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 25

AVRIL LAVIGNE

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Dara Kushner/INF

So much for looking girlie! The singer gets punky in plaid pants and a cropped vest at the Maxim Hot 100 party in N.Y.C.

02 of 25

CAMERON DIAZ

CAMERON DIAZ
Tim Wimborne/landov

The back-to-blonde beauty shows off her toned shoulders in an ombré Missoni dress and boucheron jewels at the Australian premiere of Shrek the Third.

03 of 25

JESSICA SIMPSON

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abaca

In Cannes to promote her upcoming film Major Movie Star, Simpson hits the streets in a revealing pale yellow vintage Alaia frock.

04 of 25

NAOMI CAMPBELL

NAOMI CAMPBELL
Eric Gaillard /Landov

No, the supermodel’s not taking up belly-dancing – but Campbell has an enviable form in a see-through Azzedine Alaia gown at a party in Cannes.

05 of 25

EVA GREEN

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Jeff Vespa/WireImage

The Bond girl goes for drama with a boldly swagged Dior Haute Couture gown on the red carpet in Cannes.

06 of 25

ROSARIO DAWSON

ROSARIO DAWSON
Fitzroy Barrett /Landov

The Death Proof actress plays up her olive skin with a cheerful Dolce & Gabbana sheath dress and bright white pumps in Cannes.

07 of 25

MISCHA BARTON

MISCHA BARTON
Daniele Venturelli/WireImage

The actress makes like a modern goddess in her jeweled Roberto Cavalli gown and sparkling sandals during a night out in Cannes.

08 of 25

LINDSAY LOHAN

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Michael Carpenter/ WENN

The actress celebrates topping the Maxim Hot 100 in a rainbow bright Hervé Légé r bandage dress at the magazine’s event in N.Y.C.

09 of 25

CARRIE UNDERWOOD

CARRIE UNDERWOOD
Jon Kopaloff/FilmMagic

The singer didn’t just show off new love Tony Romo at the 42nd Annual Academy of Country Music Awards on Tuesday in Las Vegas – she also dazzled in a metallic Badgley Mischka Platinum sheath with a Mary Norton clutch.

10 of 25

JESSICA SIMPSON

JESSICA SIMPSON
Ralf Juergens/Getty

The Blonde Ambition star flaunted her hourglass curves in a ruffled vintage Oscar de la Renta frock at a UNESCO gala in Cologne, Germany.

11 of 25

FAITH HILL

FAITH HILL
Jon Kopaloff/FilmMagic

The singer made bold fashion moves at the ACM awards, pairing an asymetrical vintage dress with an oversized Lanvin necklace.

12 of 25

ELLEN POMPEO

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Brad Barket/Getty

The Grey’s Anatomy star covers up in a belted YSL gown at the Men’s Health party in N.Y.C. this week.

13 of 25

KELLY CLARKSON

KELLY CLARKSON
Frazer Harrison/ACMA/Getty

The singer takes the plunge in a daring black Tadashi gown before she hits the stage to perform with Reba McEntire at the Academy of Country Music Awards.

14 of 25

NORAH JONES

NORAH JONES
MPictures/FilmMagic

The singer hits the Cannes Film Festival to support her turn as an actress in My Blueberry Nights in a sweet floral frock.

15 of 25

CHARLIZE THERON

CHARLIZE THERON
Mark Von Holden/WireImage

The actress exudes sophistication in a shoulder-baring Dior sheath at a runway show for the French label in N.Y.C.

16 of 25

AMERICA FERRERA

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PA Photos /Landov

Wilhemina would be proud! The Ugly Betty star sizzles in a plunging Monique Lhuillier gown at the gala for Time’s 100 Most Influential People in N.Y.C.

17 of 25

CAMERON DIAZ

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LUIS GUERRA/RAMEY

Promoting her role as the voice of Princess Fiona in Shrek the Third, the actress swings by TRL in an Opening Ceremony jumper, American Apparel t-shirt and stacks of bangles.

18 of 25

LINDSAY LOHAN

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James Devaney/WireImage

The actress shows off her softer side in a white satin Jill Stuart cocktail dress at the N.Y.C. premiere of her new film Georgia Rule.

19 of 25

CATE BLANCHETT

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Mat Szwajkos/Getty

From her pin-straight hair to her Balenciaga little black dress and her Roger Vivier clutch, the star is a vision of elegance at the Time event on Tuesday night.

20 of 25

SARAH JESSICA PARKER

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Sylvain Gaboury/FilmMagic

The newly minted designer shows off her fashion cred in an all-white Fendi ensemble at the Links for Life Gala in N.Y.C.

21 of 25

PARKER POSEY

PARKER POSEY
Peter Kramer/Getty

The indie actress doesn’t just have quirky taste in roles – she hits the rose-lined red carpet of the Met Costume Institute Gala in a shredded Marc Jacobs dress.

22 of 25

DREW BARRYMORE

DREW BARRYMORE
KRISTIN CALLAHAN/BAUER-GRIFFIN

The actress shows off her fiery side in a tiered Ferragamo frock and tousled locks while arriving for a taping of David Letterman’s Late Show.

23 of 25

NAOMI WATTS

NAOMI WATTS
Photopro/Landov

The mother-to-be shows off her expectant glow – and growing tummy – in an off-the-shoulder Escada gown at an event for the line in L.A.

24 of 25

RIHANNA

RIHANNA
PA Photos /Landov

Fashion “S.O.S”! The singer pairs her elegant white Georges Chakra gown with punky black mesh gloves at the Costume Institute Gala.

25 of 25

NICOLE RICHIE

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Gaye Gerard/WireImage

The Simple Life star dazzled in her bronze Julien McDonald pleated goddess gown at the MTV Australia Video Music Awards.

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