Diane Keaton will always be hailed as a Hollywood legend. From her iconic performance in The Godfather to her comical ones in Annie Hall, Play It Again, Sam and Love and Death, the late Los Angeles, California, native left a lasting impact on the entertainment industry. While she is survived by her two children, Dexter and Duke Keaton, Diane never married, but her brief dating history includes some of the most famous actors from the 20th century.
One of Diane’s most well-known exes is Woody Allen, who penned a heartfelt tribute to his late friend and film collaborator after Diane died on October 11, 2025, at the age of 79.
“A few days ago the world was a place that included Diane Keaton. Now, it’s a world that does not,” Woody wrote in an essay published via The Free Press. “Hence, it’s a drearier world. Still, there are her movies. And her great laugh still echoes in my head.”
News47.us is looking back at Diane’s short but sweet dating history below, from her first public relationship to her last.
Woody and Diane dated in the early 1970s after first meeting at a 1969 audition. Though their relationship didn’t last, the former couple remained close friends and collaborators, having worked on several films together, including Play It Again, Sam, Sleeper, Love and Death and Annie Hall.
After Diane died in October 2025, Warren wrote an emotional tribute to his late friend in an essay published by The Free Press. In it, he briefly touched on the end of their romance, writing that “only God and Freud might be able to figure out” why they didn’t last as lovers.
“This beautiful yokel went on to become an award-winning actress and sophisticated fashion icon,” Woody added about Diane.