200 Celebrity Looks We Love

1 of 202

200 Celebrity Looks We Love

David Fisher / Rex USA, Dimitrios Kambouris/WireImage, Baverel-Garcia / Starface / Retna Ltd.

To celebrate our 200th issue, InStyle fashion director Hal Rubenstein handpicked 20 of Hollywood’s best-dressed women, each in 10 quintessential looks. Yes, that’s right-200 iconic fashion moments, from Beyonce’s straight-off-the-runway turn in Balmain to Natalie Portman's stunning Givenchy. Check out our 200 favorites, starting with our current cover girl Gwyneth Paltrow.

2 of 202

Gwyneth Paltrow in Stella McCartney, 2008

Dimitrios Kambouris/WireImage

“Paltrow gives the illusion of giving something away, while still having a kind of ladylike reserve," says InStyle fashion director Hal Rubenstein. "This sexy mini, by pal Stella McCartney, plays up her best assets and shows off her killer body.”

3 of 202

Gwyneth Paltrow in Donna Karan, 2009

Pascal Le Segretain/Getty Images

WHY WE LOVE IT "This gown was custom-made for Gwyneth," says Donna Karan of her design. "It's so ethereal and perfect with her coloring."

4 of 202

Gwyneth Paltrow in Lanvin, 2008

Romaniello/Venturelli/Olycom/iPhoto

WHY WE LOVE IT Leave it to Mrs. Chris Martin to give Lanvin's goddess dress a rocker edge with Balmain gladiator heels.

5 of 202

Gwyneth Paltrow in Stella McCartney, 2005

Gilbert Flores/CelebrityPhoto

WHY WE LOVE IT This Stella McCartney seems fit for a 21st-century princess, worn with deco-inspired diamonds and a structured clutch.

6 of 202

Gwyneth Paltrow in Marni, 2009

Venturelli/WireImage

WHY WE LOVE IT In Marni at an event in Milan, she changes up her natural beauty routine with red lips, dark nails, and an angled bob.

7 of 202

Gwyneth Paltrow in Valentino, 2002

Camilla Morandi/Rex USA

WHY WE LOVE IT Sleek equals stunning: At the Venice Film Festival, the star wears this Valentino number with straight hair and a leather cuff.

8 of 202

Gwyneth Paltrow in Alice + Olivia, 2009

Christopher Peterson/BuzzFoto/FilmMagic

WHY WE LOVE IT Unafraid to try out new trends, Paltrow combines two cool ones in an Alice + Olivia metallic trench and Christian Louboutin cage heels.

9 of 202

Gwyneth Paltrow in Calvin Klein, 1996

Ke.Mazur/WireImage

WHY WE LOVE IT In this Calvin Klein gown at the Oscars, she shows a "love for sensual simplicity" that "makes this woman a classic," says Klein.

10 of 202

Gwyneth Paltrow in Balenciaga, 2005

Richard Young/Rex USA

WHY WE LOVE IT Her choice of Balenciaga's long military coat, ruffled top, and cropped pants is just the right mix of masculine and feminine.

11 of 202

Gwyneth Paltrow in Elie Saab, 2010

Sipa

WHY WE LOVE IT With minimal jewelry and her hair pulled back, the mom of two lets this crystal-embroidered Elie Saab take center stage.

12 of 202

Julia Roberts in Valentino, 2001

BEImages

“Instead of using a stylist to pick a gown for her Oscar-winning night, Roberts turned to her niece, Emma. This Valentino number gave a huge boost to vintage," says InStyle fashion director Hal Rubenstein.

13 of 202

Julia Roberts in Giorgio Armani, 2004

Ron Cruz/Thomas Lau

WHY WE LOVE IT The mom-to-be glowed at the Oscars in a simple yet stunning Giorgio Armani satin gown and Cathy Waterman earrings.

14 of 202

Julia Roberts in Lanvin, 2009

Villard/Sipa

WHY WE LOVE IT Cartier jewels gave a luxe touch to her Lanvin gown, but she kept it casually chic with her loose, wavy hairstyle.

15 of 202

Julia Roberts in Vivienne Tam, 1999

Krista Kennell/Eyedea

WHY WE LOVE IT At the London première of Notting Hill, the Georgia native set off a vibrant Vivienne Tam sheath with black accessories.

16 of 202

Julia Roberts in Calvin Klein, 1999

Paul Smith/Retna

WHY WE LOVE IT Roberts showed that understated doesn't have to mean boring in this sleek Calvin Klein dress. A pink shawl adds punch.

