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American Focus > Blog > Celebrities > EXCLUSIVE: Proposal Problems! Bradley Cooper Struggling to Pop the Question to Longtime Girlfriend Gigi Hadid Due to Money Worries — 'He's Stressed About Lawyers and Prenups'
Celebrities

EXCLUSIVE: Proposal Problems! Bradley Cooper Struggling to Pop the Question to Longtime Girlfriend Gigi Hadid Due to Money Worries — 'He's Stressed About Lawyers and Prenups'

Last updated: September 30, 2025 4:10 am
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EXCLUSIVE: Proposal Problems! Bradley Cooper Struggling to Pop the Question to Longtime Girlfriend Gigi Hadid Due to Money Worries — 'He's Stressed About Lawyers and Prenups'
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Sept. 30 2025, Published 6:00 a.m. ET

Bradley Cooper is grappling with intense anxiety over a potential proposal, which is being fueled by his concerns regarding financial commitments, RadarOnline.com has exclusively learned. This uncertainty is preventing the charismatic actor from getting down on one knee for Gigi Hadid, the celebrated supermodel he began dating in late 2023.

Sources close to the 50-year-old star of The Hangover reveal that he is mulling the implications of intertwining financial lives with Hadid, who is 20 years his junior.

Friends are reportedly encouraging him to set aside these hesitations and embrace the future by proposing to Hadid, especially in light of her close friend Taylor Swift recently becoming engaged to Travis Kelce.

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Increased Proposal Pressure

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Taylor Swift's engagement to Travis Kelce has reportedly added pressure to Bradley Cooper's romance.

Source: MEGA

Taylor Swift’s engagement to Travis Kelce has added pressure to Bradley Cooper.

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“While Gigi isn’t putting any pressure on him, she has asked everyone around her to refrain from doing so, but it’s clear she’s hopeful,” an inside source shared. “With Taylor and Travis saying their vows, it certainly amplifies the expectations. Gigi is genuinely happy for her friend, but it also serves as a reminder of her own aspirations.”

“Bradley speaks of marriage as if it’s on the horizon, yet he’s riddled with anxiety regarding legal matters like prenups, leading to a confusing situation,” the insider added.

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History of Relationships

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Photo of Bradley Cooper

Source: MEGA

Cooper has established a reputation as one of Hollywood’s most notorious bachelors.

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See also  Timothy Olyphant Joins 'Five-Star Weekend' Peacock Series (EXCLUSIVE)

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Gigi Hadid was previously linked to Zayn Malik, father of her daughter Khai.

Source: MEGA

Gigi Hadid was previously in a relationship with Zayn Malik, who is the father of her daughter, Khai.

Gigi Hadid maintains a history of high-profile connections, previously being linked to notable figures such as Joe Jonas, Cody Simpson, and Zayn Malik, the father of her daughter Khai, who is now five years old.

An insider noted, “Gigi’s family and friends are hopeful that Bradley will conquer his fears and take this significant step soon. However, since his past is colored by a reluctance to commit, there are concerns. He must find a way to overcome his hesitations, as Gigi is a remarkable partner who may not wait indefinitely.”

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Increased Proposal PressureHistory of Relationships

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TAGGED:039He039sBradleyCooperdueexclusiveGigiGirlfriendHadidlawyersLongtimeMoneypopPrenups039ProblemsproposalquestionStressedStrugglingworries
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