Here is a picture of Anna Wintour published in 1992. Fashionologie, ever precise, dated the party snap to November, 1991. Actually, Fashionologie’s 2008 roundup of the Vogue editor’s early 90s style is still pretty much the genre-defining entry into the category. God, there are beige leggings. And a plaid suit that looks like something Fran Fine dug up at Loehmann’s.
(I love Loehmann’s. I’m just saying.)