100 Best Dresses of the Decade

100 Best Dresses of the Decade

From barely-there figure-flaunters to sophisticated sheaths, the last 10 years have been great for gowns. Take a walk down memory lane (via the red carpet!) with InStyle fashion director Hal Rubenstein.

RELATED VIDEO: The Most Naked Dresses of All Time

01 of 100

Kate Hudson in Versace

Kate Hudson in Versace, 2003
SGranitz/WireImage

WHERE

75th Annual Academy Awards in Los Angeles
WHY WE LOVE IT "It had a level of extravagance that just had you gasping. The combination of her golden skin, golden hair and the yards of gold lace-I was stunned."

-Hal Rubenstein, Fashion Director

02 of 100

Anne Hathaway in Armani Prive

Anne Hathaway in Armani Prive
Mario Anzuoni/Landov

WHERE

81st Annual Academy Awards in Los Angeles
WHY WE LOVE IT "The huge, iridescent paillettes came down at a diagonal and created a great mermaid effect. This dress almost matched her skin tone and was like a burst of light underneath her."

03 of 100

Charlize Theron in Vera Wang

Charlize Theron in Vera Wang, 2000
Rob Beccaris/WireImage

WHERE

72nd Annual Academy Awards in Los Angeles
WHY WE LOVE IT "Vera understands real, sexy, old-fashioned, 'knock 'em dead' glamour. The color is just great and, of course, the diamonds are perfectly placed. It's Old Hollywood without looking old."

04 of 100

Eva Mendes in Dior

Eva Mendes, Dior, Golden Globes 2009
Steve Granitz/WireImage

WHERE

68th Annual Golden Globe Awards in Los Angeles
WHY WE LOVE IT "This look has one moment of extravagance and shows that proportion is everything. If that wonderful fold at her hip was two inches wider or longer it might have failed-but it was so right. The Van Cleef & Arpels necklace is a spectacular complement."

05 of 100

Penelope Cruz in Atelier Versace

Penelope Cruz, Best of 2007
Steve Granitz/WireImage

WHERE

81st Annual Academy Awards in Los Angeles
WHY WE LOVE IT "Three things: A refined moment with her hair and makeup, a va-va-va-voom moment where the dress fits so close to her body and a big glamour moment with the intricate train that goes on forever."

06 of 100

Gwen Stefani in Valentino

Gwen Stefani in Valentino, 2004
Paul Smith/Featureflash/Retna

WHERE

61st Annual Golden Globe Awards in Los Angeles
WHY WE LOVE IT "Here's the rocker chick wearing the most unlikely dress of the night. It's all about going against the grain and throwing people off."

07 of 100

Jessica Alba in Dolce & Gabbana

Jessica Alba in Dolce & Gabbana
Evan Agostini/Getty Images

WHERE

58th International Cannes Film Festival in Cannes, France
WHY WE LOVE IT "The movement of the fabric against her great body is sexy and, as sparkly as the dress is, there's something very withholding about it."

08 of 100

Kate Winslet in Atelier YSL

Kate Winslet
Steve Granitz/WireImage

WHERE

81st Annual Academy Awards in Los Angeles
WHY WE LOVE IT "This dress shows the sexiness of a real woman who makes no apologies for her curves."

09 of 100

Sarah Jessica Parker in Chanel

Sarah Jessica Parker in Chanel
Fernando Allende/CelebrityPhoto

WHERE

55th Annual Emmy Awards in Los Angeles
WHY WE LOVE IT "There's something so happy about this dress. Those fabulous, weightless layers of organza-it's like cotton candy or a pink meringue souffle. They didn't bother with hair and makeup because the dress was such an eye-popper."

10 of 100

Drew Barrymore in Alberta Ferretti

Drew Barrymore in Alberta Ferretti
Dave Allocca/Startraks Photo

WHERE

Grey Gardens

premiere in New York City
WHY WE LOVE IT "Drew was channeling a femme fatale with the twenties hair and bee-stung lips. It had that unabashed boudoir feel that Alberta does so well."

11 of 100

Joy Bryant in Donna Karan

Joy Bryant in Donna Karan, 2005
Gregg DeGuire/WireImage

WHERE

The Skeleton Key

premiere in Los Angeles
WHY WE LOVE IT "Everything comes dead center to the waist and starbursts out from there. It's about a woman being proud of her curves."

