Dame Anna Wintour was 'relentless' about parenting Dame Anna Wintour has revealed how she approached parenting during her younger years. 7 April 2026 Dame Anna Wintour has always been "relentless" in her approach to parenting. Dame Anna Wintour has two children with her ex-husband The 76-year-old media executive has daughter, Bee, 38, and son, Charlie, 40, with ex-husband David Shaffer, and Anna has opened up about her commitment to her family life.