Celeb Fashion Hit or Miss?

Check out recent style triumphs and trip-ups by the stars – then rate the looks yourself! By Melissa Liebling-Goldberg

01 of 40

HALLE BERRY

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Victor Chavez/WireImage

The Perfect Stranger star glows in a babydoll Hugo Boss dress and a sparkling bib necklace at the film’s Mexico City premiere.

02 of 40

NATALIE PORTMAN

NATALIE PORTMAN
Sylvain Gaboury/FilmMagic

Taking a cue from Audrey Hepburn’s style, the actress accentuated her petite frame in a satin YSL sheath, Kwiat diamond studs and a chic chignon at the N.Y.C. premiere of Paris, Je T’Aime.

03 of 40

DREW BARRYMORE

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BABOLCSAY/IPOL/GLOBE

This year’s Most Beautiful lays claim to her title in a tiered Dior by John Galliano gown at the N.Y.C. premiere of her new film Lucky You.

04 of 40

ROSARIO DAWSON

ROSARIO DAWSON
Donald Bowers/Getty

The Descent star downplayed her famous physique in a beaded blue and white Missoni shift dress at a press conference for the film at the Tribeca Film Festival.

05 of 40

LUCY LIU

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Gary Gershoff/WireImage

Taking a break from filming her new stylish series Cashmere Mafia, the actress stays in fashionista mode with a stunning silver Dolce & Gabbana dress at the Tribeca Film Festival.

06 of 40

GEENA DAVIS

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Michael Germana / SSI Photo /Landov

Accepting an award in L.A. for founding the See Jane program, the actress is the epitome of elegance in a one-shouldered Gustavo Cadile dress.

07 of 40

EVA MENDES

EVA MENDES
Rick Maiman/ap

Me-ow! Mendes puts her animal instincts – and curves – on display in a dramatic D&G chiffon gown at the N.Y.C. premiere of her new film Live!

08 of 40

KELLY CLARKSON

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Gregg DeGuire/WireImage

The singer returned to her roots and performed on American Idol – but what would Simon say about this shapeless, patterned dress?

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09 of 40

KIRSTEN DUNST

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Richard Lewis/WireImage

The actress puts a romantic spin on the little black dress in her ethereal Rodarte frock at the Spider-Man 3 premiere in London.

10 of 40

CATE BLANCHETT

CATE BLANCHETT
Lilly Palmberger/celebrity photo

The actress goes graphic in a Rue du Mail by Martine Sitbon black and white bubble dress at the IWC Da Vinci launch party in Geneva, Switzerland.

11 of 40

FERGIE

FERGIE
Juan Rico/Fame

The singer was G-L-A-M-O-R-O-U-S in her draped silver Christian Dior sheath at the Class of Hope Prom 2007 benefit in Los Angeles.

12 of 40

ROSARIO DAWSON

ROSARIO DAWSON
MLM/Fame

The Grindhouse star was simply elegant in a sapphire blue silk Donna Karan gown with Fred Leighton jewels at the Breast Cancer Research Foundation party in N.Y.C.

13 of 40

KERRY WASHINGTON

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Paul Morigi/WireImage

The actress blooms in a floral-printed Monique Lhuillier gown at the White House Correspondents’ Dinner after-party in Washington, D.C.

14 of 40

LIV TYLER

LIV TYLER
Jason Kempin/FilmMagic

The actress loved the Luisa Beccaria frock that she wore on the cover of Glamour so much that the designer made her one, which she modeled at the Free Arts benefit in N.Y.C.

15 of 40

EMMY ROSSUM

EMMY ROSSUM
Stephen Lovekin/WireImage

The petite actress donned a Valentino dress dripping in tiers of tulle and lace to the New Yorkers for Children event in N.Y.C.

16 of 40

AVRIL LAVIGNE

AVRIL LAVIGNE
Giulio Marcocchi/Sipa

Leaving behind her more glamorous looks of late, the Best Damn Thing singer is pure skater-girl punk in a striped hoodie and shorts at a CD signing in Hollywood.

17 of 40

JESSICA BIEL

JESSICA BIEL
Darla Khazei/Pacific coast news

The actress is a vision in white from her Chloe dress to her YSL purse to her Giuseppe Zanotti heels while heading into The Late Show in New York.

18 of 40

KIRSTEN DUNST

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Eric Charbonneau/WireImage

The Spider-Man 3 star is ethereal in a pale pink Christian Lacroix Haute Couture gown while promoting the film in Japan.

19 of 40

JENNIFER ANISTON

JENNIFER ANISTON
flynet

On hand to accept her Vanguard Award from GLAAD in L.A., Aniston shows off her enviable legs in a Chanel Haute Couture little black dress.

