http://xml.channel.aol.com/xmlpublisher/fetch.v2.xml?option=expand_relative_urls&dataUrlNodes=uiConfig,feedConfig,localizationConfig,entry&id=466188&pid=466187&uts=1290027899
http://www.aolcdn.com/ke/media_gallery/v1/ke_media_gallery_wrapper.swf
Snap Judgment
Fashionable or faux pas? Weigh in on Leighton Meester and other celebs who pushed the envelope.
Rob Loud/WireImage
Phil Walter, Getty Images
Snap Judgment
New York City, Nov. 16, 2010
Leighton Meester was daring in a black lace jumpsuit by Marchesa at the launch of the Court of Jewels recreation at Harry Winston.
Snap Judgment
Beverly Hills, Nov. 3, 2010
Wearing a white dress paired with a puffy-shouldered, blue-and-white jacket, Joan Collins channels her "Dynasty" days as she steps out for dinner at Mr. Chow in Beverly Hills.
Snap Judgment
Los Angeles, November 1, 2010
Wearing a black lace Marchesa dress with sexy cut-outs, Kelly Osbourne channeled her inner dancer at the celebration of "Dancing with the Stars" 200th episode.
Snap Judgment
London, England, October 25, 2010
Julianne Moore wore an asymmetrical -- and some would say too funky -- Lanvin dress paired with a Bulgari clutch and heels at the London premiere of "The Kids Are Alright."
Snap Judgment
Los Angeles, October 23, 2010
Wearing a white asymmetrical Georges Chakra dress, Jennifer Lopez was part vixen, part bride at the 32nd Annual Carousel of Hope gala.
Snap Judgment
London, Oct. 3, 2010
Rihanna tries on several questionable trends at once, including leopard-print thigh-highs, a men's style hat, pointy patent leather Louboutin pumps, an asymmetrical black blazer, and those pesky invisible pants, while stepping out of her hotel.
Snap Judgment
New York City, September 30, 2010
Blake Lively wore a confusing Elie Saab burgundy tulle and black lace dress to the Tiffany & Co. Introduces Eyewear For Spring 2011 event.
Snap Judgment
London, August 23, 2010
Taylor Momsen looked like a working girl in leather and lace leaving Radio One.
Snap Judgment
New York City, July 30, 2010
Carrie Underwood wore a menswear inspired stage ensemble for her performance on NBC's 'Today' Show.
Snap Judgment
New York City, July 28, 2010
Attending a screening of "Twelve" in July, Blake Lively flaunts her toned tummy thanks to a sheer midriff panel with floral detailing. Does the look work? Vote now!
Snap Judgment