12 of 100

Reese Witherspoon in Nina Ricci

Reese Witherspoon at the Golden Globes
Frazer Harrison/Getty

WHERE

65th Annual Golden Globe Awards in Los Angeles
WHY WE LOVE IT "This was Reese's first moment out after her split with Ryan Philippe: Strapless, short, yellow, unadorned and showing her body. I love the unexpectedness of it. It was a brilliant strategy and it really worked."

13 of 100

Jennifer Lopez in Versace

Jennifer Lopez in Versace, 2000
Fitzroy Barrett/Globe Photos

WHERE

42nd Annual Grammy Awards in Los Angeles
WHY WE LOVE IT "Her bravado is unbelievable. It's funny because you want to tear the dress apart, yet when she showed up you couldn't take your eyes off her."

14 of 100

Cate Blanchett in Prada

Cate Blanchett in Prada, 2000
Dave Hogan/Getty Images

WHERE

BAFTA Awards in London
WHY WE LOVE IT "Prada took a classic flash of glamour and added the little lingerie moments against a quiet T-strap shoe."

15 of 100

SJP in Richard Tyler

Sarah Jessica Parker in Richard Tyler, 2000
Jim Smeal/WireImage

WHERE

57th Annual Golden Globe Awards in Los Angeles
WHY WE LOVE IT "It was layer upon layer of beaded tulle and was this wonderful blush color that perfectly matched her skin tone."

16 of 100

Uma Thurman in Jean Paul Gaultier

Uma Thurman in Jean Paul Gaultier
Frank Micelotta/Getty Images

WHERE

53rd Annual Cannes Film Festival in Cannes, France
WHY WE LOVE IT "There's something very calm about the dress in the sense that it's not about the usual Hollywood drama. It's as if you took old scarves and sewed them all together."

17 of 100

Halle Berry in Valentino

Halle Berry in Valentino
Jeffrey Mayer/Wireimage

WHERE

57th Annual Golden Globe Awards in Los Angeles
WHY WE LOVE IT "The red stones jump out like a shower of little roses accenting the smallness of Halle's waist. They were like two fires burning from the middle and bottom of the dress."

18 of 100

Charlize Theron in Narciso Rodriguez

Charlize Theron in Narciso Rodriguez, 2000
Steve Granitz/WireImage

WHERE

El Captain Theatre in Los Angeles
WHY WE LOVE IT "She looked like a glamorous savage. The torn beading and asymmetrical hem gave it an element of sophisticated grunge."

19 of 100

Penelope Cruz in Ralph Lauren

Penelope Cruz in Ralph Lauren, 2000
KMazur/WireImage

WHERE

72nd Annual Academy Awards in Los Angeles
WHY WE LOVE IT "Ralph's clothes never upstage the woman wearing them. He took his classic shape, pulled it off the shoulder and added an incredibly sheer shawl."

20 of 100

Demi Moore in Donna Karan

Demi Moore in Donna Karan, 2001
Evan Agostini/ImageDirect/Getty Images

WHERE

Costume Institute Gala in New York City
WHY WE LOVE IT "There's almost a deconstructed extravagance or luxury in this dress. The one shoulder gives it a goddess quality."

21 of 100

Kate Beckinsale in Givenchy

Kate Beckinsale in Givenchy, 2001
Jon Furniss/WireImage

WHERE

Pearl Harbor

premiere in London
WHY WE LOVE IT "It has this perverse, milkmaid-hits-the-red-carpet quality that I love. Also, the belt was made of this unbelievably thick, saddle-like leather."

22 of 100

Michael Michele in Hermes

Michael Michele in Hermes
SGranitz/WireImage

WHERE

Ali

premiere in Los Angeles
WHY WE LOVE IT "You can imagine someone wearing it on a red carpet or while walking around barefoot at home. I think any woman who bought this dress would wear it forever."

23 of 100

Julianna Margulies in Oscar De La Renta

Julianna Margulies in Oscar De La Renta
Fitzroy Barrett/Globe Photos

WHERE

56th Annual Golden Globe Awards in Los Angeles
WHY WE LOVE IT "This was a true fairy-tale princess gown. It looks as if somebody captured the heavens and wrapped it into a dress."

24 of 100

Nicole Kidman in Jean Paul Gaultier

Nicole Kidman in Jean Paul Gaultier, 2001
Dave Hogan/Getty Images

WHERE

Moulin Rouge

premiere in London
WHY WE LOVE IT "I like dresses that cover up everything but one asset. In this case, it's her legs. It's just so smart and brilliantly accessorized."

