A look at the editor-in-chief’s Vogue covers from her first radical combination in 1988 to her final ‘weird’ shoot During her 37-year tenure as editor-in-chief of American Vogue, Anna Wintour has presided over more than 400 covers. December 2025’s, on newsstands this week, will prove her last before she steps away to focus on roles as Vogue’s global editorial director and chief content officer at Condé Nast.The cover is certainly memorable: an image of the actor Timothée Chalamet photographed by Wintour’s long-term collaborator Annie Leibovitz in a Celine white polo neck, long cream coat and embroidered jeans, standing on a “planet” with a backdrop of a star-filled nebula provided by Nasa. Continue reading...