Women's Wear Daily

WWD Report Card: Red Carpet Guilty Pleasures

A look back through time at some of the most memorable red carpet moments we can’t help but love. Cher: A- Cher, 1986 Oscars  Globe Photos/Shutterstock She was a trailblazer, bringing stage costumes onto the carpet — and making it memorable. Who can forget this look, which was one of the high points of her collaboration with Bob Mackie? This showgirl get-up would not work on anyone else, but Cher turns this into one of our favorite guilty pleasures. Barbra Streisand: B+ Barbra Streisand, 1969 Oscars  George Birch/AP/Shutterstock This is one of the earliest naked dresses in red carpet history. Her subversive tone with white cuffs and black bow creates the perfect tension between good girl meets vixen. This outfit is a perfect extension of her character in “Funny Girl.” Lil Kim: B Lil Kim, 1999 MTV Video Music Awards  Erik Pendzich/Shutterstock It is very difficult to encapsulate a decade with one outfit, but Lil Kim clearly succeeded with this asymmetrical jumpsuit with matching pastie. This outfit is unforgettable. Britney Spears and Justin Timberlake: A- Britney Spears and Justin Timberlake, 2001 American Music Awards  Mark J Terrill/AP/Shutterstock We will never look at Canadian tuxedos the same way again — as well as the best execution of couples coordinated outfit. It’s so bad that it’s good. Not

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