Kyle Sandiland’s Dating History: Everything We Know About His Past Relationships & Marriage | Tegan Kynaston, Imogen Anthony and Tamara Jaber


Australian shock jock Kyle Sandilands is not often single.

the Kyle & Jackie O Show The radio host has enjoyed a number of high-profile and long-term relationships over the years. And in one 60 minutes interview in May, Sandilands spoke of his desire to be loved.

“I’m the kid who got thrown in the gutter at 15… I’m always looking for someone to love me back. I have a lot to give, but I want it back. Probably more than I want to give,” the 48-year-old told his friend and journalist Karl Stefanovic.

Let’s take a look back at the women who loved and shaped the man who is Sandilands today.

Kyle Sandilands
Kyle Sandilands. (WireImage)

Tegan Kynaston

The timeline for this relationship is a bit hazy, however, as of when Sandilands announced the end of his long-term relationship with ImogenAnthony He was previously linked to Tegan Kynaston in November 2019 after they were spotted dining together. They denied that their relationship was romantic at the time.

“I know that’s been said before, but it’s not true at all. We just work together,” Kynaston said Daily Mail when their relationship hit the news. “Nothing to report. I even thought there might be speculation because I’m traveling with him and stuff, but no.”

In January 2022, Sandilands, 50, proposed to Kynaston, 35, during their luxury holiday in Port Douglas.

The radio host asked Kynaston to marry him during a lavish candlelit proposal and the moment was captured by hidden cameramen.

“We went to Port Douglas, went to the reef… and got engaged,” Sandilands revealed on his KIIS radio show.

“I am very happy. I cried. I’m just an emotional guy these days. i have a fiancé Can you believe it?

Sandilands continued: “(We are) very happy. She (Kynaston) cried and cried and it’s quite the ring.”

“I told her to put some weight on those little fingers.”

Sandilands proposed to Kynaston by candlelight while on holiday in Port Douglas. (twitter)

Kynaston was Sandilands’ personal assistant before becoming communications director at his company, King Kyle.

Sandilands first appeared on Kynaston’s Instagram on December 6, 2019 when they were photographed enjoying a drink together.

They apparently went public with their relationship on New Year’s Eve when Kynaston shared a photo of her kissing Sandiland’s cheek in front of the Sydney Harbor Bridge.

Kyle Sandilands and Tegan Kynaston. (instagram)


A year after separating from his wife Tamara Jaber, Sandilands fell in love with model Imogen Anthony, whom he met at his 40th birthday party in 2011. Despite their 20-year age difference, the two always felt they had a lot in common.

Kyle Sandilands and Imogen Anthony
Kyle Sandilands and Imogen Anthony. (instagram)

Although there were often rumors of an engagement, it never materialized and Sandilands announced their split on November 5, 2019, told his radio audience that he and Anthony had been separated for a while.

“A lot of people have reached out to us on social media, a few media inquiries, about my relationship status. We haven’t been together for a few months now. Unfortunately, it took its course,” he announced The Kyle and Jackie O Show.

Tamara Jaber

You may remember Tamara Jaber from her days pop stars, which she won in 2001 with her band Scandal’Us. Sandilands started dating the 19-year-old shortly after filming.

Kyle Sandilands and Tamara Jaber
Kyle Sandilands and Tamara Jaber at a New Year’s Eve party on December 31, 2008 in Sydney, Australia. (Photo by Wendell Teodoro/WireImage) (WireImage)

The couple married on September 26, 2008 and share a home on Sydney’s Upper North Shore. Less than two years later, on July 12, 2010, it was reported that they had split. Their divorce was finalized a few years later, by which time Sandilands was already dating Anthony.

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