When Hollywood lost Diane Keaton on October 11, 2025, it wasn’t just the end of an era—it was the loss of a woman who made unpredictability into an art form. Known for her charm, wit, and total disregard for convention, Keaton brought the same magnetic energy to talk shows as she did to the big screen. Whether she was sipping wine on The Ellen DeGeneres Show, teasing Jimmy Kimmel on live TV, or turning The Tonight Show into an impromptu frat party, Keaton never played by the rules—and that’s exactly why everyone loved her.

As The Blast looks back on her most unforgettable talk show moments, it’s clear that Diane Keaton wasn’t just a guest—she was the show.

That Time Diane Keaton Turned Ellen Into Happy Hour

If anyone could transform The Ellen DeGeneres Show into happy hour, it was Diane Keaton. On the December 3, 2020 episode, the Oscar winner arrived with her signature wide-brimmed hat, oversized glasses, and an infectious laugh that filled the studio. From the moment she sat down, Keaton was in full form.

“You know what I love about this show? The wine,” she announced proudly, grinning at Ellen. “Most people don’t have wine for me. But when I come on, Ellen’s so generous about that.”

When Ellen handed her a chilled glass of red, Keaton lit up. She praised the host for using what she called “liquor store ice,” swirling the glass dramatically before taking a bold sip. “That’s the stuff,” she said, flashing that unmistakable Keaton grin.

Ellen, ever the professional, could barely keep up as Keaton’s attention shifted to the show’s virtual audience—particularly the men. “You know, I’ve been holed up at the house alone,” she teased. “I could use a man or two.”

Ellen laughed nervously, jumping in before things got too wild. “No, no, you’re not going to get frisky right now. Just keep drinking wine.”

It was classic Keaton—unfiltered, fearless, and utterly unpredictable.

The Iconic Jimmy Kimmel Live! Walk-Off Moment

Keaton’s talk show appearances weren’t always smooth sailing—and that’s what made them so memorable. One of her most infamous moments came during an episode of Jimmy Kimmel Live! that fans still talk about today.

The interview started lightheartedly, with Keaton joking about her wardrobe and upcoming film. But when Kimmel began pushing one of his trademark teasing questions a little too far, Keaton decided she’d had enough.

Without warning, she adjusted her blazer, smiled sweetly, and said, “I think I’ve said enough,” before standing up and walking off the stage.

The audience gasped, Kimmel froze, and for a few seconds, no one knew if it was real or part of the act. Eventually, the host tried to laugh it off, but Keaton’s walk-off became legendary—a perfect example of her refusal to play by anyone’s rules but her own. Fans later called it “the walk-off heard ’round Hollywood.”

Diane Keaton Gives Kissing Lessons To Jimmy Kimmel

Of course, not every Jimmy Kimmel Live! appearance ended with an exit—some ended with laughter, blushing, and a little flirtation.

In another unforgettable segment, Keaton decided to demonstrate how she liked to be kissed. “You’re doing it all wrong,” she teased Kimmel, before grabbing him by the tie and leaning in to show him the “right” way.

The audience erupted. Kimmel blushed bright red, and Keaton, as always, looked completely at ease, sipping her drink as if nothing unusual had happened.

“You’re too stiff,” she joked, comparing him to her Book Club co-star Andy García. “Andy knows what he’s doing.”

It was spontaneous, hilarious, and undeniably Keaton—charming one minute, chaotic the next.

Diane Keaton Takes On Jimmy Fallon In A Game Of Beer Pong

If Ellen brought out her flirtatious side and Kimmel got her sass, Jimmy Fallon got her playful spirit. During one of her most chaotic appearances on The Tonight Show, Keaton joined Fallon for a round of beer pong—except, in true Keaton fashion, she insisted on replacing the beer with wine.

“I’ve never played this before,” she admitted, gripping a ping pong ball with determination. Her first throw went wildly off course, nearly hitting a camera. Fallon cracked up, and before he could even take his turn, Keaton caught his ball midair, grinning triumphantly as though she’d just won.

“Doesn’t that count?” she laughed, taking a celebratory sip of wine. The audience roared, Fallon doubled over, and everyone watching knew they were witnessing vintage Keaton—spontaneous, self-aware, and completely in control of the chaos.

Other Talk Show Gems Worth Revisiting

From her candid interviews with Oprah to her eccentric moments on The View, Keaton never failed to surprise. She once brought her own snacks to an interview, spilled coffee on live TV, and proudly showed off her architectural sketches during a serious discussion about aging.

Every appearance was a reminder that Diane Keaton wasn’t just a Hollywood icon—she was a force of nature. Her talk show legacy proves that the best guests aren’t the ones who play it safe, but the ones who keep you guessing.

Whether she was sipping wine, giving impromptu dating advice, or walking off mid-interview, Keaton embodied authenticity in an industry that so often feels scripted. She was, and always will be, one of Hollywood’s most original voices—a woman who made chaos look like an art form.