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Relive the Top Grammy Gowns of All Time
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Relive the Top Grammy Gowns of All Time

InStyle Staff
Feb 09, 2017 @ 4:00 pm
<p>Taylor Swift, 2016</p>
pinterest
Taylor Swift, 2016

Taylor Swift stunned in this pink and orange Versace two-piece ensemble, paired with Lorraine Schwartz jewelry.

Jason Merritt/Getty
<p>Adele, 2016</p>
pinterest
Adele, 2016

The Grammy winner walked the red carpet in this velvet, embellished black gown from Givenchy by Riccardo Tisci.

Jason Merritt/Getty
<p>Bella Hadid, 2016</p>
pinterest
Bella Hadid, 2016

Hadid showed off her enviable figure in an Alexandre Vauthier Haute Couture longsleeve gown with cutouts and a thigh high slit, pairing the all-black look with Bulgari jewelry.

Steve Granitz/WireImage
<p>Selena Gomez, 2016</p>
pinterest
Selena Gomez, 2016

The songstress channeled some major mermaid vibes in this gorgeous blue, sparking gown from Calvin Klein, featuring sexy cutouts and a deep-V neckline. 

Jason Merritt/Getty
<p>Ciara, 2016</p>
pinterest
Ciara, 2016

Ciara owned the Grammy red carpet in this sexy, slinky number from Alexandre Vauthier Haute Couture with a Norman Silverman ring and Giuseppe Zanotti shoes.

Kevin Mazur/WireImage
2015 Grammy Arrivals - Rihanna
pinterest
Rihanna, 2015

Rihanna stole the entire show in a pink tulle Giambattista Valli Haute Couture gown.

VALERIE MACON/AFP/Getty Images
Taylor Swift in Elie Saab
pinterest
Taylor Swift, 2015

Taylor Swift wore a blue Elie Saab high-low gown with Lorraine Schwartz jewelry and Guiseppe Zanotti shoes to the 2015 awards show.

Jason Merritt/Getty Images
2015 BAFTA Arrivals - Kim Kardashian
pinterest
Kim Kardashian, 2015

Kim Kardashian wore a gold Jean Paul Gaultier gown with a plunging neckline and sparkling pockets.

Larry Busacca/Getty Images
Grammys 2014
pinterest
Beyonce, 2014

Beyonce wore a white lacy Michael Costello gown that had everyone talking for weeks after the 2014 Grammy Awards night.

Steve Granitz/WireImage
Grammys Arrivals - Chrissy Teigen and John Legend
pinterest
Chrissy Teigen, 2014

Chrissy Teigen wore a beautiful gold Johanna Johnson gown and Casadei heels alongside hubby John Legend.

Larry Busacca/WireImage
Grammys 2014 - Miranda Lambert in Pamella Roland
pinterest
Miranda Lambert, 2014

Miranda Lambert looked gorgeous in a custom red Pamella Roland gown with a plunging neckline at the 2014 Grammys.

Jason Merritt/Getty Images
Alicia Keys at Grammys 2013
pinterest
Alicia Keys, 2013

Presenter Alicia Keys showed off her enviable curves in a body-hugging black Azzedine Alaia dress, which featured stomach baring cut outs. She accessorized her look with coordinating Lorraine Schwartz jewels and Jimmy Choo heels.

Jason Merritt/Getty Images
Rihanna at Grammys 2013
pinterest
Rihanna, 2013

"Stunning," said Rihanna of the custom Azzedine Alaia dress that she sported with Neil Lane jewelry. The singer, who was nominated for three awards this year, explained that she loved the vibrant color of the look, which she matched to her lips and nails.

Jason Merritt/Getty Images
Jennifer Lopez
pinterest
Jennifer Lopez, 2013

"They didn't say anything about the leg," said presenter Jennifer Lopez about the wardrobe restrictions that CBS released to Grammy attendees. The singer, who is working on new music, was clad in a minimalist one-shouldered Anthony Vaccarello design that showcased her bronzed glow and toned physique.

