Jimmy Fallon admits he “regrets” missing the chance to date Nicole Kidman, joking that his wife would be the “most stunning actress in the industry.” Relive this hilarious moment, including the shocking revelation and playful pranks between Fallon and Kidman.

 
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Jimmy Fallon Reflects on Missed Opportunity with Nicole Kidman

In a recent interview on 20 Questions: On Deadline, Jimmy Fallon made a shocking revelation that left fans surprised and amused. The late-night host opened up about a moment from his past, admitting that he “regrets” not dating Nicole Kidman after she shared a story about a past date gone wrong. This unexpected confession from Fallon sparked curiosity, especially considering the humorous nature of the entire situation. Fallon, known for his witty humor and self-deprecating jokes, recalled a 2015 conversation with Kidman where she revealed she had once harbored a crush on him.

During the interview, Fallon reflected on how Kidman had “blindsided” him during a previous appearance on The Tonight Show. They were discussing her movie roles, and out of the blue, Kidman casually mentioned, “Did you know that we dated?” Fallon, taken completely by surprise, recalled his flustered reaction, revealing how awkward it was to learn that Kidman had once been interested in him.

 
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Nicole Kidman’s Crush on Jimmy Fallon: The Awkward Date

The story of their “date” took a hilarious turn as both Fallon and Kidman recounted their version of events. Kidman shared that she had developed a crush on Fallon, which led her to visit his apartment, thinking it was a casual hangout. Fallon, however, was convinced the meeting was for a professional purpose, as he thought Kidman was there to discuss the movie Bewitched—a role he was considered for at the time. But as Kidman revealed, she was there with romantic intentions, which Fallon was completely unaware of at the time.

Fallon admitted that he was “very nervous” during the meeting and didn’t realize that it was a date. Kidman amusingly recalled that the date was a complete flop, as Fallon was too shy to engage in conversation, leaving her feeling uncomfortable and awkward. After an hour and a half of what she described as “nothing,” Kidman left the apartment, feeling that there was no chemistry between them. She humorously added that she wondered if Fallon might have been gay because of his lack of interest.

 
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Jimmy Fallon’s Playful Prank on Nicole Kidman

The story didn’t end there. During his recent appearance on 20 Questions: On Deadline, Fallon also revealed a playful prank he pulled on Kidman and her husband, Keith Urban. Fallon recounted how he saw Keith Urban at the Met Gala and joked about the missed romantic opportunity with Nicole. Keith, with a sense of humor, suggested that Fallon hold Nicole’s hand and act like it was him, as she wouldn’t recognize the difference.

Fallon took Urban’s suggestion to heart and grabbed Kidman’s hand during the event, but much to his amusement, she initially held his hand as though it was her husband’s. When Urban approached her, she realized the mix-up and immediately let go, laughing and saying, “What? Jimmy, what are you doing?” Fallon confessed that the prank had been Keith’s idea, and the situation ended in laughter, making it clear that Fallon and Kidman’s connection was still playful and lighthearted.

Jimmy Fallon’s admission that he “regrets” missing the chance to date Nicole Kidman, combined with their hilarious stories and pranks, showcases the light-hearted and fun relationship the two share. From awkward encounters to playful pranks, these candid moments have kept fans laughing for years.

 
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