It was just another night on Jimmy Kimmel Live!—or so it seemed. As Jimmy Kimmel launched into his opening monologue, poking fun at reality TV and politics, the audience suddenly erupted in cheers. The reason? Hollywood royalty had just crashed the show.
First up was Margot Robbie, casually strolling across the stage mid-monologue. Dressed to impress, she paused only briefly when Kimmel stopped to ask if she needed help.
“Oh no, thank you,” she replied with a smile. “I’m just heading to the premiere. Just cutting through.”
The crowd roared with laughter and applause as she breezed across the stage, leaving Jimmy shaking his head.
But the interruptions didn’t end there. Moments later, Brad Pitt appeared, equally nonchalant.
“Hey, Brad,” Jimmy said, trying to stay composed as the audience went wild.
“Yeah, I’m going to the premiere,” Pitt said. “Just cutting through.”
Kimmel, mock-frustrated, shot back: “This is not some kind of alleyway!” But Pitt grinned and kept moving, brushing it off with a quick “Thanks, Jimmy,” before exiting.
The audience was still buzzing when the biggest surprise of the night arrived—Leonardo DiCaprio. Unlike his co-stars, DiCaprio wasn’t just passing through.
“I actually came here to invite your whole audience to our premiere across the street,” DiCaprio announced, flashing a smile that sent the studio into chaos.
Cheers and applause filled the room as Jimmy, now fully leaning into the gag, asked the audience if they were interested. The unanimous roar of approval left no doubt.
“Do you guys want to go see Once Upon a Time in Hollywood?” Kimmel asked. The crowd erupted, and Jimmy laughed. “I guess it seems like a few of them do.”
And just like that, the late-night monologue turned into a Hollywood crossover event, with DiCaprio, Pitt, and Robbie personally ushering fans to their film’s premiere.
Kimmel, ever the good sport, wrapped it up with a wink: “Some of these stars, they think they own the place. They think they can just interrupt a television show…”
The stunt was not only a clever plug for Quentin Tarantino’s Once Upon a Time in Hollywood but also one of the most unforgettable—and star-studded—monologue interruptions in late-night TV history.
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