Lester Cohen/WireImage
Gwyneth Paltrow - Stella McCartney - Grammys
pinterest
Gwyneth Paltrow, 2012
Presenter Gwyneth Paltrow chose a stunning Stella McCartney column dress cinched at the waist with one of the night's big trends-a metal belt.
Larry Busacca/Getty Images
Carrie Underwood - Gomez-Gracia - Grammys
pinterest
Carrie Underwood, 2012
Carrie Underwood looked flawless from all angles in a backless Gomez-Gracia long-sleeve gown. One-of-a-kind Johnathon Arndt diamond earrings and a Swarovski crystal-embellished Rene Caovilla clutch brought out the sparkle in the sequin-embroidered tulle dress.
Jason Merritt/Getty Images
Adele - Giorgio Armani - Grammys 2012
pinterest
Adele, 2012
Adele played up her curves in a three-quarter sleeve black sequined Giorgio Armani gown, De Beers earrings and a 12.4 carat diamond ring by Harry Winston.
Larry Busacca/Getty Images
Nicole Kidman - Jean Paul Gaultier - Best Grammys Fashion
pinterest
Nicole Kidman, 2011
Nicole Kidman supported her Grammy-winning spouse Keith Urban in a delicately embellished floral Jean Paul Gaultier gown and Fred Leighton jewelry.
Jason Merritt/Getty Images
Heidi Klum - Julien Macdonald - Best Grammys Fashion
pinterest
Heidi Klum, 2011
Heidi Klum looked statuesque in a gold sequined Julien Macdonald gown. Her secret accessory? A matching metallic pedicure.
Steve Granitz/WireImage
Florence Welch - Best Grammys Fashion - Givenchy
pinterest
Florence Welch, 2011
A swan song for Florence Welch of Florence + the Machine? Her avian-motif gown from Givenchy haute couture featured a dramatic bird applique with tangerine "feathers" accenting the open back.
Steve Granitz/WireImage
Lea Michele - Emilio Pucci - Best Grammys Fashion
pinterest
Lea Michele, 2011
Glee nominee Lea Michele flashed a spectacular leg in a ruffled gown from Emilio Pucci. Accessories included patent platforms and a 200-carat Lorraine Schwartz cuff loaded with black diamonds, sapphires, rubies and emeralds.
Kyle Rover/startraksphoto.com
Selena Gomez - J. Mendel - Best Grammys Fashion
pinterest
Selena Gomez, 2011
Selena Gomez chose a winning metallic J. Mendel slipdress: "It's gold and I feel like an award, so that's why I picked it!" She kept her accessories classic, choosing a cuff and earrings from Lorraine Schwartz.
Larry Busacca/Getty Images For The Recording Academy
Beyonce - Stephane Rolland - Best Grammys Fashion
pinterest
Beyonce, 2010
Beyonce's architectural Stephane Rolland haute couture gown (and her 12-carat custom diamond earrings by Lorraine Schwartz and Ofira) recalled the golden pyramids of ancient Egypt. Adding to her regal appearance? A six-Grammy haul.
Jon Kopaloff/FilmMagic
Keri Hilson - Dolce & Gabbana - Best Grammys Fashion
pinterest
Keri Hilson, 2010
Best New Artist nominee Keri Hilson looked sweet and sultry in a pale pink Dolce & Gabbana mermaid gown with a major statement ring. "It's serious," she said of the bauble on the red carpet. "It's Neil Lane."
Arnold Turner/WireImage
Ciara - Givenchy - Best Grammys Fashion
pinterest
Ciara, 2010
R&B beauty Ciara dared to bare in a crystal-studded sheer haute couture design over a black bodysuit. "Givenchy is my choice tonight," she told reporters. "I've got a little sheer going on, but the fun is in the jacket."
Gabriel Bouys/AFP/Getty
Jennifer Nettles - Victoria Beckham - Best Grammys Fashion
pinterest
Jennifer Nettles, 2010
Sugarland frontwoman Jennifer Nettles showed the sleek side of Nashville in a chic colorblock fishtail gown by Victoria Beckham.
Kevin Mazur/WireImage
Lady Gaga - Giorgio Armani Prive - Best Grammys Fashion
pinterest
Lady Gaga, 2010
Lady Gaga was a star through and through in a celestial custom creation by Giorgio Armani Prive. The look layered a rhinestone-wrapped ball gown over a stone-studded body stocking. "I am delighted to be creating these outfits on such an important night for her, the Grammys, and I wish her the best of luck," the designer said in a statement.
Kevin Mazur/WireImage
Katy Perry - Zac Posen - Best Grammys Fashion
pinterest
Katy Perry, 2010
"I have this whole kind of India thing going on," Katy Perry said of her gold bindi and nude Zac Posen gown."There's metal on here," she joked of the daisy appliqués, "So if there are any magnets around, [the dress] will be pulled off."
Dan MacMedan/WireImage
Adele - Barbara Tfank - Grammys Fashion
pinterest
Adele, 2009
"Adele has a great sense of style," designer Barbara Tfank told InStyle of the star's sophisticated custom satin dress. "She understands timeless elegance, but she's just being herself." The vintage-inspired number was topped with a chartreuse jacket for the red carpet.
