Miley Cyrus has always been all about freeing the nipple ever since the movement began in the early 2010s. But sometimes, that doesn’t jibe with Instagram’s no-nudity regulations. Thus, she’s been known to go braless on many occasions, so she can feel free and natural.
“Humans aren’t afraid of the human breast. It’s the nipple that’s the issue,” Miley explained during a 2015 appearance on Jimmy Kimmel Live. “Like, I’m showing my boobs, and no one has a problem. But the nipples are covered, so somehow, that’s OK.”
“America’s actually fine with tits. It’s nipples they don’t like – which is what you have, which is insane,” she continued, adding, “Because the nipple – what you can’t show – everyone has. But the jug part – that everyone doesn’t [have] – you’re allowed to show underboob. I’ve never understood the way that works.”
Miley’s quest to free the nipple coincided with her leaving behind her teenage Hannah Montana Disney personality and transitioning into becoming an adult musical artist. In 2012, she chopped off her long locks for a daring light blonde buzz cut, ended her engagement to her The Last Song costar Liam Hemsworth and began being fearless about her 𝓈ℯ𝓍uality.
The singer then literally shed all her clothes for her “Wrecking Ball” music video, going totally nude except for big black combat boots. Then came the moment she took any remnant of Hannah Montana and broke her into a million pieces, with her risqué 2013 MTV Video Music Awards appearance, where she wore nude latex bra and underwear and twerked on singer Robin Thicke during a duet of “Blurred Lines.”
During her 2015 Kimmel appearance, Miley also dropped some rather shocking nuggets, including that her father, singer Billy Ray Cyrus, would prefer a nice daughter who showed her boobs than a clothed one who was mean. “My dad would rather I’d have my tits out and be a good person than have my shirt on and be a bitch,” she told the shocked host.
But Miley wasn’t done! She also exclaimed, “I see a lot of people with their clothes on, and they’re kind of assholes. When you have your tits out, you can’t really be an asshole.”
To this day, the “Heart of Glass” rocker has continued wearing daring braless looks and has looked smoking hot while doing so.
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SHOWING OUT FOR THE MET
The body of a goddess? Yeah, that’s Miley.
Photo by Matt Baron/Shutterstock
IN HER ROCKER ERA
Are we obsessed with all of her looks? Yes. Are we ashamed about it? No.
Courtesy of Miley Cyrus/Instagram
PUSHING THE LIMITS
Miley showed plenty of underboob in a racy Instagram photo on August 1, 2021.
Courtesy of Miley Cyrus/Instagram
JUST HANGING OUT!
While showing off a new line of Miley merchandise, the singer lay on a white sofa in a sheer cutoff tank top that was completely see-through.
Courtesy of Miley Cyrus/Instagram
NO BRA, NO PROBLEM!
Miley teased new merchandise on July 27, 2021, by wearing a sheer white crop top. The pants had a graphic design of a topless woman on the right leg.
Courtesy Miley Cyrus/Instagram
MAKING A STATEMENT
“IDK what @billyraycyrus is gonna be more pissed about!” she quipped while rocking the trend yet again on July 20, 2021. “Me making a shirt that says ‘I [red heart] d–k’ or crawling all over his truck in my @gucci heels!”
MEGA
NO BRA AT THE SALON
Miley wore a grey tank with nothing underneath as she paid a parking meter before heading into a hair salon on September 22, 2020.
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RED CARPET HOTTIE
Keeping it classy, keeping it hawt.
MEGA
Two months after splitting up with ex-husband Liam Hemsworth, Miley freed the nipple on a coffee run with then-boyfriend, Cody Simpson, on October 13, 2019.
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TAKING THE PLUNGE
Miley Cyrus showed off plenty of cleavage when she attended the Tom Ford show at New York Fashion Week in September 2019. She wore a black blouse unbuttoned nearly all the way down to her waistline.
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SEE-THROUGH WHITE HALTER
Miley left little to the imagination while performing at the U.K.’s Glastonbury Festival in June 2019. She wore a see-through white cropped halter top with no bra underneath.
MEGA
WHITE T-SHIRT AND JEANS
Miley Cyrus was photographed while shopping at Southern Calif.’s Sherman Oaks Fashion Square Mall in 2019. Once again, she donned her favorite look of a braless white T-shirt and jeans.
MEGA
SMOOTHIE RUN
Miley left her bra at home when she made a June 2018 outing in a white T-shirt to grab a cool beverage in Los Angeles.
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ICONIC VMAS OUTFIT
Miley arrived at the 2015 MTV Video Music Awards wearing a top featuring two small straps that went over her shoulders and barely concealed her nipples. The rest of her breasts were on full display in the racy outfit, which featured a short, chain-link skirt showing her underwear.
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BOLD BUTTERFLY
The “Angels Like You” singer left little to the imagination in a whimsical, skin-baring butterfly costume while performing at the Adult Swim Upfront party in New York in May 2015.
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WOWING IN WHITE
Miley looked equal parts 𝓈ℯ𝓍y and chic in a plunging white blazer and matching bell bottoms while attending W Magazine‘s Shooting Stars exhibit opening in Los Angeles in January 2015. The Hannah Montana alum served as cohost of the event.
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DOMINATRIX
She’s just being Miley! The “Nothing Breaks Like a Heart” crooner made jaws drop while posing in a BDSM-inspired getup at the amfAR Inspiration Gala in Los Angeles in October 2014.
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