Anna Wintour
Relationships

Wintour began dating well-connected older men during her teens. She was briefly involved with novelist Piers Paul Read when she was 15 and he was 24. In her later teens, she dated gossip columnist Nigel Dempster and the two became a fixture on the London club circuit.

Wintour married child psychiatrist David Shaffer in 1984, and they had a son named Charles (born 1985) and a daughter named Katherine (born 1987) before divorcing in 1999. Charles is a graduate of the University of Oxford and Columbia College of Physicians and Surgeons. Katherine wrote occasional columns for The Daily Telegraph in 2006 and graduated from Columbia University in 2009, and is a New York-based producer with Ambassador Theatre Group. Katherine married Italian filmmaker Francesco Carrozzini, son of Vogue Italia editor-in-chief Franca Sozzani, in 2018.

Newspapers and gossip columnists claimed that Wintour's affair with investor Shelby Bryan ended her marriage to Shaffer. She declined to comment. A former colleague quoted in the Observer said that Bryan "mellowed her" and that she "smiles now and has been seen to laugh".
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