25 of 100

Jennifer Lopez in Alexander McQueen

Jennifer Lopez in Alexander McQueen, 2002
Theo Wargo/WireImage

WHERE

MTV Video Music Awards in New York City
WHY WE LOVE IT "This was very 19th century swashbuckler. The big heavy locket and the curly hair make it a great look from top to bottom."

26 of 100

Jennifer Connelly in Vivienne Westwood

Jennifer Connelly in Vivienne Westwood, 2002
Dave Hogan/Getty Images

WHERE

BAFTA Awards in London
WHY WE LOVE IT "The dress looks classic but there's a deliberate off-centeredness. This little twist makes the dress far more interesting and idiosyncratic."

27 of 100

Heather Locklear in Michael Kors

Heather Locklear in Michael Kors
Gilbert Flores/Celebrity Photo

WHERE

59th Annual Golden Globe Awards in Los Angeles
WHY WE LOVE IT "The beige and turquoise highlighted her tan while the diamonds and rhinestones lit up her hair and eyes. There's something cheeky about throwing so much onto something little."

28 of 100

Oprah Winfrey in Bradley Bayou

Oprah Winfrey in Bradley Bayou
Gilbert Flores/Celebrity Photo

WHERE

54th Annual Emmy Awards in Los Angeles
WHY WE LOVE IT "There's something queenly and regal about the dress just as there's something very regal about Oprah. She's like the Czarina of the world."

29 of 100

Halle Berry in Collette Dinnigan

Halle Berry in Collette Dinnigan, 2002
SGranitz/WireImage

WHERE

Die Another Day

premiere in Los Angeles
WHY WE LOVE IT "There's something about the combination of the Peter Pan haircut, the uneven hem and the sheerness of the beading. She looks like a fabulous sprite!"

30 of 100

Kate Beckinsale in Gucci

Kate Beckinsale in Gucci, 2002
SGranitz/WireImage

WHERE

8th Annual Screen Actors Guild Awards in Los Angeles
WHY WE LOVE IT "It was this weird mix of virginal and sensual. When she moved it was like it became a fabulous night gown."

31 of 100

Kate Hudson in Valentino

Kate Hudson in Valentino
KMazur/WireImage

WHERE

60th Annual Golden Globe Awards in Los Angeles
WHY WE LOVE IT "This is one of my favorite Valentino dresses ever. It's not what you'd expect on a red carpet because it's so riveting and untamed. The vibrant colors evoked Kate's free spirit."

32 of 100

Gwen Stefani in Vivienne Westwood

Gwen Stefani in Vivienne Westwood, 2003
KMazur/WireImage

WHERE

45th Annual Grammy Awards in New York City
WHY WE LOVE IT "This is just too cool for school. It's very strong and dramatic with the white cape that fit perfectly. She was definitely having a Marilyn moment."

33 of 100

Selma Blair in Behnaz Sarafpour

Selma Blair in Behnaz Sarafpour
Carmen Valdes/Ron Galella/WireImage

WHERE

Costume Institute Gala in New York City
WHY WE LOVE IT "There's something very modern fairy-tale princess about this dress that's simple and reserved. Selma has that natural minimalist reserve about her too."

34 of 100

Renee Zellweger in Carolina Herrera

Renee Zellweger in Carolina Herrera, 2003
Jean-Paul Aussenard/WireImage

WHERE

55th Annual Directors Guild of America Awards in Los Angeles
WHY WE LOVE IT "The sheer panel in the front was teasing while the red belt gave it an old-fashioned elegant structure. It's a very interesting juxtaposition."

35 of 100

Victoria Beckham in Dolce & Gabbana

Victoria Beckham in Dolce & Gabbana, 2003
Gregg DeGuire/WireImage

WHERE

MTV Movie Awards in Los Angeles
WHY WE LOVE IT "This entire dress is a corset from top to bottom. It's like the greatest undergarment you've ever seen."

36 of 100

Diane Lane in Oscar De La Renta

Diane Lane in Oscar De La Renta, 2003
SGranitz/WireImage

WHERE

75th Annual Academy Awards in Los Angeles
WHY WE LOVE IT "I like the idea of the fringes and that wide wrap that comes right across the arms. It's incredibly flattering on a woman."