Jason Merritt/Getty Images
Sheryl Crow - Toni Maticevski - Best Grammys Fashion
pinterest
Sheryl Crow, 2009
Sheryl Crow draped her buff bronzed curves with a tie-dye gown from Australian designer Toni Maticevski.
Jon Kopaloff/FilmMagic
Taylor Swift - Kaufmanfranco - Best Grammys Fashion
pinterest
Taylor Swift, 2009
19-year-old Taylor Swift went sophisticated in a strappy Kaufmanfranco gown with patent leather accents.
UPI Photo /Landov
Miley Cyrus - Max Azria Atelier - Best Grammys Fashion
pinterest
Miley Cyrus, 2009
Miley Cyrus posed on the red carpet in a not-so-basic black gown from pal Max Azria.
Jeff Vespa/WireImage
Rihanna - Zac Posen - Best Grammys Fashion
pinterest
Rihanna, 2008
R&B superstar Rihanna perfectly walked the line between edgy and elegant in her bold cobalt Zac Posen with a feathered underskirt.
Jen Lowery/Startraks
Fergie - Calvin Klein Collection - Best Grammys Fashion
pinterest
Fergie, 2008
A canary column from the minimalist Calvin Klein Collection line turned out to be a memorable choice for Fergie. "We saw a lovely face, not just a body," designer Francisco Costa told InStyle of the look. "She called this dress her glass slipper."
Goff/INFphoto
Carrie Underwood - Zuhair Murad - Best Grammys Fashion
pinterest
Carrie Underwood, 2008
Country star Carrie Underwood matched her gown to her bubbly personality with an exuberant Zuhair Murad print gown.
Lester Cohen/WireImage
Faith Hill - Valentino - Best Grammys Fashion
pinterest
Faith Hill, 2008
Country singer Faith Hill was more Old Hollywood than Nashville in her beautifully draped gown from Valentino. The design featured a trio of beaded bows on its single sleeve.
Dan MacMedan/WireImage
Mary J. Blige - Michael Kors - Best Grammys Fashion
pinterest
Mary J. Blige, 2007
The First Lady of R&B Mary J. Blige opted for an ivory sequined gown from Michael Kors cinched with a wide pewter-leather belt.
Gilbert Flores/Celebrity Photo
Jennifer Hudson - Roberto Cavalli - Best Grammys Fashion
pinterest
Jennifer Hudson, 2007
Songstress Jennifer Hudson proudly played up her curves in a head-turning red halter look from Roberto Cavalli.
Sara De Boer/Retna
Alicia Keys - Giorgio Armani Prive - Best Grammys Fashion
pinterest
Alicia Keys, 2006
Alicia Keys collaborated with Giorgio Armani on a custom Prive gown with a daring illusion bodice. "Armani's designs need no one's help, but he catered to my desires with this dress," she told InStyle. "We walked through every step together. It's like our baby!"
Stephen Shugerman/Getty
Christina Aguilera - Roberto Cavalli - Best Grammys Fashion
pinterest
Christina Aguilera, 2006
Christina Aguilera made the most of her curves slinky white satin bias-cut gown from Roberto Cavalli.
Lester Cohen/WireImage
Fiona Apple - J. Mendel - Best Grammys Fashion
pinterest
Fiona Apple, 2006
Fiona Apple got romantic in a ruffled blush J. Mendel gown with princess puff sleeves and a gilded belt.
Jon Kopaloff/FilmMagic
Gwen Stefani - L.A.M.B. - Best Grammys Fashion
pinterest
Gwen Stefani, 2006
Mother-to-be Gwen Stefani showed off changing shape with a L.A.M.B. dip-dyed leopard-print maternity gown with a single shoulder.
Kevin Mazur/WireImage
Jennifer Lopez - Versace - Best Grammys Fashion
pinterest
Jennifer Lopez, 2000
Will anything ever top this Grammys look? The down-to-there (and up-to-there!) jungle print piece made Jennifer Lopez an instant icon, even as the world wondered how the barely-there design stayed in place. "Everything is attached," a Versace representative explained to People. "You just slip the whole thing on."
Eric Charbonneau/Berliner Studio
Britney Spears - Randolph Duke - Oscar de la Renta - Best Grammys Fashion
pinterest
Britney Spears, 2000
Britney Spears channeled Jean Harlow in a bias cut white Randolph Duke gown and an Oscar de la Renta fur stole.
Kevin Mazur/WireImage
Lauryn Hill - Giorgio Armani - Best Grammys Fashion
pinterest
Lauryn Hill, 1999
Former Fugee Lauryn Hill paired a cropped T-shirt with a colorful chiffon skirt from Giorgio Armani for an irreverent take on after-dark attire.
Fitzroy Barrett/Globe Photos
Shania Twain - Marc Bouwer - Best Grammys Fashion
pinterest
Shania Twain, 1994
Who says you need to show skin to look sexy? Shania Twain highlighted her hourglass figure with a painted on (and covered up) floor length turtleneck by Marc Bouwer.
Mirek Towski/DMI/Time Life Pictures/Getty
Whitney Houston - Best Grammys Fashion - Travilla
pinterest
Whitney Houston, 1986
Whitney Houston picked up her first Grammy in a timeless sky blue Travilla number with a bedazzled strap.
Ron Galella/WireImage
1 of 48

