The 20 Most Revealing Grammy Dresses Ever (2024)

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Jennifer Lopez

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In 2000 Jennifer Lopez arrived at the 2000 Grammys — on the arm of then boyfriend Puff Daddy — in this jaw-dropping sheer Versace gown. The see-through fabric and extreme plunging, uh, neckline helped put Lopez on the map. A few weeks later, South Park creator Trey Parker wore a knock-off JLo dress to the Oscars.

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Celine Dion

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Celine Dion probably remembers 1993 as the year she won her first Grammy, but who can forget the sight of her in a black knit dress so sheer it offered an unobscured view of her teeny-tiny thong.

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Toni Braxton

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Apparently determined not to be outdone by the Versace dress JLo wore the year before, Toni Braxton showed up to the 2001 Grammys in a barely there Richard Tyler gown. ''I've always gone a little risque with all my other awards [show outfits],'' Braxton told People. ''I decided that before I got married and had babies, I'd wear this.''

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Margaret Cho

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In 2004, a svelte Margaret Cho shook her tail feather in this Derek of Narcisse ''couture peacock feather fantasy.'' It was named worst dress of the 2004 Grammys by Joan Rivers and Steven Cojucaru, which, according to Cho, ''means it was the best dress there.''

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Rihanna

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In 2011, Rihanna played peek-a-boo in a tiered mermaid gown from Jean Paul Gaultier. Unfortunately, RiRi and her ruffled dress were upstaged by Lady Gaga — who arrived in an egg.

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Traci Bingham

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Oh, former Baywatch star Traci Bingham. Did we learn nothing from the Great Lil' Kim VMA Pastie Scandal of 1999? Bedazzling your nipples does not a red carpet outfit make.

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Beyonce

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Leave it to Beyonce to have every inch of her body covered in fabric and still find a way to be scandalously sexy. The star turned heads at the 2014 Grammy Awards in a white lace Michael Costello gown with sheer panels.

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M.I.A.

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The heavily pregnant M.I.A. flaunted her baby bump in a mesh mini dress with strategically placed polka-dot patches. The House of Holland frock was one of only two in the world, but it was hands-down the most talked-about dress at the 2009 Grammys.

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Anne V

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Swimsuit model Anne V showed everyone her bikini line when she attended the Grammys with boyfriend Adam Levine in 2012.

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Fergie

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''I had two choices and this was the safe one,'' Fergie said of the tangerine lace Jean Paul Gaultier Couture gown she wore in 2012. We wonder what the un-safe dress looked like.

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Madonna

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From the front, Madonna was rocking a corseted black-and-white ensemble with embellishment for days. From the back, the famed star was showing more bottom than the carpet had seen in years.

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Kelly Rowland

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Despite the wardrobe warning issued by the CBS Standards and Practices division just days earlier, Kelly Rowland wore a Georges Chakra Couture gown with strategically-placed sheer panels to last year's ceremony.

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Jennifer Love Hewitt

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In 2004, Jennifer Love Hewitt told reporters she wore this skin-tight fire engine red Armani number because she could ''get away with it.''

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Ciara

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A less confident woman would not have been able to pull it off, but Ciara rocked Emilio Pucci's halter dress — with cut-out details and a thigh-high side-split — in 2011.

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Kim Kardashian

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''I had the biggest fashion emergency. I took it to another tailor and they tailored it to where my whole butt wouldn't fit in it. I was freaking out and said that if I didn't have a dress, I wouldn't go,'' Kim Kardashian told E!'s Ryan Seacrest in 2011. After the designers fixed the backside of Kardashian's Kaufmanfranco gown, she hit the red carpet.

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Nadeea

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In 2010 Russian pop singer Nadeea showed a serious amount of side boob in a lace bustier mini-dress. For some reason, she felt it necessary to cover her shoulders with a sequined shrug. Also unexplainable — the silver face paint.

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Lil' Kim

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In another example of covering up the wrong body parts, the mullet dress Lil' Kim wore in 2004 had a barely-there bodice and a full fur collar.

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Teri Hatcher

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Teri Hatcher wore a see-through pinafore in 2006.

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Pink

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If everyone can see the Chinese dragon tattoo on your upper thigh, your dress might be too revealing. In 2003, Pink wore a shredded negligee that looked like it was from the goth eveningwear section of Frederick's of Hollywood.

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Christina Aguilera

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She won the award for Best Female Pop Vocal Performance in 2004, but Christina Aguilera spent most of her acceptance speech trying to prevent a nip from slipping out of her ill-fitting satin halter neck dress.