37 of 100

Kate Hudson in Jean Paul Gaultier

Kate Hudson in Jean Paul Gaultier, 2003
Mirek Towski/Filmmagic

WHERE

How to Lose a Guy in 10 Days

premiere in Los Angeles
WHY WE LOVE IT "Sometimes it's all about the right placement of beading and gathering. This had a very Charleston moment to it—it has that sort of flapper insouciance."

38 of 100

Scarlett Johansson in Calvin Klein

Scarlett Johansson in Calvin Klein, 2004
eter Kramer/Getty Images

WHERE

Costume Institute Gala in New York City
WHY WE LOVE IT "It has the neckline that someone in the court of Versailles would've worn- pushed up just enough to make it irresistible."

39 of 100

Natalie Portman in Stella McCartney

Natalie Portman in Stella McCartney, 2004
Rabbani and Solimene Photography/WireImage

WHERE

Costume Institute Gala in New York City
WHY WE LOVE IT "The dress is a whole series of V's and triangles on the neck piece, daecolletage and hem that create a perfect sense of balance."

40 of 100

Julia Roberts in Armani

Julia Roberts in Armani
SGranitz/WireImage

WHERE

76th Annual Academy Awards in Los Angeles
WHY WE LOVE IT "Julia is more likely to show up on the red carpet in a tuxedo. Seeing her dressed this way was a very Hollywood moment."

41 of 100

Nicole Kidman in Chanel

Nicole Kidman in Chanel
Hahn-Khayat-Nebinger/Abaca

WHERE

76th Annual Academy Awards in Los Angeles
WHY WE LOVE IT "There's something completely weightless about this dress. It looks as if it just floated down and landed on her. It's like whipped cream!"

42 of 100

Kelly Rowland in Dolce & Gabbana

Kelly Rowland in Dolce & Gabbana, 2004
Jeffrey Mayer/WireImage

WHERE

18th Annual Soul Train Music Awards in Los Angeles
WHY WE LOVE IT "I've always envisioned that at the heart of Dolce & Gabbana there is a hot Sicilian woman. This is the Dolce & Gabbana dress."

43 of 100

Jennifer Lopez in Michael Kors

Jennifer Lopez in Michael Kors
Mark J. Terrill/AP Photo

WHERE

61st Annual Golden Globe Awards in Los Angeles
WHY WE LOVE IT "The crisscross accents her chest and the belt accents her waist. Kors picked a summer-squash orange to play off Jennifer's golden skin tone."

44 of 100

Thandie Newton in Miu Miu

Thandie Newton in Miu Miu, 2004
Gregg DeGuire/WireImage

WHERE

The Chronicles Of Riddick

premiere in Los Angeles
WHY WE LOVE IT "This dress was about pure proportion. There's a great balance in the way the dress starts wider at the top and then becomes wider at the bottom."

45 of 100

Kristen Davis in Prada

Kristen Davis in Prada, 2004
Gilbert Flores/Celebrity Photo

WHERE

61st Annual Golden Globe Awards in Los Angeles
WHY WE LOVE IT "This almost had the look of a dress turned inside out. It has a boudoir effect that makes it sexy without being revealing."

46 of 100

Sheryl Crow in Narsico Rodriguez

Sheryl Crow in Narsico Rodriguez, 2004
KMazur/WireImage

WHERE

32nd Annual American Music Awards in Los Angeles
WHY WE LOVE IT "Narciso is so brilliant at understanding fitting. His dresses take on a transformational sorcery that make every woman's body look their best."

47 of 100

Gwen Stefani in Vivienne Westwood

Gwen Stefani in Vivienne Westwood, 2004
KMazur/WireImage

WHERE

Billboard Music Awards in Las Vegas
WHY WE LOVE IT "There is something ramshackle and grungy about it and yet at the same time it's so 'I want to party.'"

48 of 100

Jennifer Garner in Valentino

Jennifer Garner in Valentino, 2004
Steve Granitz/WireImage

WHERE

76th Annual Academy Awards in Los Angeles
WHY WE LOVE IT "This is probably the most glamorous Jennifer has ever been on the carpet. The diagonal going across the bodice is incredibly fitted."

49 of 100

Kate Bosworth in Louis Vuitton

Kate Bosworth in Louis Vuitton, 2004
SGranitz/WireImage

WHERE

The Louis Vuitton United Cancer Front Gala in Los Angeles
WHY WE LOVE IT "It was a very unexpected collection for Vuitton. It's a modernizing of the old fashioned sense of femininity."

