Lifestyle Style Last Night's Look: Love It or Leave It? Check out the head-turning outfits Kelly Osbourne, Ashley and Mary-Kate Olsen and more stars were just spotted in! Then decide – fabulous or fashion fail! By People Staff Published on October 20, 2012 10:00 AM Share Tweet Pin Email 01 of 48 KELLY OSBOURNE Bauer-Griffin We would love to get our hands on this metallic mini, but we’ll leave the purple pony to the Fashion Police judge, who wears the head-turning look to an E! event in Mexico City. 02 of 48 ASHLEY AND MARY-KATE OLSEN Anthony Behar/Sipa As the anniversary of their classic TV movie Double Double Toil and Trouble approaches, the sisters mark another milestone: receiving the WSJ. magazine “Innovator of the Year” award in N.Y.C. in coordinating silky neutral looks, plus statement bags. 03 of 48 LAUREN CONRAD Alexander Tamargo/WireImage No body glitter in sight. Just a tangerine Harlyn mini, nude heels and the ombré locks, which she shows off at an event for her new books in Miami Beach. 04 of 48 NAOMI WATTS Taylor Hill/Getty Prim and pretty in a collared Victoria Beckham sheath, rose pink bag and strappy heels, the Aussie actress looks ready to mix business and pleasure at a Sotheby’s event in N.Y.C. 05 of 48 EMMA ROBERTS Dimitrios Kambouris/Getty Nanette Lepore’s celeb collaborator unveils her “Emma” sunglasses (a joint effort between the star, the designer and Sunglass Hut) in N.Y.C., wearing a tweedy cropped suit and buttoned-up blouse by Nanette Lepore, plus a red clutch and Bing Bang earrings. 06 of 48 TYRA BANKS Mike Coppola/Getty At the “Flawsome Ball” in N.Y.C., the model goes for a mix of flawless and awesome, making a major entrance in a graphic print, ruffled-train gown and a honey bob. 07 of 48 CHRISTINA HENDRICKS Charley Gallay/Getty Don Draper would definitely approve: The Mad Men star hosts a Johnnie Walker whiskey tasting in Beverly Hills wearing a floral Temperley London dress, Tacori gems and Jimmy Choo peep-toe heels. 08 of 48 JULIANNE MOORE Splash News Online Joining the Olsens at the N.Y.C. WSJ. party, the actress gets a little edgy in a black shift with sheer sleeves and skirt, plus metallic booties and golden jewels. 09 of 48 COCO ROCHA Anthony Behar/Sipa The model works all the angles in a dramatic ruby Zac Posen gown, red lips and a gilded clutch at the Bergdorf Goodman 111th Anniversary party in N.Y.C. 10 of 48 EVA LONGORIA Joe Schildhorn/BFAnyc/Sipa In a rich shimmery copper sheath with exposed corset details, plus classic black accessories, the plays co-host at a Saks Fifth Avenue “Key to the Cure” dinner in N.Y.C. 11 of 48 DEMI MOORE Craig Barritt/WireImage Despite some personal drama, the puts her best foot forward in an embellished lace Oscar de la Renta dress, Neil Lane jewels and gold-accented Jimmy Choo platforms at the GEMS Girls Like Us benefit in N.Y.C. 12 of 48 OLIVIA PALERMO Diallo Ferguson/Startraks We’re into fringe, but we just can’t bring ourselves to endorse the socialite’s vest, which she pairs with a lace skirt and black Stuart Weitzman pumps for a Boston dinner in honor of photographer Mario Testino. 13 of 48 MANDY MOORE Sara Jaye Weiss/Startraks This might just fit all the requirements of the perfect party dress. The shines in a fitted black-and-silver Lela Rose frock, plus black cap-toe pumps and an undone updo, at a Rachel Zoe and Jockey event in West Hollywood. 14 of 48 KATE MOSS Dave M. Benett/Getty Most people wouldn’t step out in an olive harem-pant jumpsuit with an equestrian-inspired overcoat, but then again, is not most people. She wears the bold look to a Mulberry party in London. 15 of 48 BRITTANY SNOW Jason LaVeris/FilmMagic Is this outfit Pitch Perfect? The film’s star, clad in an origami-pleat strapless dress, Amrapali earrings, Le Vian rings and black heels for a J. Mendel and Children’s Institute, Inc. party in West Hollywood, seems to think so – and we’re inclined to agree. 