People.com Lifestyle Style Fashion Faceoff Sometimes, stylish star minds think alike. You decide: Who wears it better? By People Staff Published on May 26, 2009 10:00 PM Share Tweet Pin Email 01 of 30 REESE VS. JESSICA Andy Fossum/Startraks; Neill J. Schutzer/Ramey Witherspoon paired her Simply Vera Vera Wang coat with a Versace dress at a charity event in 2007, while Biel finished off her all-black look with her $129 coat this week. 02 of 30 GINNIFER VS. KIM Juan Soliz/Pacific Coast News; Axelle/Bauer-Griffin The Big Love star paired her Camilla and Marc frock with black tights at the series’ premiere in January, while the reality star went for neutral peeptoes at Tori Spelling’s book party this week. 03 of 30 DIANE VS. SOPHIA Rasmus/McMullan/Sipa; Albert Michael/Startraks Kruger attended an art exhibition in N.Y.C. in her Alexander Wang minidress in February, while Bush added sex appeal to an A/X event in her colorblock mini this week. 04 of 30 RUMER VS. JENNIFER Brian Ach/WireImage; Demis Maryannakis/Splash News Online Willis visited the Late Show with David Letterman in her Camilla and Marc dress in August, while Love Hewitt hit the 14th annual Gen Art Film Festival in New York this month in her navy strapless dress. 05 of 30 JANUARY VS. MARISA Carlos Diaz/INF; London Ent/Splash News Online The Mad Men star dazzled at the Emmy Awards in her Dolce & Gabbana gown, while the Victoria’s Secret model flaunted her curves in her corset gown at the Academy of Country Music Awards in Las Vegas. 06 of 30 NICOLE VS. JENNIFER Carlos Costas/Pacific Coast News; Jackson Lee/Splash News The Australia star promoted the film last November in her L’Wren Scott dress, while the singer-actress celebrated Topshop’s N.Y.C. opening in her white strapless one. 07 of 30 RACHEL VS. DREW Evan Agostini/AP; Doug Meszler/Splash News Online Weisz attended a film awards gala in December in her Narciso Rodriguez frock, while Barrymore hit the streets of N.Y.C. this week in her graphic striped dress. 08 of 30 KATY VS. NICKY Demis Maryannakis/Splash News Online; Jacob Andrzejczak/WireImage The singer paired her Matthew Williamson for H&M dress with metallic Guiseppe Zanotti heels at a party two days before the heiress matched her peacock-feather-print mini to her blue heels at a party in Las Vegas. 09 of 30 BRITTANY VS. MILEY Greg Tidwell/Pacific Coast News; Edward Opinaldo/Pacific Coast News The star of the new Gossip Girl spin-off kept it casual for a night out in her Hurley leather jacket, while the teen queen went shopping in N.Y.C in her cropped topper a few weeks later. 10 of 30 CARRIE ANN VS. AUDRINA Curtis Leigh/Splash News Online; Snapper Media/Splash News Online The Dancing with the Stars judge dazzled at the American Music Awards in her Alberto Makali dress, while the Hills star lit up the Australia MTV Video Awards in her gold sequined minidress. 11 of 30 EVA VS. JENNIFER Splash News Online(2) The small-screen star was vibrant in her yellow Diane von Furstenberg dress at a screening party in L.A., while the new mom wore her favorite dress style in red to Good Morning America. 12 of 30 JOY VS. ALEXIS Jason DeCrow/AP; Mike Coppola/FilmMagic Bryant hit the VH1 Hip Hop Honors last year in her belted Matthew Williamson dress, while Bledel pared down the accessories for her wildly printed mini while celebrating the designer’s diffusion line in N.Y.C. last week. 13 of 30 KIM VS. KENDRA Zodiac/Splash News Online; Axelle/Bauer-Griffin Reality star smackdown! The Keeping up with the Kardashians hottie picked her magenta Foley + Corinna dress for a night on the town in L.A., while the former Girl Next Door stunned in the turquoise version at a movie premiere. 