Neil Rasmus/BFA/Sipa Press; David X Prutting/BFAnyc/Sipa Press
Vogue's editor-in-chief (and the inspiration behind The Devil Wears Prada) wore this sleeveless animal-print frock at the Michael Kors show in New York two months ago. She completed her look with metallic kitten heels and a colorful beaded necklace.
Then just last week, Hollywood's fresh-faced fashionista wore the designer dress above the knee for Google's Boutiques.com launch party, pairing the printed number with a black clutch, bib necklace and brown YSL pumps.
So who wears it best, the perfectly put-together editrix (who eats the competition for breakfast) or the fearless ingénue and her quirkier sense of style?
Weigh in below and get more fashion face-offs Fridays at 10:30 p.m. on E!'s Fashion Police show!