Diane Keaton

Diane Keaton can be considered as one of Hollywood’s most elusive bachelorettes. Known for her idiosyncratic personality and style, Keaton is a successful Academy Award and Golden Globe Award winner for performances in films like The Godfather series, Play It Again, Sam, and Annie Hall.

The role was specifically written for Keaton, which can be seen in her performance. However, to avoid being typecast, she branched out to more dramatic roles in films like the Interiors, Reds, and Something’s Gotta Give. Her personal life is almost as storied as her film career, with former beaus such as Woody Allen, Warren Beatty, and Al Pacino. Now that she’s getting older, Keaton remains adamant about not using marriage as an insurance plan and happily stays single with her adopted children.