50 of 100

Bridget Moynahan in Narciso Rodriguez

Bridget Moynahan in Narciso Rodriguez, 2004
Fernando Allende/Celebrity Photo

WHERE

I, Robot

premiere in Los Angeles
WHY WE LOVE IT "Narciso is a romantic minimalist. He took a pared down shape and used embroidery to give it great panache. This look is almost urban romantic."

51 of 100

Kelly Ripa in Oscar De La Renta

Kelly Ripa in Oscar De La Renta, 2004
Barry Talesnick/IPOL/GLOBE PHOTOS

WHERE

American Image Awards in New York City
WHY WE LOVE IT "This is Oscar at his prettiest. The little drop waist with the big full skirt-it's like a variation on a young girl's party dress."

52 of 100

Ellen Pompeo in Prada, 2004

Ellen Pompeo in Prada, 2004
Dave M. Benett/Getty Images

WHERE

Prada store opening in Los Angeles
WHY WE LOVE IT "The fabric had a beautiful movement. You could actually see the intricacies of the hand painting."

53 of 100

Hilary Swank in Guy Laroche

Hilary Swank
SGranitz/WireImage

WHERE

77th Annual Academy Awards in Los Angeles
WHY WE LOVE IT "This was a really smart move on Hilary's part. There are few things sexier than a dress with a very high front and a low back. It's a deliberate attention-getter."

54 of 100

Kate Hudson in Roberto Cavalli

Kate Hudson in Roberto Cavalli, 2005
Tim Whitby/WireImage

WHERE

The Skeleton Key

premiere in London
WHY WE LOVE IT "The slightest sway made the whole dress vibrate with light. It was incredible on the red carpet because it was reflecting and splashing light all over the place."

55 of 100

Gwyneth Paltrow in Stella McCartney

Gwyneth Paltrow
Carlo Allegri/Getty Images

WHERE

77th Annual Academy Awards in Los Angeles
WHY WE LOVE IT "Between the train and Stella's simple tailoring this dress is incredibly glamorous."

56 of 100

Salma Hayek in Prada

Salma Hayek in Prada
Carlo Allegri/Getty Images

WHERE

77th Annual Academy Awards in Los Angeles
WHY WE LOVE IT "There's something about this dress that's so siren-like and very Latin. A woman would go out to dance the cha-cha wearing this."

57 of 100

Eve in Louis Vuitton

Eve in Louis Vuitton, 2005
INFGoff

WHERE

Louis Vuitton Boutique in Paris, France
WHY WE LOVE IT "This dress just screams innocence with the white eyelet lace plus the peep-toes. It beautifully plays against type."

58 of 100

Kristen Scott Thomas in YSL

Kristen Scott Thomas in Yves Saint Laurent, 2005
Badi-Ftw-Sam/Starface/Retna

WHERE

58th Annual Cannes Film Festival in Cannes, France
WHY WE LOVE IT "She looked like a knockout yet there's a certain level of reserve to the dress. You could wear it in a 19th century costume drama."

59 of 100

Scarlett Johansson in Roland Mouret

Scarlett Johansson in Roland Mouret, 2005
Jason Merritt/FilmMagic

WHERE

62nd Annual Golden Globe Awards in Los Angeles
WHY WE LOVE IT "This dress is all about the bodice. It has a very '50s movie star, Lana Turner feel."

60 of 100

Sienna Miller in Dior

Sienna Miller in Dior, 2005
George Pimentel/WireImage

WHERE

Venice Film Festival in Venice
WHY WE LOVE IT "This was a perfect example of how a beautifully draped dress should move. I think every woman in the world would look good in this dress."

61 of 100

Hilary Swank in Calvin Klein

Hilary Swank in Calvin Klein, 2005
Carlo Allegri/Getty Images

WHERE

62nd Annual Golden Globe Awards in Los Angeles
WHY WE LOVE IT "The square neckline is like a picture frame while the darting and bodice pushes everything up. I love the strong bronze color against her skin."

62 of 100

Halle Berry in DvF

Halle Berry in Diane Von Furstenberg, 2006
Dave Allocca/Startraks

WHERE

On the USS Kearsager to kick off Fleet Week in New York City
WHY WE LOVE IT "It looks fresh, simple and happy. I can't imagine a woman putting this dress on and not being in a good mood."

