Everyone in the worlds of fashion, costume, culture, society, and celebrity are fair game when it comes to Italian illustrator Alexsandro Palombo, who captures his favorite icons in portraits on his Humor Chic blog. "When I put pencil to paper, I know where I'll start but I don't know where I'll finish," he writes, but each portrait ends up rather cheeky with a "childlike sweetness," writes Deidre Woollard on Luxist. I wish I were important enough for Palombo to immortalize in portrait. One day, maybe.

Anyway, Exclusive, Anna Wintour Is Re-Elected Miss Vogue Editor recreates the moment when Condé Nast President Jonathan Newhouse crowned Anna Wintour Miss Vogue editor to everyone's relief, writes Palombo who attended the secret festivities. Check out other cheeky drawings by Palombo that include Calvin Klein swinging like Tarzan and Queen Elizabeth wearing a fishnet bustier after the jump.