People.com Lifestyle Style Last Night's Look: Hit or Miss? Vote on this week's styles including Kim Kardashian, Jessica Simpson and more stars! You decide – are they fashionistas or flops? By People Staff Published on January 3, 2011 04:00 PM Share Tweet Pin Email 01 of 44 KIM KARDASHIAN GSI Media The jewelry epitomizes casually chic style, pairing her comfy leggings and scarf with a bold-shoulder blazer and eye-catching boots while out in L.A. 02 of 44 JESSICA SIMPSON X17 The lets her ruby engagement ring be her only pop of color, layering an oversized gray cardigan over black tights and boots in N.Y.C. 03 of 44 NICOLE RICHIE Ramon/AKM Images Could that be one of her 30 Chanel purses? The stylish looks retro-chic in cat-eye shades, a scarf-and-cardigan combo, and tights underneath her cutoffs while out in West Hollywood. 04 of 44 JESSICA SZOHR John Lamparski/WireImage The is a mix-master in a striped Alice + Olivia by Stacey Bendet dress and violet peep toes at her SoBe Lifewater event in New York. 05 of 44 JENNIFER CONNELLY Tannen Maury/EPA/Landov Maternity wear? Hardly! The actress, who is expecting her third child, looks elegant in a draped Lanvin dove-gray gown with delicate necklaces for the Chicago premiere of her comedy The Dilemma. 06 of 44 CHLOE SEVINGY Will Ragozzino/Patrick McMullan/Sipa The star stays warm – but still bares a little skin – in a black turtleneck dress with cut-out detailing and black platform booties at the N.Y.C. premiere of Blood from a Stone. 07 of 44 REESE WITHERSPOON GSI Media A newly engaged lets her accessories do the talking in Los Angeles, playing up casual separates with a large teal scarf and of course – her four-carat diamond sparkler! 08 of 44 WINONA RYDER Linda Matlow/Rex USA indulges her love of retro silhouettes in a vintage velvet Jean Patou Couture dress and classic pumps at the premiere of her new movie, The Dilemma, in Chicago. 09 of 44 KATE WALSH Mauer/Broadimage The stays on-trend, accenting an easy look with a chain-strap bag, ankle booties and a warm topper, while out and about in L.A. 10 of 44 DREW BARRYMORE Andreas Branch/Patrick McMullan/Sipa makes a bright entrance in a strapless Jil Sander frock with gathered hem, Jack Vartanian earrings and a bold Lucifer vir Honestus ring at CoverGirl’s 50th anniversary party in West Hollywood, Calif. 11 of 44 SELENA GOMEZ Jon Kopaloff/Filmmagic The is all smiles at the People’s Choice Awards in L.A. wearing a ruffled chiffon number by Irina Shabayeva with a flowing train, Isharya gold hoops and platform peep toes. 12 of 44 TAYLOR SWIFT Michael Tran/FilmMagic The newly single makes a bold statement in her sequined Mark+James by Badgley Mischka LBD, Neil Lane jewelry and signature ruby lips at the CoverGirl bash in West Hollywood. 13 of 44 QUEEN LATIFAH Jeff Kravitz/FilmMagic The has a regal presence, playing People’s Choice Awards hostess in a fuchsia Edition by Georges Chakra column gown. 14 of 44 LAUREN CONRAD Jordan Strauss/WireImage shows off her effortless California style in an ivory Quail wrap dress with batwing sleeves, paired with Dana Rebecca Designs bracelets and nude Jimmy Choo sandals at CoverGirl’s 50th birthday bash in West Hollywood. 15 of 44 EMMY ROSSUM Albert Michael/Startraks Emmy stays citrus bright, accessorizing her chiffon dress with gold Coomi chandelier earrings and demure pumps, for an appearance on Late Night with Jimmy Fallon in New York. 16 of 44 WHITNEY PORT Debbie VanStory/iPhoto accents her vintage What Goes Around Comes Around gown with spotlight-stealing Sergio Rossi sandals, a BaubleBar bracelet and Irit design ring at CoverGirl’s 50th birthday celebration in West Hollywood. 17 of 44 MIRANDA COSGROVE Jon Kopaloff/FilmMagic The starlet pumps up a classic sequined Nicole Miller shift with platforms and Ippolita jewelry at the People’s Choice Awards in Los Angeles. 18 of 44 KENDRA WILKINSON Jason LaVeris/FilmMagic stays chic in black-and-white, including a Lauren Merkin clutch, at the TCA winter press tour reception in Pasadena, Calif. 19 of 44 SOPHIA BUSH Veronica Summers/Splash News Online The actress cuts a sexy figure in a Pamella Roland mini, strappy Jimmy Choo sandals and Vhernier jewelry at CoverGirl’s anniversary celebration in West Hollywood, Calif. 20 of 44 LEIGHTON MEESTER Flynet Looking sweet in her printed Missoni dress, Proenza Schouler tote and lace-up booties, the Herbal Essences attends an event for the brand in L.A. 21 of 44 REESE WITHERSPOON GSI Media Though the newly engaged adds a bold raspberry scarf and sexy black suede boots to her all-black ensemble while out in Beverly Hills, her best accessory is her brand new 4-carat engagement ring! 22 of 44 JESSICA SIMPSON Pacific Coast News Another new bride-to-be, the is fresh-faced and dressed-down at New York’s JFK airport in layered sweatshirts, a cozy olive duster and her favorite oversized leopard tote. 23 of 44 FERGIE Bauer-Griffin We’d hate to see those tan lines! The flaunts her figure in a see-through white ensemble with strategic black accents while vacationing in St. Barts. 