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Jackie ‘O’ Henderson stunned by Kyle Sandilands’ eerily accurate 2015 prediction about her love life


Jackie ‘O’ Henderson has been stunned after 2015 audio resurfaced of radio co-star Kyle Sandilands predicting how her love life would pan out.

Shockingly, Sandilands said he thought Henderson would one day be divorced from her then-husband Lee Henderson — and would go on to date younger men.

WATCH THE VIDEO ABOVE: Kyle Sandilands predicts Jackie O’s future.

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Listening back to the audio on Tuesday morning’s Kyle & Jackie O Show, Henderson agreed that his predictions had come to pass.

“I’ve always said this, that you are actually psychic,” she told Sandilands before the 2015 audio was played on Tuesday.

“I have said that you have got the gift.”

“Imagine if Jackie and Lee split up … imagine if you got back out there on the dating scene,” Sandilands began in the 2015 recording, before asking Henderson what she would do in that situation.

“Well, you want me to say I’d sleep my way around Sydney, that’s what you want me to say, but that won’t happen,” she shot back.

After suggesting Henderson might hit up the Coogee Surf Club for a hot date, she said, “I don’t think I’d date for a long time” after splitting from her husband.

Jackie O was surprised by the accuracy of Kyle Sandilands’ predictions. Credit: Instagram/Kyle & Jackie O Show

“I reckon I’d just have to take it slow,” she said.

“I’d be boring, I wouldn’t be what you wanted, Kyle.

“I wouldn’t be on Tinder seeing all these different guys.”

“Yeah, you would!” he insisted.

“All you’re doing, every night, is b***ing 20-year-old blokes on Tinder.”

‘Who’s the psychic?’

Henderson did indeed split from her husband three years later, in 2018.

She’s since been romantically linked with several younger men, and has admitted to using dating apps.

“Can you believe (I guessed) Coogee, 20-year-old blokes, divorced … dating apps?” Sandilands boasted after the playback on Tuesday.

“You did say dating apps, Coogee, the 20-year-olds … It all happened,” Henderson laughed.

“When this went to air, you were still with Lee, in the family home,” Sandilands responded.

“Life was good, marriage was good,” Henderson added.

Jackie O and Lee Henderson kiss as Kyle Sandilands looks on during Kyle & Jackie O’s Big Fat Gypsy Wedding. Credit: Ryan Pierse/Getty Images

After listening to the segment, Sandilands said, “Wow, who’s the psychic now?”

Last year, Henderson was linked with a 29-year-old male model and tradie named Jake Tyerman after he was pictured having a glass of wine with her on the balcony of her Sydney home.

She later scotched rumours of a relationship, saying Tyerman was a “friend”.

Recently, Henderson has been upfront about the difficulties of dating as a high-profile, wealthy woman.

After admitting to finally starting to use dating apps, Henderson said that men tended to be intimidated by her wealth.

Jackie ‘O’ Henderson and Jack Tyerman. Credit: Instagram / Getty

Reports have pegged Henderson’s KIIS FM Radio salary at around $5 million per year, which would make her among the highest paid media personalities in Australia.

She and Sandilands also recently signed a lucrative deal to continue on with the Australian Radio Network for another 10 years, estimated to increase their annual salary by $2-3 million per year.

“Money is so great on the one hand because it gives you this beautiful, comfortable life, and you don’t have those worries or pressures,” Henderson told Mia Freedman on the No Filter podcast last year.

“And on the other hand sometimes you just want to be rid of it as well, because it changes dynamics.

“I think some men can be comfortable with it, but I think that can be hard to find.”

Kyle and Jackie O have signed a lucrative new deal. Credit: ARN Media

Henderson said she had to be “wary” about dating because of her wealth, adding that many men still believed they needed to be the breadwinner in a relationship.

“I feel that men still have it ingrained in them,” she said.

“They could say, ‘Oh, I don’t care. I’m comfortable. I’m OK with the woman earning the money’.

“But there is something innately within them.

“That they have to be the provider and if they don’t, there’s some sort of inadequacy they have as a result of it internally.

“It’s tricky because you sometimes feel you don’t want to live the life that you’re used to living because you’re trying to downplay it, to equalise it.”

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