Home • Celebrity Star Gazing: Anna Wintour and Sean Combs Hug What a picture! Anna Wintour and Sean 'Diddy' Combs attend the Macy's celebration of Fashion's Night Out at Macy's Herald Square in New York City. Diddy Anna Wintour Nyfw 260 Jpg By Essence · Updated October 29, 2020 What a picture! Anna Wintour and Sean ‘Diddy’ Combs attend the Macy’s celebration of Fashion’s Night Out at Macy’s Herald Square in New York City.