63 of 100

Amy Adams in Carolina Herrera

Amy Adams in Carolina Herrera, 2006
Frazer Harrison/Getty Images

WHERE

78th Annual Academy Awards in Los Angeles
WHY WE LOVE IT "To pick chocolate brown for your first red carpet is very unconventional but it has these wonderful ribbons that framed her body beautifully."

64 of 100

Sienna Miller in Burberry

Sienna Miller in Burberry, 2006
Evan Agostini/Getty Images

WHERE

Costume Institute Gala in New York City
WHY WE LOVE IT "It looks like a shower of gold coins. It's the personification of retro, cool and English."

65 of 100

Kyra Sedgwick in Bottega Veneta

Kyra Sedgwick in Bottega Veneta
Kevin Mazur/WireImage

WHERE

64th Annual Golden Globe Awards in Los Angeles
WHY WE LOVE IT "On a night where everyone else would be wearing glitter, there's something very reserved and almost contrary about this dress."

66 of 100

Nicole Kidman in Balenciaga

Nicole Kidman in Balenciaga
Frank Micelotta/Getty Images

WHERE

78th Annual Academy Awards in Los Angeles
WHY WE LOVE IT "The incredible ornate beading gives it a romantic feel yet the dress itself is very tightly wound. I love the juxtaposition."

67 of 100

Maria Bello in Donna Karan

Maria Bello in Donna Karan, 2006
L. Cohen/WireImage

WHERE

5th Annual Awards Season Diamond Fashion Show in Los Angeles
WHY WE LOVE IT "It's such a happy yellow without being gooey. It's a lot more intricate and sophisticated than it looks at first glance."

68 of 100

Anne Hathaway in Marc Jacobs

Anne Hathaway in Marc Jacobs, 2006
George Pimentel/WireImage

WHERE

63rd Annual Golden Globe Awards in Los Angeles
WHY WE LOVE IT "It's as if he stole the stars from the sky for this dress. It's a clear, summer night blue and is just completely garnered with stars."

69 of 100

Joy Bryant in Ralph Lauren

Joy Bryant in Ralph Lauren, 2006
George Pimentel/WireImage

WHERE

31st Annual Toronto International Film Festival
WHY WE LOVE IT "This shows the quiet luxury of a cashmere dress. There's so much hidden it makes you want to know the woman more."

70 of 100

Keira Knightley in Gucci

Keira Knightley in Gucci, 2006
Stuart Atkins/Rex USA

WHERE

Pirates of the Caribbean: Dead Man's Chest

premiere in London
WHY WE LOVE IT "She looked like a siren from the golden age of Hollywood. The whole thing draped so beautifully."

71 of 100

Sienna Miller in Marchesa

Sienna Miller in Marchesa, 2006
Henry Lamb/Photowire/BEImages

WHERE

Marchesa's Bergdorf Goodman Anniversary Dinner in New York City
WHY WE LOVE IT "There's something very neat about the dress. The design is so feminine and light-hearted that it looks more innocent than it is."

72 of 100

Natalie Portman in Lanvin

Natalie Portman in Lanvin, 2007
rian Ach/WireImage

WHERE

Lower Manhattan Cultural Council's Annual Spring Benefit in New York City
WHY WE LOVE IT "It's a perfect choice for a young actress who's transitioning. It's young but still very urban."

73 of 100

Rachel Weisz in Vera Wang

Rachel Weisz in Vera Wang, 2007
Dan MacMedan/WireImage

WHERE

79th Annual Academy Awards in Los Angeles
WHY WE LOVE IT "This may have been one of the most beautiful necklines I have ever seen. It's strapless but it swoops."

74 of 100

Ellen Pompeo in Versace

Ellen Pompeo in Prada, 2007
George Pimentel/WireImage

WHERE

64th Annual Golden Globe Awards in Los Angeles
WHY WE LOVE IT "It looks like a dress that you'd wear to a New Year's Eve party on the Starship Enterprise. I love the futurism."

75 of 100

Helen Mirren in Alexander McQueen

Helen Mirren in Alexander McQueen
Paul Drinkwater/NBCU Photo Bank

WHERE

The Tonight Show with Jay Leno

in New York City
WHY WE LOVE IT "You see just enough of her arms, legs and neck. We all know there's aging gracefully-this is aging beautifully."

