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Ashton Kutcher Shamelessly Asked Brad Pitt's Permission To Take Jennifer Aniston Out on a Date For the Sake of Winning a Bet

Emerging as a versatile artist, Ashton Kutcher gained recognition through his comedic brilliance on the TV series That '70s Show before making his foray into the world of cinema. Apart from his acting pursuits, he has demonstrated his entrepreneurial drive by investing in tech startups. Kutcher's commitment to societal issues is reflected in his role as a co-founder of the DNA Foundation, dedicated to tackling the grave concern of human trafficking.

His marriage with Demi Moore attracted the media spotlight, as did his subsequent connection with Mila Kunis, culminating in their marriage.

Spanning across entertainment, technology, and philanthropy, Kutcher maintains a diverse career that signifies adaptability and a steadfast dedication to fostering positive transformations. However, he once asked another actor's wife on a date.

Ashton Kutcher Asked Jennifer Aniston On A Date

Making an appearance on The Graham Norton Show in 2011, Ashton Kutcher shared an intriguing anecdote involving a teenage wager he made about dating Jennifer Aniston. Engaging in a bet worth $1000 with his high school companions, he recounted this humorous story during the interview, stating,

"Four or five years later I actually meet Jennifer Aniston and she's married to Brad Pitt at the time.

And so I went to Brad Pitt and I asked his permission to ask his wife out on a date."

"I said, 'Listen, I made a bet with my buddy, you're a cool guy, you're gonna let this go down, right?' And he looked at me, he's like, 'You go for it.' And I'm like,' You're the coolest guy I've ever met in my life!' So I asked her and she turned me down. But now we're friends."

Adding to his revelations, the actor shared a personal tidbit: back when he was 17, he discreetly chose to set Jennifer Aniston's photo as the wallpaper on his mobile phone.

Ashton Kutcher Didn't Like Bruce Willis

During the mid-2000s, Ashton Kutcher and Demi Moore commanded significant attention as a high-profile Hollywood couple. However, their relationship was far from perfect. Looking back on his marriage, Kutcher openly addressed his connection with the renowned G.I. Jane actress. He candidly admitted to grappling with feelings of jealousy due to Moore's past with Bruce Willis. Considering that Willis and Moore were also one of the most scrutinized pairs in the 90s, The Butterfly Effect star found it challenging to establish a harmonious rapport with Willis.

"At first it was difficult. You think, 'He's the guy who used to sleep with my wife,'" Kutcher said.

Nevertheless, the envy wasn't confined to one party, as the star of Die Hard eventually acknowledged grappling with concerns over Kutcher's connection with his former spouse. However, it was the presence of their children that ultimately enabled the actor to overcome these feelings of jealousy.

Source: Youtube

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