The Tennis Ace and the Fashionista: New Yorks Newest Couple? Posted by ExtraTV Staff on September 11, 2007 6:58 AM New Yorks ultimate fashionista Anna Wintour has been spotted for the second time with tennis ace Roger Federer! The 57-year-old Vogue diva, who is widely believed to have inspired Meryl Streeps character in The Devil Wears Prada, was cozying up to 26-year-old sports star Federer at the Oscar de la Renta fashion show this weekend. Is it a love match? New York Daily News Ben Widdicombe tells Extra that Wintour is famously fond of Federer. In fact, she chose to watch him at the U.S. Open last week instead of going to Gwen Stefanis L.A.M.B. fashion show. But Widdicombe says that both Wintour and Federer have significant others and that theyre just very good friends.