24 of 44 BEYONCé Ray Tamarra/Getty Look out, Jay-Z – your is surrounding herself with studs! The singer rocks studded E-label leggings, a leather jacket and a Wildfox T-shirt for a biker-chic look in N.Y.C. 25 of 44 MILA KUNIS National Photo Group The Black Swan star trades her pointe shoes for flat boots, American Eagle jeggings and a cozy cowlneck while running errands in L.A. 26 of 44 KERI HILSON Christopher Peterson/BuzzFoto/FilmMagic She’s Supreme-ly gorgeous! The R&B star channels Diana Ross in a plunging, sequin-and-feather concoction, dazzling diamonds and a retro-inspired bob for a Late Show With David Letterman performance. 27 of 44 PAULA ABDUL INF The dance diva makes the rounds in N.Y.C. promoting her new show, Live to Dance, in a curve-hugging sheath, black platform pumps and a shiny black puffer with fuzzy trim. 28 of 44 MENA SUVARI Mark Savage/Startraks The actress tries the trends in a sheer, sequined top and second-skin jeggings A|X combo with a Treesje purse and Flutter by Jill Golden jewelry at the premiere of The Cape in L.A. 29 of 44 GWYNETH PALTROW Doug Meszler/Splash News Online The Country Strong braves the N.Y.C. chill in an oversized overcoat with a sumptuous fur collar, matte tights and utilitarian booties for an appearance on Good Morning America. 30 of 44 KIM KARDASHIAN Elder Ordonez/INF The reality heads to an N.Y.C. salon in a drapey leather jacket, second skin leggings, an easy T-shirt and over-the-knee boots. 31 of 44 REESE WITHERSPOON Flynet The newly engaged keeps it casual in a charcoal pea coat, basic denim and cognac knee-high boots while visiting with friends in Santa Monica, Calif. 32 of 44 PAULA ABDUL Richie Buxo/Splash News Online The Live to Dance star struts her stuff in a pleated silk mini dress with a sweetheart neckline and mega platforms for an appearance on the Late Show with David Letterman. 33 of 44 NICKY HILTON Nathanael Jones/Pacific Coast News The jewelry designer pairs a black petticoat with stretchy separates and a monochromatic skull cap while shopping in L.A. 34 of 44 ANNA PAQUIN Fame The True Blood actress multi-tasks in multi trends, hitting a Beverly Hills hair salon in a gray military coat, black lace prairie skirt and ballet flats. 35 of 44 JENNIFER LOPEZ Denise Truscello/WireImage shows her Vegas LOVE, ushering in the new year in a high-shine ombré Hervé Leger bandage dress and metallic peep toes. 36 of 44 KIM KARDASHIAN MJT/AdMedia Also in Sin City: A glamorous , who sparkles in a plunging white mini dress by Marc Bouwer and captoe heels to welcome 2011. 37 of 44 KIRSTEN DUNST Ethan Miller/WireImage Who says you have to rock bling on New Year’s? The wears a demure white short-sleeved frock and basic black pumps to the star-studded Jay-Z and Coldplay concert at the Cosmopolitan Hotel in Las Vegas. 38 of 44 RIHANNA David Tingey/Splash News Online The swaps her swimwear for see-through stripes and a statement necklace at while hosting a New Year’s bash at Pure nightclub in Las Vegas. 39 of 44 CHLOË SEVIGNY Seth Browarnik/Startraks The actress plays hostess to Trident Vitality’s New Years Eve Bash at Miami’s Mondrian Hotel in a mix of textures and prints, donning a ruffled checked number and simple black booties. 40 of 44 RASHIDA JONES Ethan Miller/WireImage The Office actress looks ready to party, accessorizing her embroidered Farah Khan frock with a feathered purse gladiator heels and Anita Ko bracelets at the star-studded grand opening of The Cosmpolitan in Las Vegas. 41 of 44 WHITNEY PORT Todd Williamson/WireImage The City gives ‘em the bold shoulder in a metallic sea green mini, funky medallion necklace and Lauren Merkin’s “Iris” clutch at the Jay-Z and Coldplay New Year’s concert in Las Vegas. 42 of 44 ELLEN POMPEO Kevin Mazur/WireImage Also at the concert, the Grey’s Anatomy trades scrubs for a sexy suit, rocking blunt new bangs and not much else beneath her tuxedo jacket. 43 of 44 EMMY ROSSUM Seth Browarnik/Startraks Emmy opts for a minimalist nude Bottega Veneta sheath, paired with strappy sandals, Coomi earrings and a metallic Swarovski clutch for her New Year’s Eve celebration at The Cosmpolitan in Las Vegas. 44 of 44 KOURTNEY KARDASHIAN INF Drama mama! The reality star goes for maximum impact in a striking teal goddess gown by Bodyamr with a train, Sylvia Toledano clutch and glam metallic ankle-strap sandals at the Mondrian Hotel in Miami.Vote on Last Week’s Looks! >