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Published: 05:03 BST, 10 February 2013 | Updated: 14:57 BST, 11 February 2013
She's not exactly known for her demure style and conservative fashion choices.
But Miley Cyrus showed off more more than she bargained for at Saturday's pre-Grammy bash in LA when she nearly popped out of her daring black gown.
Displaying a hint of sideboob throughout the evening, the actress nearly came a cropper when the risqué dress gaped open to reveal a clear nipple cover.
Wardrobe malfunction alert: Miley Cyrus adjusts her halter dress as she arrives at the pre-Grammy party on Saturday
Living up to her wild child reputation, the 20-year-old left little to the imagination in the floor-length, black Emilio Pucci halter-gown and was constantly checking that it preserved her modesty.
Looking typically edgy with her blonde hair spiked up and showing off a hint of leg under the sheer dress, the star spent the evening mingling with friends at the bash honoring L.A. Reid at the Beverly Hilton.
Adding to her rocky look, the former child star wore black, smokey make-up on her eyes, Versace boots and jewelry from Lorraine Schwartz and Ofira.
Gaping gown: Miley barely manages to preserve her modesty in the edgy Emilio Pucci dress
More than she bargained for: The 20-year-old nearly has a wardrobe malfunction and spends the evening checking her neckline
Her long, black dress, which barely covered her chest was cut so that the singer's dream catcher tattoo was clearly visible under her right arm.
The Hannah Montana star, who struck her tongue out in a number of snaps, spent much of the evening chatting to more demurely-dressed Katy Perry.
The raven-haired 28-year-old looked like a silver-screen angel in a Rafael Cennamo long-sleeve boatneck gown with pearl embroidery.
It's the new cleavage: Meanwhile the pixie-haired 20-year-old flaunted her sideboob in an edgy Emilio Pucci halter-gown
Rebel yell: The Hannah Montana starlet paired her sheer black gown with Versace boots and jewelry from Lorraine Schwartz and Ofira
Another adjustment: The star pulls at the side of her dress again, clearly worried about popping out
Bosom buddies: Katy Perry went in for a kiss with with Miley Cyrus at Clive Davis' pre-Grammy party held at the Beverly Hilton in Los Angeles on Saturday
Katy teamed the elegant frock with Charlotte Olympia heels, a Judith Leiber bag, a Norman Silverman ring, and Misaki earrings.
Not seen Saturday was Miley's fiancé Liam Hemsworth, who will star in The Hunger Games: Catching Fire due out November 22.
The Hannah Montana star is currently working on her fourth studio alum, slated for a 2013 release.
Waiting close by was Perry's on/off boyfriend since June, John Mayer.
Country girls: And just as the singing duo have strayed from their country roots, the two pop stars' looks at the Beverly Hilton bash could not have been more different
Winning trio: With her fiancé Liam Hemsworth nowhere to be seen, Miley hung out with American Idol's Randy Jackson and Ryan Seacrest
Not so basic black: The engaged pop star swapped coy glances and fun gossip with Nicole Richie in a scaly backless frock
Usual pose: Miley adopts her usual tongue-out pose as she's snapped with Wiz Khalifa
The 35-year-old womanising bluesman wore a cream suit to match his girlfriend's sumptuous gown as they chatted up 16-time Grammy winner Sting.
But the California Gurls hitmaker has decided to make the Grammys a 'Girls' night this Sunday and she'll be taking actress Allison Williams as her date.
'I am going to the Grammys and Katy Perry is my date,' the HBO starlet told Anderson Cooper Thursday.
Pucker up: The young singer plants a kiss on Pharrell Williams as they party in LA
Her leading man: Waiting close by was Perry's on/off boyfriend since June, John Mayer
'She's the hottest date. She's a friend of mine and she's nominated [for Wide Awake], as she should be. I can't wait to go. Obviously she's awesome. She's the best.'
Katy hung out with Allison at President Obama's inauguration, and the gal pals reportedly got to know each other through John.
According to E! News , the lovebirds have even double dated with the Girls actress and her boyfriend, College Humor founder Ricky Van Veen.
Legendary: Musician Patti Smith performs onstage
Sing it out: Patti really knows how to belt out a tune
Centre stage: Patti held the audience's rapt attention
However, Mayer will easily be able to join them in the awards festivities as he is scheduled to present an award at the Grammys.
John has a notorious reputation for loving and leaving some of Hollywood's most eligible ladies, including Taylor Swift, Jessica Simpson, Jennifer Aniston, Jennifer Love-Hewitt, and Minka Kelly.
'I was just a jerk,' the Born and Raised singer admitted in a sit-down interview with CBS Sunday Morning airing February 10.
Rocking out: Miley was an enthusiastic member of the audience
Shout it out: An excited Miley was hollering at one point
Old fashioned: Usher was decked out in a woolly grey suit
Class act: Usher performed with a guitarist accompanying
Before Mayer, the divorced stunner was linked to male model Baptiste Giabiconi and Florence And The Machine guitarist Rob Ackroyd.
Also at Clive Davis & The Recording Academy's Saturday soiree was American Idol's Randy Jackson and Ryan Seacrest, rapper Wiz Khalifa, and singer Ashanti who all took turns posing with a tongue-happy Cyrus.
Also performing at the star-studded event were singers Miguel and Sting, who had the audience yelling and hollering in excitement when he took the stage.
Wore it well: Miguel wore a shining suit with lots of bling
Spellbinding: Miguel was having a great time on stage as he clasped the microphone dramatically
Getting the party going: Sting captivated the audience with his exquisite voice
Multitalented: Sting played the guitar and showed off some of that talent
The 55th annual Grammy Awards - airing live this Sunday on CBS - will feature performances from Elton John, Alicia Keys, Justin Timberlake, Rihanna, Sting, Frank Ocean, Taylor Swift, Maroon 5, Bruno Mars, and Kelly Clarkson.
It will also reportedly be the first red carpet appearance of on/off couple Rihanna and Chris Brown since he brutally attacked the Barbadian pop star after the 2009 Grammys.
Golden: Caroline D'Amore shimmered on the red carpet in this gold number
Hip-hop cred: A tongue-happy Cyrus also cosied up to singer Ashanti and rapper Wiz Khalifa at the Clive Davis & The Recording Academy's soiree Saturday
Speaking of sideboob: The 32-year-old Foolish singer was also doing her part to bust out the brave trend of flashing alternative cleavage
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