17 of 202

Julia Roberts in Isaac Mizrahi, 1998

Steve Granitz Archive/WireImage

WHY WE LOVE IT The actress wore Isaac Mizrahi to accept her sixth People's Choice Award, finishing the look with a ladylike updo.

18 of 202

Julia Roberts in Georgio Armani Privé, 2008

Dimitrios Kambouris/WireImage

WHY WE LOVE IT For the Costume Institute Gala, the co-host opted for full-on glamour in a Giorgio Armani Privé gown. Love the brooch!

19 of 202

Julia Roberts in Giorgio Armani, 2002

Steve Finn/Globe Photos

WHY WE LOVE IT Her black Giorgio Armani Oscar gown was anything but basic thanks to an up-to-there slit and two well-placed cutouts.

20 of 202

Diane Kruger in Vivienne Westwood, 2012

Venturelli/WireImage

WHY WE LOVE IT: Kruger was dripping in (rose) gold as she walked the red carpet at the Cannes premiere of Amour in a Vivienne Westwood draped gown, matching clutch and diamond drop earrings.

21 of 202

Julia Roberts in Todd Oldham, 1998

Globe Photos

WHY WE LOVE IT Though she once said "I'll never be a risk taker in fashion," Roberts sparkled in this look-at-me Todd Oldham creation.

22 of 202

Julia Roberts in Yves Saint Laurent and Esther Chen, 2002

Gilbert Flores/CelebrityPhoto

WHY WE LOVE IT The secret newlywed hid her ring at a film première with the help of a bell-sleeve YSL blouse and Esther Chen pants.

23 of 202

Kate Moss in Dior, 2005

Erik C Pendzich/Rex USA

“On the one hand this Dior couture dress is lingerie-inspired and sexy, yet the shape is quite simple. Finishing off the look with tousled bed-head proves that Moss’s instincts are always right," InStyle fashion director Hal Rubenstein says.

24 of 202

Kate Moss in Kate Moss for Topshop, 2007

Bauer-Griffin

WHY WE LOVE IT The budding designer works the crowd in a shift with glittering fringe from her Kate Moss Topshop Collection.

25 of 202

Kate Moss, 1998

Sean Roberts/Everett Collection

WHY WE LOVE IT Smitten by Julie Christie's dress in Shampoo, Moss dons a striking replica for the CFDA Awards in New York City.

26 of 202

Kate Moss in Chanel, 2008

Wenn

WHY WE LOVE IT "Never a fashion victim and the ultimate modern girl," says Karl Lagerfeld of the model, here in his Chanel Haute Couture gown.

27 of 202

Kate Moss in Siwy and Alexander McQueen, 2008

Dimitrios Kambouris/WireImage

WHY WE LOVE IT Siwy jeans and a feathered Alexander McQueen vest with a Renee Lewis pendant are casual cool personified.

28 of 202

Kate Moss in Fendi, 2009

ABACAUSA

WHY WE LOVE IT At the Fendi O' party for singer Beth Ditto, the trendsetter is a silver stroke of genius in a Fendi dress, fur and shoes.

29 of 202

Kate Moss in Chanel and Marc Jacobs, 2007

Bauer-Griffin

WHY WE LOVE IT In a Chanel blouse, Marc Jacobs trousers and her own Topshop belt, she embodies a key commandment: Thou shalt mix high and low.

30 of 202

Kate Moss in Cerruti, 1997

Sipa

WHY WE LOVE IT In stark contrast to the Cannes Film Festival's red-carpet glitz, Moss turns heads in a minimalist gray Cerruti sheath.

31 of 202

Kate Moss in Kate Moss for Topshop, 2009

Turgeon/Rocke/Splash News

WHY WE LOVE IT Moss dazzles in a beaded peach Kate Moss Topshop Collection dress to fête Topshop's Manhattan arrival.

32 of 202

Kate Moss in Burberry Prorsum, 2006

Nicolas Khayat/ABACAUSA

WHY WE LOVE IT "We wanted something understated but elegant," says Christopher Bailey of the Burberry Prorsum tux he created for the Costume Institute ball.

33 of 202

Jennifer Aniston in Burberry Prorsum, 2009

Frederick M. Brown/Getty Images

“I love the idea of androgyny," says InStyle fashion director Hal Rubenstein. "And if you’re going to do menswear, you have to sex it up. Aniston really played against type in this Burberry Prorsum pantsuit.”

34 of 202

Jennifer Aniston in Christian Dior, 2002

Chris Delmas

WHY WE LOVE IT After winning her Emmy in vintage Christian Dior, the actress donated her gown to a charity auction, fetching $50,000 for Unicef.