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Dan MacMedan/WireImage
View Gallery

At the 2015 Grammys, Rihanna stole the entire red carpet—and all at the last minute—when she stepped out in a hot-off-the-runway gown straight from Giambattista Valli Haute Couture's spring 2015 show. 

In 2016, Adele graced the Grammy red carpet in a black mousseline-and-velvet custom Givenchy Haute Couture by Riccardo Tisci gown, that was spliced at the arms and embroidered with paillettes, pearls, and crystals. Absolutely stunning.

Every year, we're left impressed by the beautiful (and sometimes wild) gowns spotted at the Grammys. The show is a bit more relaxed than other events, offering sartorial stars an opportunity to slip into something they wouldn't exactly wear to, say, the Oscars or even to an appearance on Colbert.

RELATED: See Who Will Be Performing at the 2016 Grammys

VIDEO: A Taste of the Grammys: What's on the Menu for Music's Biggest Night

 

Suffice it to say, there's been plenty of unforgettable dresses over the years, including everything from Jennifer Lopez's down-to-there jungle print Versace gown in 2000 to Whitney Houston's timeless sky blue Travilla with a bedazzled strap in 1986. Keep clicking to relive all these gowns and more. 

1 of 47 Jason Merritt/Getty

Taylor Swift, 2016

Taylor Swift stunned in this pink and orange Versace two-piece ensemble, paired with Lorraine Schwartz jewelry.