14 of 30 KATHERINE VS. LUANN Michael Tran/FilmMagic; Bennett Raglin/WireImage The actress hit a boutique opening in October in her Blue Halo dress, while the Real Housewives of New York City star attended the CEW Awards luncheon in her belted cobalt dress this week. 15 of 30 LEVEN VS. DITA Chris Polk/FilmMagic; Stefan/Rachpoot/INF The Terminator: The Sarah Conner Chronicles actress topped her Moschino Cheap & Chic dress with a vest for an event last October, while the burlesque queen kept it simple for the Coachella Music and Arts Festival. 16 of 30 KATE VS. LUCY VS. BECKI Drew Altizer/WENN; Diane Cohen/Fame; Brian Zak/Sipa It’s a three-way battle! Bosworth wore her 3.1 Phillip Lim dress first to a charity event last year, while Liu hit a fashion week event in hers. Newton feted costar America Ferrera this month in her zipper-trim mini. 17 of 30 ISLA VS. IVANKA GG/Flynet; Janet Mayer/Splash News Online The actress promoted Confessions of a Shopaholic in her J. Mendel dress, while the heiress hit a N.Y.C. party in her draped white frock. 18 of 30 JESSICA VS. NATASHA Kevin Mazur/WireImage; Chris Pizzello/AP Simpson picked the gold version of Nicole Miller’s sequined tunic to promote her design lines, while Bedingfield went for silver at the ASCAP Awards in L.A. last week. 19 of 30 KRISTIN VS. DIANE Splash News Online; Demis Maryannakis/Splash News Online Scott Thomas attended the BAFTAs in her Yves Saint Laurent gown, while Kruger lit up the Metropolitan Opera’s anniversary gala in her beaded bustier gown. 20 of 30 KATIE VS. MELISSA Jordan Strauss/WireImage; Todd Williamson/WireImage The new Melrose Place resident lit up a magazine party in Los Angeles in her Ina Soltani dress, while the Dancing with the Stars contestant showed off her fit shape in her hot pink sheath at a bash last week. 21 of 30 ANNE VS. KATE Edward Opinaldo/Pacific Coast News; Brian Flannery/Flynet Hathaway wore her favorite Burberry trench coat while on the streets of N.Y.C. in December, while Bosworth bundled up last week while also strolling in the Big Apple in her degradé coat. 22 of 30 MOLLY VS. MANDY Gamma; AdMedia Sims bloomed in her Diane von Furstenberg maxidress at an InStyle Golden Globes party, while Moore caught spring fever in her floral frock at a Las Vegas bash in April. 23 of 30 HEIDI VS. EMMA Fame; Splash News Online The supermodel worked her Atelier Versace dress during an L.A. photo shoot, while the young actress vamped at the Met Gala in her molded minidress. 24 of 30 KATE VS. PERREY Donato Sardella/WireImage; Donato Sardella/WireImage The Private Practice star showed off her legs at a Dior Beauty celebration in Hollywood in her Dior minidress, while the Entourage actress accessorized her green satin frock with strappy sandals. 25 of 30 BEYONCé VS. RIHANNA Karl Schoendorfer/Rex USA; Doug Meszler/Splash News Online Beyoncé rolled up her J Brand “Zombie” jeans for a stroll in Vienna, while Rihanna shopped her way through downtown Manhattan in her gray tie-dyed jeans. 26 of 30 ASHLEE VS. BETHENNY Peter Kramer/AP; Bryan Bedder/Getty Simpson hit a N.Y.C. bash last April in her 3.1 Phillip Lim dress, while the Real Housewives of New York City star celebrated a Modern Bride event this past week in her black ruffle-trimmed minidress. 27 of 30 AUDRINA VS. LACEY Steve Marcus/Reuters/Landov; Jon Kopaloff/FilmMagic The reality star dazzled at ShoWest in her Rafael Cennamo dress, while the Dancing with the Stars pro hit up a Hollywood party in her bronze strapless dress. 28 of 30 ZOE VS. DOUTZEN Richard Young/Startraks; Tony Barson/WireImage The Star Trek actress lit up the film’s London premiere in her Azzedine Alaia dress, while the Victoria’s Secret model heated up Cannes in her full-skirted frock. 29 of 30 KIM VS. BRITTANY Ramey; Axelle/Bauer-Griffin Kardashian hit the streets of L.A. in her light pink Lela Rose dress, while Snow picked the deeper-hued version of the one-shoulder dress for a charity event in L.A. 30 of 30 CELINE VS. LINDSAY C Flanigan/FilmMagic; Albert Michael/Startraks The dramatic singer took to the stage in her crystal-flecked Balmain dress, while the drama-plagued actress hit an A/X party in L.A. in her minidress. Vote on More Fashion Faceoffs >