Diane Keaton Unfiltered: A Look Back At Her Funniest Talk Show Appearances

When Hollywood lost Diane Keaton^[1] on October 11, 2025, it wasn’t just the end of an era. It was a reminder of how much laughter, chaos, and charisma she brought to every room she entered. So, The Blast decided to dig back into some of Keaton’s most unforgettable talk show appearances, including those hilarious, unpredictable moments that made her one of late-night TV’s most beloved guests. From sipping chilled wine and cracking up Ellen DeGeneres^[2] to flirting her way through “Jimmy Kimmel Live!”^[3] and making an exit no one saw coming, Keaton’s candid humor and off-the-cuff charm proved she was as magnetic off-screen as she was on it. Below, The Blast is revisiting the funniest, boldest, and most chaotic Diane Keaton talk show moments that still make us laugh and remind us exactly why she’ll always be one of Hollywood’s most original voices.

If anyone could turn “The Ellen DeGeneres Show” into happy hour, it was Keaton. During a December 3, 2020, episode, the Oscar winner proved once again that she was a walking mood board for unfiltered joy, awkward charm, and top-tier comedy.

Sitting comfortably on Ellen’s couch, with her trademark wide-brimmed hat and oversized belt, Keaton immediately zeroed in on her favorite part of the show. “You know what I love about this show? The wine,” she announced proudly. “Most people don’t have wine for me. But when I come on, Ellen’s so generous about that.”

The moment Ellen handed her a glass of chilled red, Keaton lit up, praising the host for using what she called “liquor store ice.” She swirled it dramatically, savoring the chill before taking a generous sip. “That’s the stuff,” she quipped, flashing that unmistakable Keaton grin.

When Ellen pointed out that some of her virtual audience members were also enjoying wine from home, Keaton’s focus shifted immediately, and predictably, to the men. “You know, I’ve been holed up at the house alone,” she teased, eyeing the screen. “I could use a man or two.”

Ellen, laughing but ever the moderator, quickly stepped in: “No, no, you’re not going to get frisky right now. Just keep drinking wine.”

When it came to late-night TV, Keaton was unpredictable, unfiltered, and always ready to blur the line between bit and reality. Her appearances on “Jimmy Kimmel Live!” were proof that no one could command a stage quite like she could.

One of her most infamous appearances turned into what fans now call “the walk-off heard ’round Hollywood.” What began as a light interview suddenly took a left turn when Kimmel pressed a little too hard with his jokes, and Keaton, never one to fake a smile, simply got up and left.

The clip, which has been shared on YouTube countless times, shows Keaton rising mid-conversation, adjusting her trademark blazer, and saying, “I think I’ve said enough,” before heading backstage. Even as the audience gasped and Kimmel awkwardly laughed it off, Keaton’s walk-off made a point that she played by her own rules.

During another unforgettable “Jimmy Kimmel Live!” segment, Keaton decided to demonstrate how she liked to be kissed. With playful confidence, she grabbed Kimmel by the tie and leaned in to show him exactly how it’s done, then teased him for being “too stiff” compared to her “Book Club” co-star Andy García. The crowd howled, Kimmel blushed, and Keaton sipped her drink like nothing had happened.

Only Keaton could turn “The Tonight Show” into a frat party and somehow make it chic. During one of her funniest late-night appearances, the Oscar-winning actress joined Jimmy Fallon^[4] for a spontaneous game of beer pong, though, as expected, the cups were filled with wine.

She admitted she’d never played before, and it showed. Her first throw was aggressive and went wildly off target, and when Fallon took his turn, Keaton caught his ball midair like it was part of the game. Without missing a beat, she shrugged, laughed, and took a celebratory sip of wine anyway. Fallon completely lost it, doubling over in laughter as the audience joined him.

Not every Diane Keaton appearance was chaos and comedy, as some were pure charm and introspection. Long before viral clips and meme moments, Keaton graced “The Tonight Show Starring Johnny Carson,” where she chatted about “The Godfather,” her early days in New York, and even broke into a soft rendition of “There’s a Lull in My Life.”

Years later, her tone shifted, but her authenticity never wavered. In her “CBS Sunday Morning” sit-downs, Keaton reflected on fame, aging, and creativity with the same curiosity and openness that defined her entire career. Stripped of studio lights and punchlines, she spoke with grace and humor about life off camera.

Whether she was sipping wine, walking off set, or singing under the studio lights, she gave audiences every version of herself, and that’s exactly why, even now, every clip feels like a new discovery.