Lifestyle Style Celeb Fashion Hit or Miss? Vote on this week's styles including RIhanna, Miley and more stars! You decide – are they fashionistas or flops? By People Staff Published on September 2, 2008 02:00 PM Share Tweet Pin Email Trending Videos 01 of 39 RIHANNA Kevin Mazur/WireImage The normally edgy singer goes for all-out glamour in a black silk gazar Monique Lhuillier gown and Cartier jewels for her Fashion Rocks appearance. 02 of 39 MILEY CYRUS Kevin Mazur/WireImage Calling out her star status, the singer-actress chooses a silver star-motif Zuhair Murad minidress for Fashion Rocks. 03 of 39 CHARLIZE THERON Kevin Mazur/WireImag The actress channels her inner rock star at Fashion Rocks in her Rag & Bone silver blazer, gleaming leggings and chunky statement Dior necklace. 04 of 39 RENéE ZELLWEGER George Pimentel/WireImage The Oscar winner sticks to her signature style in a slim-fitting black Carolina Herrera sheath and Cartier diamonds at the Toronto Film Festival premiere of Appaloosa. 05 of 39 FERGIE Kevin Mazur/WireImage Going for boho glamour, the singer pairs her Gucci printed tunic with layered belts and skinny pants as she walks the Fashion Rocks red carpet. 06 of 39 CLAIRE DANES Deryck Lewis/WireImage The Me and Orson Welles star is sleek and chic in her one-shouldered navy Lanvin dress at the film’s premiere at the Toronto Film Festival. 07 of 39 BEYONCé Kevin Mazur/WireImag The singer makes a sharp appearance at Fashion Rocks in a sculptural Costume National minidress, Lorraine Schwartz diamonds and straight, blonde locks. 08 of 39 LAUREN CONRAD Axelle/Bauer-Griffin The Hills star keeps cool in a belted satin Richard Ruiz tunic and loose waves at the Nylon party in Los Angeles. 09 of 39 CHRISTINA AGUILERA Frank Micelotta/Getty The singer flaunts her curves in a watercolor miniskirt and black tank while speaking at an MTV VMAs press conference in L.A. 10 of 39 EVA MENDES Axelle/Bauer-Griffin The star of The Women is a retro beauty in her floral Bill Blass sheath, DSQUARED2 pumps and curled updo at the film’s Los Angeles premiere. 11 of 39 JADA PINKETT SMITH Adriana M. Barraza/WENN The actress is a classic glamour girl in her slinky gunmetal Zac Posen gown at the premiere of her new film The Women. 12 of 39 LEIGHTON MEESTER Bauer Griffin The Gossip Girl star celebrates another TV show’s premiere – Entourage – in a simple black Fendi dress and Van Cleef and Arpels jewels. 13 of 39 DEBRA MESSING Gregg DeGuire/WireImage The Starter Wife becomes one of The Women in a tiered ombré Oscar de la Renta frock, DSQUARED2 heels and Platinum by Niel Lane jewels at the film’s Los Angeles premiere. 14 of 39 SHANNEN DOHERTY Patricia Schlein/WENN Celebrating her return to her favorite zip code – 90210 – the actress brightens up The Late Show with David Letterman in a printed red silk dress. 15 of 39 MEG RYAN Jen Lowery/Startraks The actress heralds her return to comedy in The Women in a simple sapphire gown and loose curls. 16 of 39 KELLY RUTHERFORD Albert Michael/Startraks The Gossip Girl mom is totally glam in a floral dress and heels at the Dior Beauty screening of the show at the Empire Hotel rooftop in N.Y.C. 17 of 39 ANNE HATHAWAY Max Rossi/Reuters/Corbis italy Another day, another gorgeous gown! The Rachel Getting Married star attends the film’s Venice premiere in a frothy aqua silk-organza Atelier Versace dress, set off with a vintage diamond Bulgari necklace, tourmaline ring and icy diamond studs. 18 of 39 NICOLE RICHIE Tigerpixx/INF The reality star changes up her L.A.-cool style to attend driving classes in a gray button-down top paired with skinny jeans and a close-cut blazer – topped off with a banded straw panama. 19 of 39 KEIRA KNIGHTLY Daniel Deme/EPPA The Duchess actress proves she’s Hollywood royalty in a sapphire Alexis Mabille dress with embellished tulle, patent Moschino heels, and a glimmering Chanel Fine Jewelry floral ring and brooch at the film’s London premiere. 