Advertisement
2 of 47 Jason Merritt/Getty

Adele, 2016

The Grammy winner walked the red carpet in this velvet, embellished black gown from Givenchy by Riccardo Tisci.

3 of 47 Steve Granitz/WireImage

Bella Hadid, 2016

Hadid showed off her enviable figure in an Alexandre Vauthier Haute Couture longsleeve gown with cutouts and a thigh high slit, pairing the all-black look with Bulgari jewelry.

Advertisement
4 of 47 Jason Merritt/Getty

Selena Gomez, 2016

The songstress channeled some major mermaid vibes in this gorgeous blue, sparking gown from Calvin Klein, featuring sexy cutouts and a deep-V neckline. 

Advertisement
5 of 47 Kevin Mazur/WireImage

Ciara, 2016

Ciara owned the Grammy red carpet in this sexy, slinky number from Alexandre Vauthier Haute Couture with a Norman Silverman ring and Giuseppe Zanotti shoes.

Advertisement
6 of 47 VALERIE MACON/AFP/Getty Images

Rihanna, 2015

Rihanna stole the entire show in a pink tulle Giambattista Valli Haute Couture gown.

Advertisement
7 of 47 Jason Merritt/Getty Images

Taylor Swift, 2015

Taylor Swift wore a blue Elie Saab high-low gown with Lorraine Schwartz jewelry and Guiseppe Zanotti shoes to the 2015 awards show.

Advertisement
8 of 47 Larry Busacca/Getty Images

Kim Kardashian, 2015

Kim Kardashian wore a gold Jean Paul Gaultier gown with a plunging neckline and sparkling pockets.

Advertisement
9 of 47 Steve Granitz/WireImage

Beyonce, 2014

Beyonce wore a white lacy Michael Costello gown that had everyone talking for weeks after the 2014 Grammy Awards night.

Advertisement
10 of 47 Larry Busacca/WireImage

Chrissy Teigen, 2014

Chrissy Teigen wore a beautiful gold Johanna Johnson gown and Casadei heels alongside hubby John Legend.

Advertisement
11 of 47 Jason Merritt/Getty Images

Miranda Lambert, 2014

Miranda Lambert looked gorgeous in a custom red Pamella Roland gown with a plunging neckline at the 2014 Grammys.

Advertisement
12 of 47 Jason Merritt/Getty Images

Alicia Keys, 2013

Presenter Alicia Keys showed off her enviable curves in a body-hugging black Azzedine Alaia dress, which featured stomach baring cut outs. She accessorized her look with coordinating Lorraine Schwartz jewels and Jimmy Choo heels.

Advertisement
13 of 47 Jason Merritt/Getty Images

Rihanna, 2013

"Stunning," said Rihanna of the custom Azzedine Alaia dress that she sported with Neil Lane jewelry. The singer, who was nominated for three awards this year, explained that she loved the vibrant color of the look, which she matched to her lips and nails.

Advertisement
14 of 47 Lester Cohen/WireImage

Jennifer Lopez, 2013

"They didn't say anything about the leg," said presenter Jennifer Lopez about the wardrobe restrictions that CBS released to Grammy attendees. The singer, who is working on new music, was clad in a minimalist one-shouldered Anthony Vaccarello design that showcased her bronzed glow and toned physique.

Advertisement
15 of 47 Larry Busacca/Getty Images

Gwyneth Paltrow, 2012

Presenter Gwyneth Paltrow chose a stunning Stella McCartney column dress cinched at the waist with one of the night's big trends-a metal belt.
Advertisement
16 of 47 Jason Merritt/Getty Images

Carrie Underwood, 2012

Carrie Underwood looked flawless from all angles in a backless Gomez-Gracia long-sleeve gown. One-of-a-kind Johnathon Arndt diamond earrings and a Swarovski crystal-embellished Rene Caovilla clutch brought out the sparkle in the sequin-embroidered tulle dress.
Advertisement
17 of 47 Larry Busacca/Getty Images

