Kendall Jenner for Marc Jacobs Fall 2014
Kendall Jenner made her first major catwalk debut in true top-model fashion – in a sheer top at Marc Jacobs’ Fall 2014 show. Back then, we wondered if her catwalk stint was just a one-off, but now that she’s cemented herself as one of the most in-demand (and highest paid) models, it’s clear that Kendall’s here to stay. Photo: Getty
Rihanna at the 2014 CFDA Awards
To collect her Fashion Icon Award, Rihanna opted for a glittering, custom barely-there Swarovski crystal-encrusted gown leaving little to the imagination. In true Riri fashion, the singer had 0 craps to give about anyone put off by her look. “Do my t-ts bother you?” she asked a reporter that night “They'recovered in Swarovski crystals!“ Never change Rihanna, never change. Photo: Getty
Jennerifer Lopez at the 2000 Grammy Awards
With a neckline like that, Jennifer Lopez basically had no other option but to go braless. This palm leaf-printed Versace gown was not only one of the most talked about dresses ever,
Beyoncé in Crazy in Love
Beyoncé kicked off her solo career with Crazy in Love, the video for which opened with a simple but iconic Bey look – a white tank top, denim short shorts, red pumps and – you guessed it – a marked lack of a bra.
Toni Braxton at the 2001 Grammy Awards
Toni Braxton’s barely-there dress at the 2001 Grammy Awards basically required the singer to leave her bra at home. Photo: Getty
Lil’ Kim at the 1999 MTV Video Music Awards
Who could forget Lil’ Kim’s pastie moment at the 1999 MTV Video Music Awards? The rapstress took the red carpet in a single-sleeved top, obscuring her exposed nipple with nary but a sequined shell-shaped adhesive. Image: Getty
Rose McGowan at the 1998 MTV Video Music Awards
Rose McGowan took the red carpet at the 1998 VMAs in a very see-through mesh dress and… a thong. It was a braless moment for the ages and one that we were reminded of once again
Gwyneth Paltrow at the 2002 Oscars
Gwyneth Paltrow got a lot of flack when she hit the Oscars red carpet without a bra, but we’re not even mad at it – red carpet dressing is uncomfortable enough, and so we can’t really fault Paltrow for going braless in this Alexander McQueen number.
Drew Barrymore at the 2006 Golden Globe Awards
Drew Barrymore later apologized to Gucci for “[tarnishing]” their name for not wearing a bra with this look, but we don’t think it was such a big deal. We bet she was really comfortable that night, and that’s all that counts. Photo: Getty
Elizabeth Hurley at the 2010 Love Ball
We’re going to resist the urge to make a sorry sari pun right now. Looks like this piece Elizabeth Hurley wore to the 2010 Love Ball was a little more sheer than she thought, but we’ve all run into that problem at some point. Photo: Getty
Miley Cyrus at the 2015 MTV Video Music Awards
The VMAs have given us more than a few iconic braless looks, and Miley Cyrus looked to add another for her turn hosting the awards show this year – not that we expected her to wear a bra in the first place. Photo: Getty
Kendall Jenner made her first major catwalk debut in true top-model fashion – in a sheer top at Marc Jacobs’ Fall 2014 show. Back then, we wondered if her catwalk stint was just a one-off, but now that she’s cemented herself as one of the most in-demand (and highest paid) models, it’s clear that Kendall’s here to stay. Photo: Getty
Rihanna at the 2014 CFDA Awards
To collect her Fashion Icon Award, Rihanna opted for a glittering, custom barely-there Swarovski crystal-encrusted gown leaving little to the imagination. In true Riri fashion, the singer had 0 craps to give about anyone put off by her look. “Do my t-ts bother you?” she asked a reporter that night “They'recovered in Swarovski crystals!“ Never change Rihanna, never change. Photo: Getty
Jennerifer Lopez at the 2000 Grammy Awards
With a neckline like that, Jennifer Lopez basically had no other option but to go braless. This palm leaf-printed Versace gown was not only one of the most talked about dresses ever,
Beyoncé in Crazy in Love
Beyoncé kicked off her solo career with Crazy in Love, the video for which opened with a simple but iconic Bey look – a white tank top, denim short shorts, red pumps and – you guessed it – a marked lack of a bra.
Toni Braxton at the 2001 Grammy Awards
Toni Braxton’s barely-there dress at the 2001 Grammy Awards basically required the singer to leave her bra at home. Photo: Getty
Lil’ Kim at the 1999 MTV Video Music Awards
Who could forget Lil’ Kim’s pastie moment at the 1999 MTV Video Music Awards? The rapstress took the red carpet in a single-sleeved top, obscuring her exposed nipple with nary but a sequined shell-shaped adhesive. Image: Getty
Rose McGowan at the 1998 MTV Video Music Awards
Rose McGowan took the red carpet at the 1998 VMAs in a very see-through mesh dress and… a thong. It was a braless moment for the ages and one that we were reminded of once again
Gwyneth Paltrow at the 2002 Oscars
Gwyneth Paltrow got a lot of flack when she hit the Oscars red carpet without a bra, but we’re not even mad at it – red carpet dressing is uncomfortable enough, and so we can’t really fault Paltrow for going braless in this Alexander McQueen number.
Drew Barrymore at the 2006 Golden Globe Awards
Drew Barrymore later apologized to Gucci for “[tarnishing]” their name for not wearing a bra with this look, but we don’t think it was such a big deal. We bet she was really comfortable that night, and that’s all that counts. Photo: Getty
Elizabeth Hurley at the 2010 Love Ball
We’re going to resist the urge to make a sorry sari pun right now. Looks like this piece Elizabeth Hurley wore to the 2010 Love Ball was a little more sheer than she thought, but we’ve all run into that problem at some point. Photo: Getty
Miley Cyrus at the 2015 MTV Video Music Awards
The VMAs have given us more than a few iconic braless looks, and Miley Cyrus looked to add another for her turn hosting the awards show this year – not that we expected her to wear a bra in the first place. Photo: Getty