16 of 48 ALESSANDRA AMBRéSIO Diallo Ferguson/Startraks Also in Boston for the Mario Testino party, the supermodel shows why she’s got that job in an ultra-sexy slit-to-there gown. Though it appears she left the $2.5 million bra at home. 17 of 48 SOPHIA BUSH Gregg DeGuire/WireImage Also at the J. Mendel and Children’s Institute, Inc. event in West Hollywood, Sophia picks a pretty structured sheath (want!) and bow-embellished heels. 18 of 48 BUSY PHILLIPS Amy Graves/WireImage We’ve been wondering what to wear with our bird-print pants! Now we know. Busy tops her pair with a simple tee, a funky Rebecca Minkoff necklace and a cool python-print Me Char clutch at the Harlyn launch party in Hollywood. 19 of 48 JENNIE GARTH Jerod Harris/WireImage Yowsa, that is a dark lip. The actress offsets her pout with a sensible ivory tweed David Meister Signature sheath, Daniel Swarovski clutch and coordinating pumps, proving she’s a study in contradictions at the Beverly Hills Inner-City Arts gala. 20 of 48 LAUREN CONRAD Rob Kim/Getty Proving that she still really loves her Aldo pumps, the breaks them out again, this time with a lacy yellow Yoana Baraschi dress and glossy lips to sign her new book, Starstruck, in N.Y.C. 21 of 48 NAOMI WATTS Neil Rasmus/BFAnyc/Sipa To fête Target’s 50th anniversary in N.Y.C., the puts together a casual – and affordable! – look, wearing a blouse and bangle from Target with a black Helmut Lang blazer, 3x1 jeans and boots. 22 of 48 LUCY HALE Chris Pizzello/Invision/AP It’s only Wednesday, but the Pretty Little Liars star already has us thinking about our weekend outfit. She looks comfy and cute in jeans, a slouchy moto jacket, knee-high boots and ruby lipstick, worn to the show’s Halloween episode party in Hollywood. 23 of 48 SOLANGE KNOWLES Billy Farrell/BFAnyc/Sipa She’s already breaking her promise to give up prints, but we’ll forgive her since she looks so cute in this Renaissance-inspired printed Dolce & Gabbana party dress, embellished pumps and a Diane von Furstenberg clutch at the American Ballet Theatre opening night gala in N.Y.C. 24 of 48 ELISHA CUTHBERT Jon Kopaloff/FilmMagic The Happy Endings star toasts the show’s return to TV (it’s back next week!) at the Beverly Hills Paley Center, wearing a navy Anna Catherine shirtdress with pink earrings and heels, plus a few coordinating bangles. 25 of 48 MARY-LOUISE PARKER Billy Farrell/BFAnyc/Sipa Also at the American Ballet Theatre gala in N.Y.C., the actress wears an elegant, autumnal ruby satin gown, delicate chain necklaces and minimal makeup. 26 of 48 CHRISTA B. ALLEN Orion/Splash News Online While Naomi goes relaxed for the Target party in N.Y.C., the Revenge star takes the opposite approach and chooses a glittery tea-length Donna Karan dress with strappy sandals and a black clutch. 27 of 48 HELEN HUNT Tim Whitby/Getty The actress tempers her bold chartreuse Chagoury Couture lace dress with standout black accessories, including Dana Davis heels, at the London premiere of her film The Sessions. 28 of 48 MICHELLE RODRIGUEZ James Whatling/Splash News Online Here’s another seriously sexy way to show sternum: in a plunging, lace-panel mermaid gown, which the actress wears with bangles and smoky eyes to the Victoria & Albert Museum Hollywood Costume gala in London. 29 of 48 GWYNETH PALTROW Dara Kushner/INF The world’s best dressed lives up to her title – and shows off her equally noteworthy body – in a cutout Michael Kors dress, worn with a bold Amrapali cuff and white Jimmy Choo pumps to the God’s Love We Deliver gala honoring the designer in N.Y.C. 30 of 48 EMMA STONE Michael Kovac/WireImage Schoolgirl style gets a flirty upgrade, as the sports a sugary sweet pink Valentino dress with a Valentino Garavani clutch, Neil Lane earrings, Irene Neuwirth rings and houndstooth pumps for the Elle Women in Hollywood celebration in Beverly Hills. 31 of 48 EMMA WATSON Jon Kopaloff/FilmMagic Our other attends the same Beverly Hills Elle event (and receives the Calvin Klein Collection Emerging Star Spotlight award!) looking sophisticated in a chic black-and-white look by the designer. 