People.com Celebrity The Year's Most Surprising Fashion Faceoffs A-lister showdowns you won't believe as we look back at the surprising pair-ups from 2011 By Melissa Liebling-goldberg Published on November 17, 2010 07:00 PM Share Tweet Pin Email 01 of 15 REESE VS. JESSICA Kevin Mazur/WireImage; James Devaney/WireImage Witherspoon was hot in a pink L'wren Scott sheath last October, while Simpson flaunted her curves in a belted version of the dress this March. 02 of 15 RIHANNA VS. JENNIFER Jackson Lee/Splash News Online; George Pimentel/Wireimage The singer strutted out of her N.Y.C. hotel rocking Stella McCartney's sheer-topped dress, while the actress showed some skin in the same sheath at the Toronto Film Festival. 03 of 15 DEMI VS. JENNIFER Kristen Noseda/LE/Splash News Online; Oleg Nikishin/Getty Moore hit the Freedom Awards in October in her one-arm Lanvin gown, while Lopez tried a burgundy version of the dress at a recent Moscow fund-raiser. 04 of 15 KIM VS. LINDSAY Dave Proctor/iPhoto; Kevork Djansezian/Getty Kardashian celebrated her birthday in Las Vegas in her Brian Lichtenberg dress, while Lohan hit InStyle's post Golden Globes bash in her hooded minidress. 05 of 15 VICTORIA VS. BAR Getty Images; Splash News Online The designer first showed off her Roberto Cavalli gown in 2006, while the model pulled her look from the designer's archive to celebrate his 40th anniversary during Paris Fashion Week. 06 of 15 KRISTEN VS. TAYLOR INF; Jemal Countess/WireImage The Twilight star promoted New Moon last November in her ivory J. Mendel dress, while the country singer picked the lavender version for an N.Y.C. awards ceremony in June. 07 of 15 JENNIFER VS. OLIVIA PhamousFotos/Splash News Online; Benaroch/Sipa The actress headed to her book signing in her Bensoni dress, while the reality star took in a Paris couture presentation in her purple leopard- print dress. 08 of 15 MARY J. VS. DREW Eugene Mim/Patrick McMullan/Sipa; Vince Flores/AFF The RampB superstar kept her accessories simple for her Malandrino gown at an N.Y.C. event, while the actress added a belt and suede platforms to her gold dress for the premiere of Going the Distance this week in L.A. 09 of 15 TINA VS. SHERYL Ben Hider/PictureGroup; Ben Hider/PictureGroup It's a real-life faceoff! Fey and Crow both turned up at the New York Women in Communications event last month in matching floral Dolce amp Gabbana. 10 of 15 BLAKE VS. MADONNA Janet Mayer/Splash News Online; Charles Eshelman/Getty The actress dressed down her Stella McCartney perforated boots with a button-down and blazer in January, while the pop icon went all-out glam by pairing hers with a sequined tunic at an N.Y.C. gala. 11 of 15 KATY VS. LAURA BELL Josephine Santos/Pacific Coast News; The pop star hit the L.A. clubs in her Sheri Bodell dress, while the country crooner picked her gold and white mini for the CMT Awards. 12 of 15 JANUARY VS. IMAN Tammie Arroyo/AFF; Richie Buxo/Splash News Online The Mad Men star picked her black Lanvin gown for the Golden Globes, while the ageless model hit an N.Y.C. premiere in the shorter version of the ruffle-neck dress. 13 of 15 TAYLOR VS. GOLDIE Jon Kopaloff/FilmMagic; George Napolitano/FilmMagic The youngest Gossip Girl cast member got glam in Dior for a 2009 Golden Globes bash, while the iconic star added a fur shrug to her shimmering black gown for the N.Y.C. premiere of Nine. 14 of 15 TINSLEY VS. CIARA Humberto Carreno/Startraks; Humberto Carreno/Startraks The socialite hit a charity event in N.Y.C. in her pink Versace, while the singer attended pal LaLa Vazquez's wedding in her printed micromini. 15 of 15 ZOE VS. PARIS Stephen Lovekin/WireImage; Jamie McCarthy/WireImage The Avatar beauty took a walk on the wild side in her high-necked Louis Vuitton dress back in February, while the socialite added a pair of black tights to hers at the Victoria’s Secret fashion show in November.