35 of 202

Jennifer Aniston in Chanel, 2007

Janet Gough/CelebrityPhoto

WHY WE LOVE IT The star accepted the Vanguard Award in this seductive Chanel Haute Couture mini at a GLAAD event.

36 of 202

Jennifer Aniston in Calvin Klein, 2006

Joerg Carstensen/Wenn

WHY WE LOVE IT "She makes this dress look effortless and sexy," says Francisco Costa, creative director for women's Calvin Klein Collection.

37 of 202

Jennifer Aniston in Rochas, 2006

Jen Lowery/Startraks

WHY WE LOVE IT Our favorite accessory for the Rochas gown Aniston donned at the Oscars? Those well-toned arms, of course.

38 of 202

Jennifer Aniston in Valentino, 2009

LuMar Jr/AFF-USA

WHY WE LOVE IT Aniston sparkled at the Academy Awards in Valentino Haute Couture, topping it off with a playful French braid.

39 of 202

Jennifer Aniston in Balenciaga, 2009

Dimitrios Kambouris/WireImage

WHY WE LOVE IT When asked why she chose this gray Balenciaga minidress, Aniston said, "I just love it! I have it in black too!"

40 of 202

Jennifer Aniston in Valentino, 2004

Doug Peters/allactiondigital.com

WHY WE LOVE IT She's got spot-on timing and red-hot style. The proof: a ruby Valentino dress worn to the Along Came Polly première.

41 of 202

Jennifer Aniston in Moschino, 2004

Dave M. Benett/Getty Images

WHY WE LOVE IT The actress wore a sexy Moschino wrap dress to a dinner in Los Angeles, showing off her shapely legs.

42 of 202

Jennifer Aniston, 2004

INFGoff.com

WHY WE LOVE IT Combine a figure-hugging button-down shirt and jeans with a Bottega Veneta hobo bag and you've got Aniston's N.Y.C. look.

43 of 202

Beyoncé in Elie Saab, 2009

David Fisher/Rex USA

“This Elie Saab dress is perfect for her—it celebrates everything and hides nothing. She understands what works for her body," says InStyle fashion director Hal Rubenstein.

44 of 202

Beyoncé in Balmain, 2009

Jackson Lee/ Splash News

WHY WE LOVE IT Put a Balmain jacket with Anlo skinny jeans and strappy heels, and you've mastered Beyoncé's cool fashion formula.

45 of 202

Beyoncé in Armani Privé, 2008

Richard Young/Startraks

WHY WE LOVE IT At the Met Costume Institute Gala, the star made a statement in an Armani Privé gown with a dramatic side ruffle.

46 of 202

Beyonce in Elie Saab, 2009

Humberto Carreno/Startraks

WHY WE LOVE IT For an appearance on The Late Show with David Letterman, Mrs. Jay-Z looked demure in a soft Elie Saab dress.

47 of 202

Beyoncé in Oscar de la Renta, 2005

Jennifer Graylock/STR

WHY WE LOVE IT The Houston native exuded casual charm in an Oscar de la Renta skirt at the designer's runway show.

48 of 202

Beyoncé in Atelier Versace, 2005

Steve Granitz/WireImage

WHY WE LOVE IT Before performing onstage at the Oscars, the artist made an entrance on the red carpet in vintage Atelier Versace.

49 of 202

Beyoncé in Roberto Cavalli, 2004

Stewart Cook/Rex Features

WHY WE LOVE IT "She knows what works for her and always looks put together," says Roberto Cavalli of Beyoncé in his charmeuse gown.

50 of 202

Beyoncé in House of Deréon, 2008

Amanda Schwab/Startraks

WHY WE LOVE IT A little black dress from her House of Deréon line has a sexy appeal with bold diamond drop earrings.

51 of 202

Beyonce in Emporio Armani, 2004

Eric Gaillard

WHY WE LOVE IT Beyoncé understands the power of a bright palette. Witness this turn in a cotton-candy-colored Emporio Armani mini.

52 of 202

Beyoncé in Roberto Cavalli, 2009

Kristie Bull/Graylock.com

WHY WE LOVE IT Even rainwear looks chic when she wears it—like this Jillian Lewis trench thrown over a dress by Roberto Cavalli.

53 of 202

In Christian Dior, 2010

Frazer Harrison/Getty Images

At the Golden Globe Awards, the high slit in Cotillard's teal gown revealed a panel of lace detailing.

