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Celeb Fashion Hit or Miss?

Vote on this week's styles including Paris Hilton, Jessica Simpson and more stars! You decide – are they fashionistas or flops? By Andrea DeSimone and Melissa Liebling-Goldberg
By People Staff Updated December 18, 2019 08:04 PM
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JAIME PRESSLY

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Credit: Jean Baptiste Lacroix/WireImage

The My Name Is Earl star is chic in a striped BCBG dress while presenting the Purex Saves Green grand prize winner in Beverly Hills.

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ALICIA KEYS

ALICIA KEYS
Credit: Photoshot /Landov

The singer shows off her charitable side – and toned torso! – in a sparkling black Giorgio Armani gown at the Black Ball in London.

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ELIZABETH BANKS

ELIZABETH BANKS
Credit: Ciao Hollywood / Splash News

The Meet Dave actress is a golden girl at the film’s premiere in strapless Amanda Wakeley and gilded YSL heels.

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JENNIFER HUDSON

JENNIFER HUDSON
Credit: Suzan/EMPICS Entertainment/ABACA

The Oscar winner heeds the call of the wild in her giraffe-print Escada gown at the “Keep a Child Alive” Black Ball in London.

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EVA MENDES

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Credit: London Ent/Splash News

The actress strolls leisurely through Beverly Hills in a flirty ruffled Juicy Couture dress and wooden platforms.

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ANNE HATHAWAY

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Credit: Rosie Greenway/Getty

Continuing her fashionable tour, the Get Smart star ditches her couture gowns for a leggy look in a Jenni Kayne shorts suit, Giuseppe Zanotti heels and Garrard jewels for the movie’s London photo call.

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BLAKE LIVELY

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Credit: Johns PkI/Splash News

Leaving her favorite date dress behind, the young starlet opts for a slinky slip dress, gladiators and Chanel bag while out with her real-life love – and Gossip Girl costar – Penn Badgley in N.Y.C.

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NICKY HILTON

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Credit: Jason LaVeris/FilmMagic

The heiress strikes a pose in a ruffled one-shoulder dress and studded sandals at a Ports 1961 party in L.A.

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ASHLEY TISDALE

ASHLEY TISDALE
Credit: Breeden/Jones/Pacific Coast News

After showing off her bikini body in Hawaii, the High School Musical 3 star covers up in a bold T. Bags maxidress and large Louis Vuitton bag in Toluca Lake, California.

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KIRSTEN DUNST

KIRSTEN DUNST
Credit: Demis Maryannakis/Splash News

Taking the sensible approach, the star pairs flat Mary Janes with her long white belted dress for August after party in N.Y.C.

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VICTORIA BECKHAM

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Credit: Matrix/Flynet

No sweat pants here! Forgoing comfort for fashion, the designer makes for a stylish sight while strolling through London’s Heathrow airport in a belted high-waisted skirt, deep V-neck sweater and her signature dark dVb shades.

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GWYNETH PALTROW

GWYNETH PALTROW
Credit: Freddy Baez/Ramey

The Estee Lauder spokesmodel accessorizes her sweet white ruffled-collar Giambattista Valli frock with a bold orange Fred Leighton bracelet and edgy lace-up black YSL heels for the launch of the beauty company’s newest fragrance in N.Y.C.

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SELMA BLAIR

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Forget the little black dress! The Hellboy 2: The Golden Army star goes retro in a sexy ruffled Unhee romper, gold trimmed Roger Vivier pumps and a flipped up bob for a visit to MTV’s TRL.

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ANNE HATHAWAY

ANNE HATHAWAY
Credit: Most Wanted/Flynet

Another city, another fabulous dress! The Get Smart star scores a hit at the Madrid premiere in a black strapless Marchesa number with a sexy front slit and tousled waves.

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CLAIRE DANES

CLAIRE DANES
Credit: INF

Looking every bit a star, the actress sparkles in a glittering Gucci number for the Italian house s fashion show and party in Rome.

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AMANDA SEYFRIED

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The Mamma Mia star strikes a pose at the movie’s Stockholm premiere in a fuchsia silk Amanda Wakeley dress and copper heels to match.

