Berry
After an Instagram user accused the Oscar winner of "posting nudes for attention," she clapped back with a comment reading: "Aging with dignity is no longer a thing."
Lisa Rinna
The Real Housewives of Beverly Hills alum left little to the imagination in this nude selfie shared in July 2023. "Moira Rose says you should take as many naked pics of yourself while you still can and celebrate it," she wrote, referencing the beloved Schitt's Creek character. "Ok Moira."
Rumer Willis
Three months after giving birth to her first baby, the House Bunny actress shared a nude selfie to celebrate her "jiggly" postpartum body.
"This body of mine made a human from scratch," Rumer, who shares daughter Louetta with boyfriend Derek Richard Thomas, wrote on her Instagram in August 2023, "and she looks and feels a little different now but I am truly in awe everyday when I look at my daughter and see her smile or look at her perfect face and tiny toes and the way her eyes light up when she wakes up in the morning and recognizes my face."
She added, " I know my body is still readjusting, but whatever shape it ends up in I am just grateful for all that it did and continues to do. In the ongoing process of transformation, I am grateful for every twist and turn. My breasts, might be bigger and perhaps ever so drifting downward but what a gift and privilege that they can feed and provide nourishment for my Lou."
John Stamos
The Full House alum marked his 60th birthday on Aug. 19, 2023 with a nude photo of himself taken by wife Caitlin McHugh Stamos.
Mark Consuelos
Kelly Ripa couldn't help but to thirst over the Riverdale actor when he tried to cool down from the summer heat in the pool.
Gwyneth Paltrow
No bikini? No problem! The Goop founder sunbathed topless next to husband Brad Falchuk during their Italian getaway in June 2023.
Kate Hudson
The How to Lose a Guy in 10 Days actress was what she called "summer ready" in just her bikini bottoms, a wide-brimmed hat and a good poolside read.
Camila Cabello
No crying in the club here! The "Havana" singer was all-smiles during a nude swim while on vacation in her Puerto Rico.
Cindy Crawford
The supermodel stripped down for a relaxing dip in the hot tub by a lake.
Pink
The "Just Like Fire" singer went au naturel during a trip into the woods in May 2023. "Lake weekends and a new ridiculous bathing suit," she wrote in the caption. "If you haven't showered outdoors while your husband tried to scare you every five minutes you haven't lived!!!!! #embarassingmoms #eyerollsfordays #bananaboobies."
Jenny Mollen
"My past is packed with fashion blunders and wardrobe malfunctions, most of which were my fault," the Angel actress wrote on Insatgram. "This scuba fin wasn't one of them. But believe me, there were some doozies."
Chris Hemsworth & Elsa Pataky
The couple that suns together, stays together! The Thor star showed off his buff beach bod while vacationing in Spain with his wife.
Sofia Vergara
The Modern Family actress snapped a cheeky pic in her thong bikini while working on her tan.
Elizabeth Hurley
Sun's out, buns out! The model soaked up some rays while lounging on a pool float.
Sami Sheen
The daughter of Charlie Sheen and Denise Richards wasn't afraid to show some skin while vacationing in Hawaii.
Eric Decker
Posing nude? Game on! The retired football player stripped down to promote wife Jessie James Decker's Just Eat cookbook.
Ricki Lake
The former talk show host penned an empowering message about "complete self-acceptance and self love" alongside a nude photo in June 2023: "Hands down, these days are the best of my life."
She added, "54 1/2 years old (young!). Grateful for all that had to happen for me to get to here."
Nolan Gould
It looks like the Modern Family actor worked up quite the sweat while hiking in Colorado.
Coco
The model turned up the heat in an itty-bitty thong bikini during Fourth of July celebrations.
Rosalía
The "Malamente" singer kicked back in nothing but a pair of barely-there bottoms.
Paulina Porizkova
Birthday suit alert! The supermodel went nude in celebration of her 58th birthday, writing on Instagram, "The hope that the best is yet to come, and nothing but gratitude for all that has brought me here to the now."
Jared Leto
The Morbius star's abs were just too Gucci during this rock-climbing excursion.