54 of 202

Marion Cotillard in Nina Ricci, 2008

Patrick Rideaux/Rex USA

WHY WE LOVE IT Her long diamond necklace by Chopard contrasts with the soft ruffles and asymmetrical hem of a Nina Ricci dress.

55 of 202

Marion Cotillard in Jean Paul Gaultier, 2008

Peter Brooker/Rex USA

WHY WE LOVE IT She mastered (musical) scales in La Vie en Rose and perfects them in Gaultier Paris's mermaid gown at the Oscars.

56 of 202

Marion Cotillard in Chanel, 2007

Marion Curtis/Startraks

WHY WE LOVE IT This Chanel Haute Couture number is captivating, but it's the Oscar winner's eyes, enhanced with smoky shadow, that truly draw us in.

57 of 202

Marion Cotillard in Dior, 2010

Dimitrios Kambouris/FilmMagic

WHY WE LOVE IT No jewelry required: The face of the Lady Dior line shines in a sequin-covered haute couture stunner with a built-in necklace.

58 of 202

Marion Cotillard in Elie Saab, 2008

Mikah/Globe Photos

WHY WE LOVE IT "She looks very retro in this print," says Elie Saab of Cotillard in his design. "But the belt gives it a modern feel."

59 of 202

Marion Cotillard in Lanvin, 2009

Julien M. Hekimian/Getty Images

WHY WE LOVE IT Mademoiselle Cotillard tweaks an elegant draped Lanvin dress with strappy sandals for a party in Paris.

60 of 202

Marion Cotillard in Lefranc Ferrant, 2010

Tony Barson/WireImage

WHY WE LOVE IT The actress is as daring with fashion as she is with her film roles: Witness this metallic Lefranc Ferrant jumpsuit and twisted do in Cannes.

61 of 202

Marion Cotillard in Dior, 2009

WHY WE LOVE IT She toes the line between ladylike and hip in a pink Dior shirtwaist dress with John Galliano velvet and crystal platforms.

62 of 202

Marion Cotillard in Giorgio Armani Privé, 2007

Sipa

WHY WE LOVE IT A diaphanous Giorgio Armani Privé gown and loose tendrils push the star into romantic territory at an event in Berlin.

63 of 202

Penelope Cruz in Atelier Versace, 2007

Gilbert Flores/CelebrityPhoto.com

“The beautiful pink color of this Atelier Versace gown perfectly accents Cruz’s skin, while the silhouette manages to be both sleek and romantic at the same time," says InStyle fashion director Hal Rubenstein.

64 of 202

Penelope Cruz in L'Wren Scott, 2008

Eric Ryan/Getty Images

WHY WE LOVE IT Proving a penchant for detail, Cruz matched the burgundy velvet heels perfectly with her L'Wren Scott dress.

65 of 202

Penelope Cruz in Chanel, 2008

Jen Lowery/Startraks

WHY WE LOVE IT A fan of Chanel Haute Couture, the best supporting actress winner chose the iconic label for a trip down the Oscar red carpet.

66 of 202

Penelope Cruz in Dolce & Gabbana, 2009

Axelle Woussen/Bauer-Griffin

WHY WE LOVE IT Dolce & Gabbana made this custom dress for a Cannes event. "It shows off her natural beauty," says Stefano Gabbana.

67 of 202

Penelope Cruz in Marchesa, 2009

Tony Barson/WireImage

WHY WE LOVE IT Cruz donned a Marchesa confection for the premiere of Broken Embraces, her fifth film with director Pedro Almodovar.

68 of 202

Penelope Cruz in Yves Saint Laurent, 2009

Lisa O'Connor/Zuma Press

WHY WE LOVE IT Only a renaissance woman who speaks four languages can make an Yves Saint Laurent menswear look feel as sexy as any dress.

69 of 202

Penelope Cruz in Dior, 2003

Niviere/Villard/Sipa

WHY WE LOVE IT Already a star in Spain, Cruz was on the verge of international acclaim. She presented herself to the world in Dior Haute Couture.

70 of 202

Penelope Cruz in Michael Kors, 2007

Dan Steinberg/FilmMagic

WHY WE LOVE IT In a sunny Michael Kors mini, the Madrid-born beauty reveals style choices that show as much range as her acting skills.

71 of 202

Penelope Cruz in Oscar de la Renta, 2007

Daniel Deme/WENN

WHY WE LOVE IT "Poised and confident," says Oscar de la Renta of Cruz in his creation. "You don't just see the dress, you see her."

72 of 202

Penelope Cruz in Giorgio Armani, 2007

Jeff Vespa/WireImage

WHY WE LOVE IT The Vicky Cristina Barcelona star was drawn to this fiery Armani number for the designer's fashion show in L.A.