32 of 48 LEA MICHELE Splash News Online Perhaps her New York City dance training on Glee is rubbing off: The wears a showgirl-approved lace bodysuit with sheer striped overlay by Zimmermann, accenting it with strappy black heels and rings by J/Hadley and Graziela at the Elle party. 33 of 48 SARAH JESSICA PARKER Jon Kopaloff/FilmMagic We bet Carrie Bradshaw would approve of the hint of midriff shows in her Calvin Klein Collection dress, accessorized with burgundy velvet heels and an emerald David Yurman ring at the Elle event. 34 of 48 JULIANNE HOUGH Jon Kopaloff/FilmMagic Where to begin? We don’t know whether to talk about the funky updo, bold red lips, pale yellow Calvin Klein Collection dress, visible bra or chunky T-strap shoes, which she selected for the Elle Women in Hollywood bash. 35 of 48 HAILEE STEINFELD Imeh Akpanudosen/Getty Someone’s got her learner’s permit on the brain! The 15-year-old actress kicks off Mercedes-Benz’s National Teen Driver Safety Week in L.A. wearing a J. Brand button-up, Joe’s jeans and Ash boots. 36 of 48 NINA DOBREV Jon Kopaloff/FilmMagic It must have been a busy night for Hollywood stylists since practically every actress attended the Elle event, including the Vampire Diaries star, who accessorizes her high-neck Vera Wang sheath with killer black-and-gold Jimmy Choo sandals and a Nancy Gonzalez clutch. 37 of 48 BROOKLYN DECKER Neilson Barnard/Getty The brand-new brunette contrasts her darker locks with a shimmery white shorts ensemble by Michael Kors at the God’s Love We Deliver gala in N.Y.C. 38 of 48 OCTAVIA SPENCER Jeff Vespa/WireImage Still true to one of her favorite designers, Tadashi Shoji, the actress sports his forest-green striped design with simple black accessories and Melinda Maria gems for the Women in Hollywood party in Beverly Hills. 39 of 48 LEA MICHELE Chris Pizzello/Invision/AP There’s nothing scary about the simple black Giorgio Armani gown, Samira 13 jewelry and Rene Caovilla heels the selects for the American Horror Story: Asylum premiere in Hollywood. 40 of 48 KATY PERRY Bill Davila/Startraks She’s abandoned her bright hair and microminis, but the more sophisticated look, worn to the Night of Too Many Stars autism fundraiser in N.Y.C., still showcases plenty of skin (and a whimsical Halloween-themed manicure). 41 of 48 CHLOË MORETZ Marion Curtis/Startraks The Carrie star trades that infamous prom dress for something a little cleaner and chicer: an Antonio Berardi schoolgirl-inspired look with a black jacket, plus fabulous black-and-white sandals, at an N.Y.C. event for the movie remake. 42 of 48 EVA LONGORIA Rob Kim/FilmMagic We love a multipurpose dress like this one. As soon as is done with this crocheted white number (worn with a giant bun and nude ankle-strap heels to the “Black Girls Rock!” event in N.Y.C.), she can turn it into tea cozies. 43 of 48 ELLE FANNING Can Nguyen/Rex USA For the London premiere of her film Ginger and Rosa, Elle goes retro in a Rochas rose-print ballgown and coordinating mint cardigan. 44 of 48 GABRIELLE UNION Rob Kim/FilmMagic Our November cover girl (and super-savvy shopper) tries out some new bangs to go with her fitted black Dolce & Gabbana dress and matching accessories at the Black Girls Rock! N.Y.C. party. 45 of 48 LAUREN CONRAD Jason LaVeris/FilmMagic No terrible trends here! The PEOPLE StyleWatch contributor wears a two-tone bustier gown with clipped-back ombré locks and a Le Vian ring at a Designs for the Cure gala in L.A. 46 of 48 ALICIA KEYS Bryan Bedder/Getty Also at the N.Y.C. “Black Girls Rock!” event, the singer pairs a shiny and sheer Pamella Roland sheath with bow-topped heels, a Shamballa bracelet, Wouters & Hendrix earrings and a curly updo. 47 of 48 JENNA DEWAN-TATUM Matt Baron/BEImages One of the stars of American Horror Story: Asylum looks crazy chic in a white dress with embroidered and sheer side panels, plus copper heels with cutouts and Vahan earrings, at the show’s Hollywood debut. 48 of 48 EMMY ROSSUM Marion Curtis/Startraks Emmy’s better off red in this cutout Temperley London dress, worn with JewelMint earrings and nude ankle-strap Jimmy Choo sandals and glamorous curls to N.Y.C.’s ComicCon.