76 of 100

Sandra Bullock in Alberta Ferretti

Sandra Bullock in Alberta Ferretti, 2007
Jamie McCarthy/WireImage

WHERE

Costume Institute Gala in New York City
WHY WE LOVE IT "We don't always think of Sandra as a girlie girl. Alberta's unabashed femininity works for her and softens her in a beautiful way."

77 of 100

Drew Barrymore in Donna Karan

Drew Barrymore in Donna Karan
Dimitrios Kambouris/WireImage

WHERE

Music and Lyrics

premiere in New York City
WHY WE LOVE IT "There's such a womanly air to this look with the beautiful draping and the complement of that huge stone necklace. The combination of the two gave her an elegance that I'd never seen in her before."

78 of 100

Katie Holmes in Lanvin

Katie Holmes in Lanvin, 2007
Frank Micelotta/Getty Images

WHERE

13th Annual Critics' Choice Awards in Los Angeles
WHY WE LOVE IT "I love the grazing yet sculptural quality of the dress and the fact that it's not the standard, bodice-hugging chiffon. It's a modernized Grecian gown."

79 of 100

Cate Blanchett in Armani Prive

Cate Blanchett
Steve Granitz/WireImage

WHERE

80th Annual Academy Awards in Los Angeles
WHY WE LOVE IT "It's tight, dense and drenched in these wonderful gunmetal crystals. It's the intensity of that dark sparkle and the sheer density of the dress that made it so great."

80 of 100

Kate Bosworth in Jil Sander

Kate Bosworth in Jil Sander, 2007
Jon Kopaloff/FilmMagic

WHERE

The 11th Hour

premiere in Los Angeles
WHY WE LOVE IT "Simple clothes are the hardest to pull off. There's a beautiful sort of pristine quality to the dress and I love the way the top of it folds."

81 of 100

Rihanna in Gucci

Rihanna in Gucci, 2007
Steve Granitz/WireImage

WHERE

Nickelodeon's 20th Annual Kids' Choice Awards in Los Angeles
WHY WE LOVE IT "It's young and cute yet it doesn't look childlike. A bold graphic is a hard thing to pull off."

82 of 100

Cameron Diaz in Dior Couture

Cameron Diaz, Rachel Zoe, Dior by John Galliano, Dior, Galliano, Fred Leighton, stylist, celebrity style
Gilbert Flores/Celebrity

WHERE

Costume Institute Gala in New York City
WHY WE LOVE IT "The huge turquoise stone necklace with this rollercoaster tiered dress that tumbles all over the place-she jumped in with both feet and instead of getting wet, she made a big splash."

83 of 100

Penelope Cruz in Chanel

Penelope Cruz in Chanel Haute Couture, 2008
Steve Granitz/WireImage

WHERE

80th Annual Academy Awards in Los Angeles
WHY WE LOVE IT "She has a wonderful sense of balance. It's a big dramatic gown with a sort of frilliness in the middle."

84 of 100

Marion Cotillard in Jean Paul Gaultier

Marion Cotillard, Jean Paul Gaultier
Steve Granitz/WireImage

WHERE

80th Annual Academy Awards in Los Angeles
WHY WE LOVE IT "This was like Bottecelli's 'The Birth of Venus.' It was a great introduction for Cotillard. No one is going to repeat this dress."

85 of 100

Maggie Gyllenhaal in Dries Van Noten

Maggie Gyllenhaal in Dries Van Noten, 2008
Bryan Bedder/Getty Images

WHERE

The Dark Knight

premiere in New York City
WHY WE LOVE IT "It's a floral yet there's something dark and mysterious about it. It's not the kind of glamour that jumps out and screams at you."

86 of 100

Natalie Portman in Christian Lacroix

Natalie Portman
Bauer-Griffin

WHERE

The Other Boleyn Girl

premiere in London
WHY WE LOVE IT "It's a wonderfully sensuous color on her and the embroidery only enhances the 19th century appeal. I love the off-the-shoulder romance about it."

87 of 100

Cate Blanchett in Dries Van Noten

Cate Blanchett, Dries van Noten, Lorraine Schwartz, maternity style, celebrity style, Oscars
Kevork Djansezian/AP

WHERE

80th Annual Academy Awards in Los Angeles
WHY WE LOVE IT "It was an unbelievable deep, rich, royal purple with extraordinary beading on the bottom and a neckline made out of sterling silver."

