Sean Penn Shocks Golden Globes Guests by Casually Smoking a Cigarette Indoors

“Everyone in this town is obsessed with looking younger, but Sean Penn is like, 'What if I slowly morph into a sexy leather handbag?’” Glaser joked. “It's hot. It's good.”

The comedian went on to joke about the Mystic River alum’s dedication to being a "devoted humanitarian.”

“I feel like a lot of actors talk the talk,” she continued, “but Sean Penn will actually go to the places in the world that need help the most and he will do cocaine there.”

Of course, Penn wasn’t the only subject of Glaser’s teasing. DiCaprio also received a jab for his relationship with 27-year-old Vittoria Ceretti.

“What a career you've had,” she told the 51-year-old. “I mean, countless iconic performances, you've worked with every great director. You've won three Golden Globes, an Oscar. And the most impressive thing is that you were able to accomplish all of that before your girlfriend turned 30.”

As she jokingly emphasized, “I mean, it's just insane."

For more moments you might have missed at the 2026 Golden Globes, keep reading…

Leonardo DiCaprio, Owen Cooper

Teyana was just a tad more popular than Ariana at the 2026 Golden Globes, toppling the Wicked: For Good star in the Best Supporting Actress in a Motion Picture category with her fierce performance in One Battle After Another.

Longtime, first time: Kylie and Timothée have attended the Golden Globes three years in a row but 2026 marked his first win in her presence, Best Lead Actor in a Motion Picture, Comedy/Musical for Marty Supreme.

Elordi was 0-for-2 at the Globes, but got to share a refreshingly light moment with his Deep Water costar.

We know the king and queen of Hollywood are happily married to other people, but they make a handsome couple of figureheads.

Now this is some studio power right here.

Did the Hollywood Foreign Press Association add a Coolest Guy in the Room category this year? We missed the memo, but spied the winner.

Leo must be telling Julia—who got nothing less than a standing ovation when she came out to present the Golden Globe for Best Motion Picture, Musical/Comedy to One Battle After Another—the most insidery of inside-Hollywood jokes. Because they are the inner circle.

Marlon shared a golden moment with Kpop Demon Hunters' star voice artists.

"Yes, yes I will star in your next musical," Kristen must have told the Wicked: For Good director, right?

It was only besties at the table when Steve captured this Kodak moment with his Only Murders in the Building costars (and Selena's husband Benny).

No lorazepam was needed for this White Lotus reunion.

Sometimes, when your partner is in the bathroom or maybe winning an award, your family's biggest fan drops by to say hello.

The Sorry, Baby director-star kvelled over the Hamnet actress before Jessie won for Best Actress in a Motion Picture, Drama.

After adding a Best Actor in a Drama Series Golden Globe to his current trophy haul, the star of The Pitt still can't believe he's been the recipient of so much good fortune for being a better doctor than Clooney.

Teyana was feeling sweet, sweet emotion after her surprise win for Best Supporting Actress in a Motion Picture.

Justin must have been tracking Sterling's healing progress, four months after his This Is Us costar appeared at the Emmys nursing a leg injury.

Just a couple of goddesses wishing each other well.

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