20 of 40

NATALIE MAINES

NATALIE MAINES
Patrick Rideaux/Rex USA

The Dixie Chick recasts herself a newsboy – complete with cap and cropped pants – at the Red Line premiere in L.A.

21 of 40

CHLOE SEVIGNY

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INF

The actress shows some Big Love for Prada, attending their America’s Cup party in Spain in a pale pink minidress from the brand.

22 of 40

EVA LONGORIA

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Jill Johnson/jpi

The soon-to-be-married star is glowing in her golden Diane von Furstenberg frock as she announces the ALMA nominations in L.A.

23 of 40

SHALOM HARLOW

SHALOM HARLOW
A. Macpherson/Splash News online

The supermodel plays down her glam side in a menswear-inspired mix of a Gucci tie, YSL blouse, hand-knit sweater and Marc Jacobs pants at an environmental event in L.A.

24 of 40

DREW BARRYMORE

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Jon Kopaloff/FilmMagic

She already looks the part – the radiant star announces her new role as a Cover Girl in a sunny Carolina Herrera dress.

25 of 40

HILARY SWANK

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Clasos/jpi

The Reaping star is ready for spring in her lavender Christian Dior chiffon gown at the film’s Mexico City premiere.

26 of 40

DREW BARRYMORE

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Stephen Shugerman/Getty

The actress goes for casual chic in a simple black top and white slacks at the L.A. premiere of The Year of the Dog.

27 of 40

HALLE BERRY

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Evan Agostini/Getty

The Perfect Stranger star is shining bright in her mirrored Versace minidress at the film’s N.Y.C. premiere.

28 of 40

LEANN RIMES

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Sylvain Gaboury/FilmMagic

The singer tries out a new look in an embellished white Mayle dress and patent leather Alexander McQueen oxford heels at the Brick Awards in N.Y.C.

29 of 40

MARY J. BLIGE

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Jenny Bierlich/SSI Photo/Landov

The singer is unusually low-key in a Michael Kors jersey top and capri pants at the Entourage premiere party in Los Angeles.

30 of 40

DITA VON TEESE

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Gustavo Caballero/Getty

The former Mrs. Manson is all tied up in her elaborately belted Resurrection by Juyoung frock before performing at Cameo nightclub in Miami.

31 of 40

SARAH JESSICA PARKER

SARAH JESSICA PARKER
bauer-griffin

Ever the fashion risk-taker, the actress pairs a gunmetal gray Peter Sorenen gown with a teal Proenza Schouler jacket at an N.Y.C. tribute to Family Stone costar Diane Keaton.

32 of 40

EMMANUELLE CHRIQUI

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Michael Williams/startraks

The Entourage actress is a vision of summer in her ruffled white YSL dress and towering wedges at the show’s L.A. premiere.

33 of 40

JENNIFER CONNELLY

JENNIFER CONNELLY
Yuji Ohsugi/WireImage

The raven-haired star sticks to a LBD from Oscar de la Renta for the Tokyo premiere of Blood Diamond.

34 of 40

MANDY MOORE

MANDY MOORE
MICHAEL GERMANA/GLOBE

The actress shows off a sunny disposition – and sundress by Twelfth Street by Cynthia Vincent – before heading in to the Kids’ Choice Awaards in L.A., where she was later slimed onstage.

35 of 40

EVA LONGORIA

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Alpha /Landov

The soon-to-be-married star steps out in a boldly printed Carmen Marc Valvo gown and H. Stern jewels at the Laureus World Sports Awards in Spain.

36 of 40

NICOLE KIDMAN

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Lester Cohen/WireImage

The statuesque star went for rock-star chic in her L’Wren Scott shrunken satin blazer and skinny black pants at the Kids’ Choice Awards

37 of 40

HILARY SWANK

HILARY SWANK
ENF/Fame

The Reaping actress shows off her softer side in a sweet updo and bubble-skirted Bottega Veneta frock at the film’s Barcelona premiere.

38 of 40

PAULA ABDUL

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AXELLE/BAUER-GRIFFIN

What would Simon say? The American Idol judge is a designer mishmash at the Kids’ Choice Awards in an Alexander McQueen top, Acme jeans, YSL belt and Chloe boots.

39 of 40

HALLE BERRY

HALLE BERRY
dpa /Landov

The Hollywood Walk of Fame has never looked sexier – the actress heated up the L.A. landmark in a sheer Dolce & Gabbana dress while accepting her star.

40 of 40

CHLOE SEVIGNY

CHLOE SEVIGNY
Roger Wong/INF

The Big Love star paid homage to the ’80s in her floral Ungaro minidress at a Mercedes-Benz event in N.Y.C.

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