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CHLOE SEVIGNY

CHLOE SEVIGNY
Credit: Jordan Strauss/WireImage

Always the fashion risk taker, the actress dons pleated menswear Alexander Wang pants, a white Dolce & Gabbana bustier, strappy Manolo Blahniks, a Lana Marks purse and a tightly pulled bun for the HBO premiere of Generation Kill in L.A.

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GABRIELLE UNION

GABRIELLE UNION
Credit: Landov

Adding emerald jewels, matching Jimmy Choo shoes and a black Mary Norton clutch to an already bright pink Issa dress, the actress feels like summer for the world premiere of Meet Dave in L.A.

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ANNE HATHAWAY

ANNE HATHAWAY
Credit: Magrelli/Olycom/iphoto

Always a lady, the star stuns in a beautiful white Valentino gown and Bulgari jewels from the Rome premiere of her movie Get Smart.

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REESE WITHERSPOON

REESE WITHERSPOON
Credit: PacificCoastNews

Even dark sunglasses and headscarf can’t disguise the smiling actress as she casually shops in London.

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HILARY DUFF

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Credit: Homero Tercero/WENN

The singer-actress goes for boho chic in a breezy maxidress, J.J Winters belt, oversized shades and tousled hair.

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ASHLEE SIMPSON

ASHLEE SIMPSON
Credit: Flynet

Despite her growing baby bump, the singer sticks with her favorite black skinny jeans and a striped tank coordinated with red sunglasses and flats while out in Hollywood.

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KIM CATTRALL

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Giving a nod to her Sex and the City character, Samantha, the actress goes for a glamorous Grecian belted dress and strappy sandals at the Roma Fiction Fest in Rome.

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DITA VON TEESE

DITA VON TEESE
Credit: Arlene Richie/JPI

The raven-haired vixen turns up the heat in a red-hot dress and pumps that match her signature scarlet pout at a party in Las Vegas.

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ANNE HATHAWAY

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The actress looks chic in a red and black Diane von Furstenberg sheath dress, Brian Atwood heels and a Kara Ross ring for the photocall of Get Smart in Rome.

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JENNIFER LOPEZ

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With hubby Marc Anthony by her side, the glamorous singer causes a stir in a white belted Fendi dress and Sam Edelman gladiator sandals while vacationing in Portofino, Italy.

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HEIDI KLUM

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Making those famous legs appear even longer, the supermodel mom dons quirky black and white striped Alice + Olivia pants while hanging out with her family in New York City.

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PARIS HILTON

PARIS HILTON
Credit: Most Wanted/Flynet

The heiress makes for sexy arm candy in a lacy mini dress and red pumps while watching her rocker beau in concert in Las Vegas.

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JAIME PRESSLY

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Credit: Ed Geller/Globe

The actress keeps it breezy in a floral mini dress for the opening of the Christian Audigier Nightclub in Las Vegas.

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    Everything in This Slideshow

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    1 of 29 JAIME PRESSLY
    2 of 29 ALICIA KEYS
    3 of 29 ELIZABETH BANKS
    4 of 29 JENNIFER HUDSON
    5 of 29 EVA MENDES
    6 of 29 ANNE HATHAWAY
    7 of 29 BLAKE LIVELY
    8 of 29 NICKY HILTON
    9 of 29 ASHLEY TISDALE
    10 of 29 KIRSTEN DUNST
    11 of 29 VICTORIA BECKHAM
    12 of 29 GWYNETH PALTROW
    13 of 29 SELMA BLAIR
    14 of 29 ANNE HATHAWAY
    15 of 29 CLAIRE DANES
    16 of 29 AMANDA SEYFRIED
    17 of 29 CHLOE SEVIGNY
    18 of 29 GABRIELLE UNION
    19 of 29 ANNE HATHAWAY
    20 of 29 REESE WITHERSPOON
    21 of 29 HILARY DUFF
    22 of 29 ASHLEE SIMPSON
    23 of 29 KIM CATTRALL
    24 of 29 DITA VON TEESE
    25 of 29 ANNE HATHAWAY
    26 of 29 JENNIFER LOPEZ
    27 of 29 HEIDI KLUM
    28 of 29 PARIS HILTON
    29 of 29 JAIME PRESSLY

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