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Diane Keaton’s Hollywood dating history: From Woody Allen to Al Pacino

October 11, 2025
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Diane Keaton’s Hollywood dating history: From Woody Allen to Al Pacino
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Diane Keaton had three famous loves before her death at 79.

The actress, whose death was confirmed on Saturday, was never married and never regretted that decision. However, she had high-profile relationships with Woody Allen, Warren Beatty and Al Pacino.

She then became a single mother in her 50s when she adopted her daughter, Dexter, 29, and son, Duke, 25.

Here’s a look back at Keaton’s relationship history.

Woody Allen

Woody Allen and Diane Keaton.
Diane Keaton’s first public relationship was with Woody Allen. Ron Galella Collection via Getty Images
Woody Allen and Diane Keaton.
The two lived together in Manhattan. Getty Images

The Oscar winner’s first public relationship was with Allen.

She won an Oscar playing the title character opposite Allen in “Annie Hall,” which many believed was based on their relationship.

The two met in 1969 when Keaton auditioned for the Broadway production of Allen’s comedy, “Play it Again, Sam.” Allen wrote in his memoir, “Apropos of Nothing,” that he was immediately attracted to Keaton, who he described as “adorable, funny, totally original in style, real, fresh.”

The two eventually became lovers and lived together in Allen’s luxurious penthouse overlooking Central Park.

Keaton won an Oscar, starring in Allen’s “Annie Hall.” Bettmann Archive
Woody Allen and Diane Keaton.
The exes remained close friends over the years. Courtesy Everett Collection
“Annie Hall” was loosely based on Keaton.

She disputed that belief in a 1977 New York Times article, claiming, “It’s not true, but there are elements of truth in it.”

The pair eventually split up when Keaton moved back to her home state, California, and landed a role in Francis Ford Coppola’s mob classic, “The Godfather.”

However, they remained close friends, with Keaton appearing in seven other Allen movies. She also supported him when his daughter, Dylan, accused him of sexual assault, a claim he has denied.

“Woody Allen is my friend and I continue to believe him,” Keaton wrote on X in January 2018.

Warren Beatty

Keaton and Warren Beatty were already dating when they filmed “Reds.”
Diane Keaton and Warren Beatty.
The “Baby Boom” star said that Beatty gave her good career advice. Gamma-Rapho via Getty Images

Keaton was already dating Beatty when they co-starred in the 1981 film “Reds.”

In her memoir, “Then Again,” Keaton wrote that she had a crush on Beatty after seeing him in the 1961 movie “Splendor in the Grass” and couldn’t believe it when she began dating him.

In a 2017 HuffPo interview, Keaton shared that Beatty gave her sound advice when she wanted to do “unusual, artistic projects.”

Diane Keaton and Warren Beatty.
She had a crush on him as a teenager after seeing “Splendor in the Grass.” Getty Images
Diane Keaton and Warren Beatty.
Beatty once took a flight with Keaton from Los Angeles to New York because she was scared of flying. Ron Galella Collection via Getty Images

“Warren said to me, ‘What are you, nuts? You wanted to be a movie star all your life, you get it and now you better take responsibility and deal with it.’ But I didn’t want to,” she recalled.

The “Father of the Bride” star also shared that Beatty was a romantic.

“I was terrified of flying and once I had to fly from L.A. to New York,” she remembered, “so he took me to the airport and said, “I’ll walk you onto the plane.” Then he sat down with me and the plane took off and he was still holding my hand. We landed and he kissed me goodbye and took the next plane back to L.A. Pretty cool.”

Al Pacino

Diane Keaton and Al Pacino.
Diane Keaton dated her “Godfather” co-star Al Pacino on and off for many years. Ron Galella Collection via Getty Images
Diane Keaton and Al Pacino.
Keaton has hinted that Pacino was her great love. Getty Images
The two first worked together in “The Godfather.” Courtesy Everett Collection

The “Baby Boom” star also had an on-again, off-again relationship with her “Godfather” trilogy co-star, which finally ended after the filming of “The Godfather Part III.”

“He was very appealing, and the thing is, we kept running into each other because of work,” she told Huff Po. “Work brings people together; it’s very helpful. … Maybe I need another job to find another unobtainable great!”

She also described Pacino as “simply the most entertaining man…To me, that’s, that is the most beautiful face. I think Warren [Beatty] was gorgeous, very pretty, but Al’s face is like whoa. Killer, killer face.”

In his recent memoir, “Sonny Boy,” Pacino recalled going to his entertainment lawyer in the 1980s to discuss his paltry finances with Keaton in tow.

She described Pacino as having a “killer killer face.” Courtesy Everett Collection
They broke up while filming “The Godfather III.” ©Paramount/Courtesy Everett Collection

After discussing his meager savings, Keaton yelled at Pacino’s lawyer: “Do you know who he is?”

When the lawyer began to answer, the “Book Club” star jumped in again.

“Yeah, you’re going to tell me, ‘Oh, he’s an artist. No. He. Is. An idiot,” she yelled.

“He’s an ignoramus,” she continued. “When it comes to this, you’ve got to take care of him.”

The post Diane Keaton’s Hollywood dating history: From Woody Allen to Al Pacino appeared first on Page Six.

Tags: Al Pacinocelebrity datingCelebrity DeathsDiane Keatonsex and relationshipswarren beattywoody allen
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