20 of 39 TYRA BANKS Jim Spellman/WireImage It’s double vision as the America’s Next Top Model host gets back to her runway roots in a black column dress for a Bazaar magazine event honoring their fall cover girl. 21 of 39 KIM KARDASHIAN Andy Fossum/Startraks The reality star keeps up with the latest Hollywood trends, pairing a black-and-white printed mini with a yellow silk tank and red pointy-toed pumps at magazine party in L.A. 22 of 39 HEIDI MONTAG Gregg DeGuire/WireImage The Hills star shows off her signature style in a short and swingy one-shoulder dress accessorized with flower-topped fuchsia platforms, a thick black cuff and patent clutch at the EA Sports Freestyle FaceBreaker launch party at Avalon in Hollywood. 23 of 39 LIV TYLER Amanda Schwab/Startraks The actress is a dream in a red organza Oscar de la Renta dress, Roger Vivier clutch and pink quartz and diamond Cartier drop earrings and cocktail ring for the Red Thread Gala in Manhattan. 24 of 39 LEANN RIMES INF The country star is big-city chic in a chiffon seafoam top and black Elizabeth and James Hall pencil skirt at the “Stop Hiding? Start Living” photo exhibit in N.Y.C. 25 of 39 CHRISTINA AGUILERA Brian Zak/Sipa After spending quality time with son Max, the hot mama is back to work in a skintight mini Roberto Cavalli dress, platform heels and her signature bold lipstick while launching her new perfume ,”Christina Aguilera Inspire,” at Macy’s in New York City. 26 of 39 ANNE HATHAWAY Pascal Le Segretain/Getty The stylish actress hits a major fall trend in her rich Lela Rose cranberry dress with a sweet patent bow belt and Bulgari jewels while promoting her new movie, Rachel Getting Married, at the Venice Film Festival. 27 of 39 JESSICA SIMPSON RAMEY The country singer takes some time out for a casual dinner with friends in a smart button-up blouse and her signature William Rast flare jeans. 28 of 39 KATE WALSH Jason Merritt/FilmMagic No scrubs here! The TV doctor shows off her figure in a curve-hugging floral Jenny Packham mini and platform Chanel sandals for the DVD release of her show Private Practice. 29 of 39 LILY ALLEN WENN The British singer vamps it up in a tulle-skirted Dolce & Gabbana ballgown and Chopard jewels at the GQ Men of the Year Awards in London. 30 of 39 RIHANNA Perez/Daniel/INF The singer conquers New York in a basic black tank, high-waisted skirt and oversized shades while heading out of her Manhattan hotel. 31 of 39 HAYDEN PANETTIERE WENN The youngest Heroes star looks all grown up in her metallic top, skinny black pants and neat bun for an appearance on The Late Show With David Letterman. 32 of 39 THANDIE NEWTON Mike Marsland/WireImage After showing some serious leg over the weekend, the actress takes a demure approach in a floral sheath and bold clutch for the GQ Men of the Year Awards in London. 33 of 39 CHARLIZE THERON RAMEY The star is the picture of glamour in her beaded Atelier Versace column gown and Bulgari diamonds at The Burning Plain premiere in Venice. 34 of 39 MADONNA XPOSURE/RAMEY The birthday girl takes a break from her tour to help husband Guy Ritchie (not pictured) debut his film Rocknrolla in London in a sharply tailored black satin Stella McCartney dress. 35 of 39 NATALIE PORTMAN Daniele Venturelli/WireImage The star is honored at the Venice Film Festival for her humanitarian work in a chic navy Miu Miu dress and loose waves. 36 of 39 THANDIE NEWTON PA Photos /Landov The Rocknrolla star is daring in a peekaboo white Jasmine di Milo dress and metallic Casadei heels at the film’s London premiere. 37 of 39 DIANE KRUGER Olycom/iphoto The newest cast member of the next Quentin Tarantino film is sexy in a sheer beaded Dior Haute Couture dress over a black bodysuit and Valentino heels at the Jaeger LeCoultre gala at the Venice Film Festival. 38 of 39 KIM KARDASHIAN RAMEY The new Dancing with the Stars contestant is chic in tan and light denim for a stroll through L.A. 39 of 39 KELLY RIPA Rob Rich/Everett The talk show host celebrates the last days of summer in a sweet printed halter dress and platform heels at the 33rd Annual Hampton Classic Horse Show in the Hamptons. 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