Diane Keaton – 75
In her mid-70s, Diane Keaton lives her best single life as a doting mother to her two adopted children. The legendary actress recently admitted in an interview that it’d been thirty-five long years since she even went on a date.
Although it’s not like she didn’t wish to tie the knot with someone special ever, unfortunately, none of her affairs proceeded towards marriage. While the BAFTA Award winner may not be interested in dating anymore, but back when she was open to the idea, Diane was romantically involved with some of Hollywood’s megastars, including the legendary Al Pacino and Woody Allen himself.