88 of 100

Rihanna in Zac Posen

Rihanna, Zac Posen
Chris Pizzello/AP

WHERE

50th Annual Grammy Awards in Los Angeles
WHY WE LOVE IT "This is what you call a real party dress. It moves, it flares, it spins-it's just what you'd want to wear dancing all night."

89 of 100

Tilda Swinton in Lanvin

Tilda Swinton, 2008
Steve Granitz/WireImage

WHERE

80th Annual Academy Awards in Los Angeles
WHY WE LOVE IT "It's deliberately asymmetrical. It's deliberately unbalanced. The black velvet draped around her ghostlike skin gave the look a haunting, gothic sexiness."

90 of 100

Cate Blanchett in Balenciaga

Cate Blanchett in Balenciaga
Don Arnold/WireImage

WHERE

The Curious Case of Benjamin Button

premiere in Sydney, Austrailia
WHY WE LOVE IT "It's the uniqueness of the fabric that's so stunning because it's doing sparkle in a completely modern way. The technology of this dress is extraordinary."

91 of 100

Keira Knightley in Rodarte

Keira Knightley, Red Carpet Watch
Ian West/Abaca

WHERE

65th Annual Golden Globes in Los Angeles
WHY WE LOVE IT "The innocence of this dress coupled with Keira's hair and makeup made her look incredibly virginal. She looked like a girl going to her first party."

92 of 100

Amy Adams in Proenza Schouler

cheap dress; formal gown; amy adams; oscar dress; prom dress
Abaca

WHERE

80th Annual Academy Awards in Los Angeles
WHY WE LOVE IT "It's so sculpted and you can see the construction of the dress when it fully fans out. The color plays against the milky quality of Amy's skin."

93 of 100

Linda Evangelista in Lanvin

Linda Evangelista in Lanvin
DPA/Landov

WHERE

Cannes Film Festival in Cannes, France
WHY WE LOVE IT "It would've been a spectacular gown in the '20s, it's a spectacular gown now and it will be a spectacular gown in 50 years. It's a traffic-stopping dress."

94 of 100

Kyra Sedgwick in L'Wren Scott

Kyra Sedgwick, 60th Primetime Emmy Awards, Jeweled Necklines
Mathew Imaging/WireImage

WHERE

60th Annual Emmy Awards in Los Angeles
WHY WE LOVE IT "This is a great formfitting dress that doesn't look like she's trying too hard. The beading from the straps across the chest gave it a sexy element without being too revealing."

95 of 100

Keira Knightley in Vera Wang

Best Dresses 2006
Frank Micelotta/Getty

WHERE

81st Annual Academy Awards in Los Angeles
WHY WE LOVE IT "It's intricately draped and gathered then splashes out with just enough train. In this dress, a woman shows up on the red carpet a new-comer and walks away a star."

96 of 100

Freida Pinto in Christian Lacroix

Freida Pinto, Christian Lacroix, Lorraine Schwartz, Roger Vivier, Golden Globes 2009
Steve Granitz/WireImage

WHERE

66th Annual Golden Globes in Los Angeles
WHY WE LOVE IT "It was a completely unexpected and surprisingly mature choice. You need a really cool sense of self to wear a dress like this and pull it off."

97 of 100

Julianne Moore in Tom Ford

Julianne Moore in Tom Ford, 2009
Pascal Le Segretain/Getty Images

WHERE

66th Annual Venice Film Festival in Venice
WHY WE LOVE IT "I love the deep 'V' on the decolletage and then the full V in the skirt. Also, the color is just perfect."

98 of 100

Kate Moss in Marc Jacobs

Kate Moss in Marc Jacobs, 2009
Kevin Mazur/WireImage

WHERE

Costume Institute Gala in New York City
WHY WE LOVE IT "Marc can be elaborate, romantic, grunge or hard, but when he does minimal I think he excels. You really see the power of his dress-making."

99 of 100

Emma Watson in Burberry Prorsum

Emma Watson in Burberry Prorsum
Landov

WHERE

London Fashion Week
WHY WE LOVE IT "You don't want to overdress or dress beyond your years on the red carpet. I love that this dress is so kicky and young!"

100 of 100

Camilla Belle in Alexander McQueen

Camilla Belle in Alexander McQueen

WHERE

Push

premiere in Los Angeles
WHY WE LOVE IT "There is an absolute fabulousness about this print. It's this Rorschach pattern that V's in two directions coming exactly into her waist. The print, as extravagant as it is, is incredibly flattering."

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