Jimmy Fallon’s Hilarious Regret: How He Blew His Chance to Date Nicole Kidman

Late-night host Jimmy Fallon once had a golden opportunity to date Hollywood icon Nicole Kidman—but he didn’t realize it at the time! In a now-legendary interview on The Tonight Show, Kidman herself revealed the awkward story, leaving Fallon completely stunned.

According to Kidman, a mutual friend had set them up years ago, and she went to Fallon’s apartment thinking it was a casual date. However, Fallon, completely oblivious to the romantic setup, spent the entire time acting indifferent—offering her cheese and playing video games instead of making a move.

“I just remember you didn’t talk much, and you put on a video game or something,” Kidman teased, while Fallon buried his face in his hands in sheer embarrassment.

The realization hit Fallon like a ton of bricks. “Wait… WHAT?! I had a shot with Nicole Kidman and I blew it?!” he exclaimed, sending the audience into laughter.

Kidman, of course, went on to marry Keith Urban, and Fallon happily settled down with his wife, Nancy Juvonen. But that doesn’t stop him from playfully regretting the missed opportunity. “This is one of the most embarrassing moments of my life,” he admitted.

The moment has since become one of the most viral and talked-about segments in Tonight Show history—proving that even celebrities can be completely clueless when it comes to romance