First lady Michelle Obama, right, and Vogue editor Anna Wintour appear at a dedication ceremony for the Anna Wintour Costume Center, Monday, May 5, 2014, at the Metropolitan Museum of Art in New York.

Wintour started her career with the magazine in 1988, taking over for former editor-in-chief Grace Mirabella. Her first cover, which was the November 1988 issue, showed model Michaela Bercu in a ...