Adele, 2012

Adele played up her curves in a three-quarter sleeve black sequined Giorgio Armani gown, De Beers earrings and a 12.4 carat diamond ring by Harry Winston.
Advertisement
18 of 47 Jason Merritt/Getty Images

Nicole Kidman, 2011

Nicole Kidman supported her Grammy-winning spouse Keith Urban in a delicately embellished floral Jean Paul Gaultier gown and Fred Leighton jewelry.
Advertisement
19 of 47 Steve Granitz/WireImage

Heidi Klum, 2011

Heidi Klum looked statuesque in a gold sequined Julien Macdonald gown. Her secret accessory? A matching metallic pedicure.
Advertisement
20 of 47 Steve Granitz/WireImage

Florence Welch, 2011

A swan song for Florence Welch of Florence + the Machine? Her avian-motif gown from Givenchy haute couture featured a dramatic bird applique with tangerine "feathers" accenting the open back.
Advertisement
21 of 47 Kyle Rover/startraksphoto.com

Lea Michele, 2011

Glee nominee Lea Michele flashed a spectacular leg in a ruffled gown from Emilio Pucci. Accessories included patent platforms and a 200-carat Lorraine Schwartz cuff loaded with black diamonds, sapphires, rubies and emeralds.
Advertisement
22 of 47 Larry Busacca/Getty Images For The Recording Academy

Selena Gomez, 2011

Selena Gomez chose a winning metallic J. Mendel slipdress: "It's gold and I feel like an award, so that's why I picked it!" She kept her accessories classic, choosing a cuff and earrings from Lorraine Schwartz.
Advertisement
23 of 47 Jon Kopaloff/FilmMagic

Beyonce, 2010

Beyonce's architectural Stephane Rolland haute couture gown (and her 12-carat custom diamond earrings by Lorraine Schwartz and Ofira) recalled the golden pyramids of ancient Egypt. Adding to her regal appearance? A six-Grammy haul.
Advertisement
24 of 47 Arnold Turner/WireImage

Keri Hilson, 2010

Best New Artist nominee Keri Hilson looked sweet and sultry in a pale pink Dolce & Gabbana mermaid gown with a major statement ring. "It's serious," she said of the bauble on the red carpet. "It's Neil Lane."
Advertisement
25 of 47 Gabriel Bouys/AFP/Getty

Ciara, 2010

R&B beauty Ciara dared to bare in a crystal-studded sheer haute couture design over a black bodysuit. "Givenchy is my choice tonight," she told reporters. "I've got a little sheer going on, but the fun is in the jacket."
Advertisement
26 of 47 Kevin Mazur/WireImage

Jennifer Nettles, 2010

Sugarland frontwoman Jennifer Nettles showed the sleek side of Nashville in a chic colorblock fishtail gown by Victoria Beckham.
Advertisement
27 of 47 Kevin Mazur/WireImage

Lady Gaga, 2010

Lady Gaga was a star through and through in a celestial custom creation by Giorgio Armani Prive. The look layered a rhinestone-wrapped ball gown over a stone-studded body stocking. "I am delighted to be creating these outfits on such an important night for her, the Grammys, and I wish her the best of luck," the designer said in a statement.
Advertisement
28 of 47 Dan MacMedan/WireImage

Katy Perry, 2010

"I have this whole kind of India thing going on," Katy Perry said of her gold bindi and nude Zac Posen gown."There's metal on here," she joked of the daisy appliqués, "So if there are any magnets around, [the dress] will be pulled off."
Advertisement
29 of 47 Jason Merritt/Getty Images

Adele, 2009

"Adele has a great sense of style," designer Barbara Tfank told InStyle of the star's sophisticated custom satin dress. "She understands timeless elegance, but she's just being herself." The vintage-inspired number was topped with a chartreuse jacket for the red carpet.
Advertisement
30 of 47 Jon Kopaloff/FilmMagic

Sheryl Crow, 2009

Sheryl Crow draped her buff bronzed curves with a tie-dye gown from Australian designer Toni Maticevski.
Advertisement
31 of 47 UPI Photo /Landov