73 of 202

Natalie Portman in Givenchy

Baverel-Garcia/Starface/Retna Ltd.

“Portman doesn’t look like most young stars," says InStyle fashion director Hal Rubenstein. "She likes to play with volume and proportion. Here, she takes a wild Haute Couture look by Riccardo Tisci for Givenchy and pairs it with perfectly polished hair and makeup.”

74 of 202

Natalie Portman in Lanvin, 2008

Karwai Tang/Landov

WHY WE LOVE IT In Lanvin, she hit the Cannes Film Festival and made it her runway-one we want to see her on again and again.

75 of 202

Natalie Portman in Christian Lacroix, 2008

Nick Sadler/Startraks

WHY WE LOVE IT "She looks like modern royalty," Christian Lacroix says of Portman, here in his design. "She's special and timeless."

76 of 202

Natalie Portman in Prada, 2003

Grayson Alexander

WHY WE LOVE IT Always the risk taker, the actress is as comfortable in a Prada flapper dress as she is in a T-shirt and jeans.

77 of 202

Natalie Portman in Rodarte, 2009

Adam Orchon/Elevation Photos

WHY WE LOVE IT Ben Stiller's Joaquin Phoenix Oscar send-up got the laughs, but all eyes were on his co-presenter's Rodarte stunner.

78 of 202

Natalie Portman in Chanel, 2006

Hahn/Khayat/ABACAUSA.COM

WHY WE LOVE IT Long locks, begone! Her short hair looked fresh with vintage Chanel Haute Couture at the Golden Globes.

79 of 202

Natalie Portman in Lanvin, 2005

Hahn/Khayat/ABACAUSA.COM

WHY WE LOVE IT Lanvin's pleated gown was part of a big moment for the then 23-year-old-her nod at the Oscars for Closer.

Account

More

200 Celebrity Looks We Love

1 of 202

200 Celebrity Looks We Love

2 of 202

Gwyneth Paltrow in Stella McCartney, 2008

3 of 202

Gwyneth Paltrow in Donna Karan, 2009

4 of 202

Gwyneth Paltrow in Lanvin, 2008

5 of 202

Gwyneth Paltrow in Stella McCartney, 2005

6 of 202

Gwyneth Paltrow in Marni, 2009

7 of 202

Gwyneth Paltrow in Valentino, 2002

8 of 202

Gwyneth Paltrow in Alice + Olivia, 2009

9 of 202

Gwyneth Paltrow in Calvin Klein, 1996

10 of 202

Gwyneth Paltrow in Balenciaga, 2005

11 of 202

Gwyneth Paltrow in Elie Saab, 2010

12 of 202

Julia Roberts in Valentino, 2001

13 of 202

Julia Roberts in Giorgio Armani, 2004

14 of 202

Julia Roberts in Lanvin, 2009

15 of 202

Julia Roberts in Vivienne Tam, 1999

16 of 202

Julia Roberts in Calvin Klein, 1999

17 of 202

Julia Roberts in Isaac Mizrahi, 1998

18 of 202

Julia Roberts in Georgio Armani Privé, 2008

19 of 202

Julia Roberts in Giorgio Armani, 2002

20 of 202

Diane Kruger in Vivienne Westwood, 2012

21 of 202

Julia Roberts in Todd Oldham, 1998

22 of 202

Julia Roberts in Yves Saint Laurent and Esther Chen, 2002

23 of 202

Kate Moss in Dior, 2005

24 of 202

Kate Moss in Kate Moss for Topshop, 2007

25 of 202

Kate Moss, 1998

26 of 202

Kate Moss in Chanel, 2008

27 of 202

Kate Moss in Siwy and Alexander McQueen, 2008

28 of 202

Kate Moss in Fendi, 2009

29 of 202

Kate Moss in Chanel and Marc Jacobs, 2007

30 of 202

Kate Moss in Cerruti, 1997

31 of 202

Kate Moss in Kate Moss for Topshop, 2009

32 of 202

Kate Moss in Burberry Prorsum, 2006

33 of 202

Jennifer Aniston in Burberry Prorsum, 2009

34 of 202

Jennifer Aniston in Christian Dior, 2002

35 of 202

Jennifer Aniston in Chanel, 2007

36 of 202

Jennifer Aniston in Calvin Klein, 2006

37 of 202

Jennifer Aniston in Rochas, 2006

38 of 202

Jennifer Aniston in Valentino, 2009

39 of 202