Fashion

The 13 Best Braless Moments in History

From Jennifer Aniston's bra-free reputation on Friends to Emrata's dramatic gown at the 2024 Oscars after parties, look back at these braless fashion moments.

Kendall Jenner wearing a white dress layered with a white corset
Kendall Jenner. (Photo via Getty Images)

For years, women have been inching away from painful underwires and going braless. From the so-called bra-burning feminists of the 1970s to the more recent #freethenipple campaign, women have ditched the lingerie as an act of liberation. Especially now, with the pandemic affecting our day-to-day style—namely, contributing to our lack of energy to uphold perceived style rules—the bra has changed from daily armor to an optional accessory. 

Looking at the past, it's no surprise that we’ve found our way here. Celebrities and models like Madonna and Tyra Banks have made many a memorable fashion statement sans bra. Here, L’OFFICIEL rounds up the best braless celebrity-style moments in history.

Jayne Mansfield

Beloved Hollywood actress Jayne Mansfield was a sex symbol ahead of her time. The blonde bombshell stole the spotlight at a 1957 party being thrown for Italian actress Sophia Loren when she showed up in an eyeful of a dress. The low-cut satin number left little to the imagination, and had Loren side-eying her cleavage in a now-famous photo. In a 2014 interview, Loren remembered, “Look at the picture. Where are my eyes? I’m staring at her nipples because I am afraid they are about to come onto my plate.”

Jayne Mansfield photographed with Sophia Loren at a party in 1957
Madonna

In 1992, Jean-Paul Gaultier held a fashion benefit in honor of amFAR, raising $700,000 dollars for AIDS research. The celebrity-studded event was a night full of fun, freedom, and, of course, Madonna baring it all, removing an oversized jacket to reveal only a buckle-adorned harness bra.

Madonna at a fashion benefit hosted by Jean-Paul Gaultier while wearing a buckle-adorned harness bra
Debbie Harry

Lead singer of Blondie, Debbie Harry remains a rock icon through both her music and ‘70s punk fashion. Vintage tees with no bra were a staple on and off stage.

Debbie Harry wearing a vintage tee with no bra on a stage performance.
Lil' Kim

Lil’ Kim’s one-shoulder purple jumpsuit and seashell pastie duo, designed by her stylist Misa Hylton, was a hit at the 1999 MTV VMAs. The silhouette cemented itself in the entertainment and fashion industries; Miley Cyrus paid tribute to the look on Halloween in 2013, and designer Anthony Vaccarello included a single breast-baring little black dress—paired with a bedazzled pastie—in his debut Spring/Summer 2017 collection for Saint Laurent.

Lil' Kim wearing only a one-shoulder purple jumpsuit and seashell pastie on a red carpet at 1999 MTV VMAs
Jennifer Aniston

The everlasting success of Friends helped ingrain effortless ‘90s style—high-waisted jeans, baguette bags, slip dresses, sneakers—into our current outfit repertoire. But the nipple as a fashion accessory is arguably the sitcom’s most influential fashion contribution, even surging the fake nipple trend in 2017. Though Aniston once admitted that she did in fact wear bras when filming the show, Friends has undoubtedly inspired us to go no bra when slipping on a tee in the morning.

Jennifer Aniston wearing a grey shirt during with no bra during the filming of Friends
Tyra Banks

Braless looks have long been a runway regular, seen in collections from Chanel, Prada, Dior, and Versace for decades. In Sonia Rykiel’s Spring/Summer 1991 show, Tyra Banks showed how chic bra-free can be, wearing a mesh top under an oversized suit.

Tyra Banks at Sonia Rykiel's Spring/Summer 1991 show while wearing a mesh top with an oversized suit
Jennifer Lopez

Jennifer Lopez’s 2000s Grammys look, an emerald chiffon Versace gown with a hip-length V, went down as the first viral dress in history. The buzz was monumental for J. Lo and Donatella Versace alike, and the two reunited on the Milan runway to debut an updated version in 2019.

Jennifer Lopez wearing a green hip-length V dress at the 2000 Grammys
Rihanna

When Rihanna graced the 2014 CFDA Fashion Awards to accept her accolade for Fashion Icon, there was no question why she was the pick. Her Swarovski crystal-adorned naked dress, a custom piece by Adam Selman, exemplified raw Hollywood glamour.

Rihanna at the 2014 CFDA Fashion Awards while wearing a Swarovski crystal-adorned naked dress
Kendall Jenner

Kendall Jenner's first major runway was walking for Marc Jacobs at 18 years old. Her catwalk debut made headlines for the bra-free ensemble and extreme beauty look. Since then, Jenner has been a staunch #freethenipple advocate, making her love for going braless public for years, whether running errands or on the red carpet. 

Kendall Jenner at Mar Jacobs show wearing a no-bra ensemble
Florence Pugh

While attending Valentino's Fall/Winter 2022 Haute Couture show in Rome, Florence Pugh arrived in a sheer pink gown from the brand's pink Fall/Winter 2022 collection. While many were stunned by the actress's breathtaking style moment, some social media users made less than kind comments about Pugh. The Don't Worry Darling star called out body shamers on Instagram, saying, "It makes me wonder what happened to you to be so content on being so loudly upset by the size of my boobs and body..? [...] It has always been my mission in this industry to say ‘fuck it and fuck that’ whenever anyone expects my body to morph into an opinion of what’s hot or sexually attractive."

Florence Pugh wearing a sheer pink gown from Valentino Fall/Winter 2022 Haute Couture Show
Florence Pugh

One year after her headline-inducing pink braless look, Pugh arrived at Valentino's Fall/Winter 2023 Haute Couture show in an ethereal sheer blue gown—no bra required. 

Florence Pugh Attending Valentino Haute Couture Fall/Winter 2023 show.
Dua Lipa

On the Barbie Los Angeles premiere red carpet, Dua Lipa went braless in a sheer dress by Bottega Veneta. The singer is not shy about showing off her body, as she has donned numerous sheer numbers in the past, with more to inevitably come.

no bra Dua Lipa sheer dress Barbie premiere Los Angeles red carpet
Emily Ratajkowski

It is a known fact that the most scandalous looks from the awards season can be found at the Vanity Fair Oscars party. In its 2024 edition, Emily Ratajkowski—known for her daring looks—chose a sculptural Jacquemus gown that floated off her body, revealing some extra skin on her left side. Although risking a nip slip, the supermodel wore this braless look with the unapologetic confidence that characterizes her.

Emily Ratajkowski wearing Jacquemus at the 2024 Vanity Fair Oscars Party.

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