The Annie Hall Legend Reflects on Hollywood Romances with Al Pacino and Warren Beatty, Stating She’ll ‘Never Cast Her Net Out’ into the Dating Waters Again

LOS ANGELES, CA – Diane Keaton is not just a bona fide Legend of Cinema; she is a cultural icon who defined a generation’s view of independent womanhood. With a career spanning over six decades, starring in definitive films like The Godfather Trilogy and Annie Hall, Keaton has spent her life on her own terms—a philosophy she is doubling down on as she enters her late 70s.

In a recent candid interview with AARP The Magazine, the Academy Award-winning star delivered a stunning, yet characteristically honest, revelation: she has no intention of ever dating again. At 77, Keaton is “single and unwilling to mingle,” embracing a life rich with friends, hobbies, and the unapologetic freedom she has always championed.

“It is highly unlikely she’ll ever cast her net out into the murky dating waters again,” Keaton mused, noting she can’t recall anyone calling her up “anytime as of late” offering to take her out. The decision is less a lament and more a firm declaration from a woman who has had her fill of high-profile, tumultuous romances and has chosen peace over passion.

A-List Romances, No Altar Promises

Keaton’s dating history reads like a who’s who of Hollywood royalty. Her famous exes include three of the industry’s most revered, complex, and notoriously non-committal leading men: Woody Allen, Al Pacino, and Warren Beatty.

The Creative Spark: Woody Allen

Her earliest and perhaps most consequential relationship was with Woody Allen, whom she met on the set of the 1968 play Play It Again, Sam. The two dated for four years, creating an indelible creative partnership that defined New York intellectual cinema. They collaborated on several masterpieces, most notably Annie Hall (1977), which earned Keaton her Oscar for Best Actress and cemented her image as the ultimate quirky, smart muse.

The romantic relationship eventually ended, but their profound bond survived. They remained close friends and collaborators, continuing to work together on films like Manhattan and Radio Days, a testament to a connection that transcended romance.

The Long, Tumultuous Obsession: Al Pacino

Keaton’s most enduring and passionate romance was with Al Pacino, her co-star in The Godfather (1971). They had an intense, on-and-off relationship for nearly two decades, reprising their roles as the star-crossed Michael and Kay Corleone in The Godfather Part II and III.

The relationship was notoriously tumultuous, ultimately doomed by Pacino’s well-documented commitment issues. While Keaton longed for the stability of a family life, Pacino famously could not be pinned down. The intensity of their love and the profound difficulty of their separation remains a major part of Hollywood lore.

The Fiery Chemistry: Warren Beatty

Following her break with Pacino, Keaton dated Warren Beatty for two years after co-starring with him in the 1978 epic Reds. Their chemistry was fiery on and off-screen, yet like her previous high-profile romances, it dissolved when Beatty moved on.

Keaton was certainly linked with other noteworthy men, but the pattern remained consistent: intense, creative connections that never led to the altar. For a woman who landed on the cover of all the major gossip rags, her personal life was one constant: she never hunkered down and tied the knot.

Fierce Independence: The Choice to Remain Unmarried

Keaton has never expressed an anti-marriage sentiment, but she simply never felt the “pressing need” to walk down the aisle and enter into a legally binding contract. In a 2021 appearance on the Today show, she admitted that she never wanted to give up her independence. That freedom—the right to define her own space, her own time, and her own structure—was a non-negotiable value.

Intriguingly, she also admitted that no one had ever actually asked her to marry them, a possibility that she jokingly suggests may have played a role. However, for a woman who has always valued her own narrative above societal expectations, the choice to remain single stands as her most powerful act of self-determination.

The Joy of Solo Parenthood

Keaton may have never married, but she fulfilled her deepest desire for family later in life. In one of her most defining personal decisions, she adopted two children after reaching the age of 50: Dexter (adopted in 1996) and Duke (adopted in 2001).

She loves and adores her children, who were raised by a single, fiercely independent mother balancing Hollywood success with the quiet demands of motherhood.

Now, as a member of The Empty Nest Club, she speaks proudly of their adulthood. Dexter is now married and starting a family of his own, and Duke is single and living on his own. Keaton’s decision to prioritize motherhood and family outside of the conventional structure is a testament to her lifelong refusal to conform.

The Social Media Superstar and Her “Jerk” Dog

With her children grown and her dating days officially behind her, Keaton has filled her quiet house with new companions and pursuits.

Like many single parents facing a newly empty home, she adopted a pet: her dog, Reggie. Keaton describes her relationship with Reggie with her characteristic quirky wit, describing the dog as a “big jerk” and “hilarious,” noting that she loves her unconditionally, despite—or perhaps because of—her idiotic nature. Reggie is now her “permanent housemate” and constant companion.

Keaton has also embraced her role as a “Social Media Superstar.” At 77, she boasts 2.4 million Instagram followers, a remarkable feat for an actress of her generation. She admits to having a small team to assist her, which she cherishes, comparing the process to “making little movies.” This spontaneity is central to her golden years, seen in viral videos like her dancing to Miley Cyrus’s “Flowers”—a moment she described as simply “doing something stupid for kicks.“

This willingness to put herself out there online with no filter mirrors the candor she displayed about her personal life.

In a 2023 interview, she made the stunning revelation that she hadn’t gone on a date or been romantically involved with anyone in the past 15 years. Expanding further in 2019, she told InStyle that she hadn’t actively dated anyone in 35 years. She joked that at a certain point, she concluded that everyone her age had “stopped taking an active interest in her,” concluding, “I’m kind of odd but I’m doing fine.“

An Inspiration for Solo Living

Diane Keaton is living proof that life in the late 70s can be just as spunky, vibrant, and self-assured as in youth. Her decision to live a solo life is not a concession but a powerful statement—a culmination of her lifelong ethos.

She is an inspiration for countless women who value their independence and freedom over conforming to societal expectations of marriage and traditional romance. She followed her own path, achieved success on her own terms, and built a family and a life that truly reflected her soul.

Her life is a testament to the fact that being single can be fun, fulfilling, and fabulous. Diane Keaton may not be looking to date anyone anytime soon, but her confident, self-assured attitude ensures that her light—the legendary, quirky light of an eternal independent spirit—will continue to shine brightly.