Anna Wintour used to drink a coffee milkshake every afternoon, says her former assistant

Anna Wintour’s former assistant Jill Demling says the Vogue editor used to have a coffee milkshake from Burger Heaven at 4 pm each day. The anecdote offers a glimpse into Wintour’s office routines and Demling’s nearly two decades of work booking celebrity covers.

When Vogue moved to Times Square in 1999, Wintour switched to a Starbucks Frappuccino, initially worrying it might not have enough calories. Demling also recalled how cover choices favoured film roles over television or music, and said Beyoncé gained more say over her images as her influence grew.