Taylor Swift, 2009

19-year-old Taylor Swift went sophisticated in a strappy Kaufmanfranco gown with patent leather accents.
Advertisement
32 of 47 Jeff Vespa/WireImage

Miley Cyrus, 2009

Miley Cyrus posed on the red carpet in a not-so-basic black gown from pal Max Azria.
Advertisement
33 of 47 Jen Lowery/Startraks

Rihanna, 2008

R&B superstar Rihanna perfectly walked the line between edgy and elegant in her bold cobalt Zac Posen with a feathered underskirt.
Advertisement
34 of 47 Goff/INFphoto

Fergie, 2008

A canary column from the minimalist Calvin Klein Collection line turned out to be a memorable choice for Fergie. "We saw a lovely face, not just a body," designer Francisco Costa told InStyle of the look. "She called this dress her glass slipper."
Advertisement
35 of 47 Lester Cohen/WireImage

Carrie Underwood, 2008

Country star Carrie Underwood matched her gown to her bubbly personality with an exuberant Zuhair Murad print gown.
Advertisement
36 of 47 Dan MacMedan/WireImage

Faith Hill, 2008

Country singer Faith Hill was more Old Hollywood than Nashville in her beautifully draped gown from Valentino. The design featured a trio of beaded bows on its single sleeve.
Advertisement
37 of 47 Gilbert Flores/Celebrity Photo

Mary J. Blige, 2007

The First Lady of R&B Mary J. Blige opted for an ivory sequined gown from Michael Kors cinched with a wide pewter-leather belt.
Advertisement
38 of 47 Sara De Boer/Retna

Jennifer Hudson, 2007

Songstress Jennifer Hudson proudly played up her curves in a head-turning red halter look from Roberto Cavalli.
Advertisement
39 of 47 Stephen Shugerman/Getty

Alicia Keys, 2006

Alicia Keys collaborated with Giorgio Armani on a custom Prive gown with a daring illusion bodice. "Armani's designs need no one's help, but he catered to my desires with this dress," she told InStyle. "We walked through every step together. It's like our baby!"
Advertisement
40 of 47 Lester Cohen/WireImage

Christina Aguilera, 2006

Christina Aguilera made the most of her curves slinky white satin bias-cut gown from Roberto Cavalli.
Advertisement
41 of 47 Jon Kopaloff/FilmMagic

Fiona Apple, 2006

Fiona Apple got romantic in a ruffled blush J. Mendel gown with princess puff sleeves and a gilded belt.
Advertisement
42 of 47 Kevin Mazur/WireImage

Gwen Stefani, 2006

Mother-to-be Gwen Stefani showed off changing shape with a L.A.M.B. dip-dyed leopard-print maternity gown with a single shoulder.
Advertisement
43 of 47 Eric Charbonneau/Berliner Studio

Jennifer Lopez, 2000

Will anything ever top this Grammys look? The down-to-there (and up-to-there!) jungle print piece made Jennifer Lopez an instant icon, even as the world wondered how the barely-there design stayed in place. "Everything is attached," a Versace representative explained to People. "You just slip the whole thing on."
Advertisement
44 of 47 Kevin Mazur/WireImage

Britney Spears, 2000

Britney Spears channeled Jean Harlow in a bias cut white Randolph Duke gown and an Oscar de la Renta fur stole.
Advertisement
45 of 47 Fitzroy Barrett/Globe Photos

Lauryn Hill, 1999

Former Fugee Lauryn Hill paired a cropped T-shirt with a colorful chiffon skirt from Giorgio Armani for an irreverent take on after-dark attire.
Advertisement
46 of 47 Mirek Towski/DMI/Time Life Pictures/Getty

Shania Twain, 1994

Who says you need to show skin to look sexy? Shania Twain highlighted her hourglass figure with a painted on (and covered up) floor length turtleneck by Marc Bouwer.
Advertisement
47 of 47 Ron Galella/WireImage

Whitney Houston, 1986

Whitney Houston picked up her first Grammy in a timeless sky blue Travilla number with a bedazzled strap.

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