It is believed National No Bra Day emerged as an unofficial holiday that coincided with Breast Cancer Awareness Month, which is celebrated every October.
Lil’ Kim’s one-of-a-kind purple jumpsuit
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
Tyra Banks’ bold runway moment
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.
Jennifer Lopez’s 2000 viral dress
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.
Rihanna’s “naked dress”
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.
Dua Lipa at Barbie LA premiere
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.