Kyle Sandilands has revealed what he really thinks about Jackie ‘O’ Henderson‘s new boyfriend.

The radio shock jock, 54, didn’t hold back when he was questioned about her rumoured beau at the ARN Upfronts in Sydney on Wednesday.

Jackie made headlines in September after she was snapped locking lips with pilot and DJ Richard Ryan at her Clovelly home.

But it seems Jackie’s KIIS FM breakfast show co-host is in the dark about her new squeeze.

‘Who’s the guy in the photo?’ he hilariously pressed his colleague, to which Jackie sheepishly replied: ‘[I’ll] keep that on the down low rather than talk about it.’

‘So he’s not special?’ Kyle egged on his co-host.

Kyle Sandilands has revealed what he really thinks about Jackie ‘O’ Henderson ‘s new boyfriend

Jackie made headlines in September after she was snapped locking lips with pilot and DJ Richard Ryan at her Clovelly home

‘That is not what I said…’ Jackie said, hinting that her romance may be a little bit more than a fling.

Kyle then continued to interrogate Jackie, saying: ‘If he’s not important or won’t be around, we won’t bother putting it in the print.’

‘That’s not what I said…’ she reaffirmed.

‘What are you saying then?’ he pushed, to which she brushed her co-host off.

Jackie set tongues wagging last month when she was snapped in a passionate embrace with Richard, who has been described as a ‘big name in the eastern suburbs’.

In the photos, Richard looked to be sporting a black eye – possibly the result of a sports injury – but that didn’t dampen his spirits as he packed on the PDA with the multimillionaire radio star.

He kept things casual in a black T-shirt, cap and shades, while mother-of-one Jackie opted for a white tee and jeans.

The pair were seen chatting in the sun for several minutes, with Jackie seen leaning for a kiss at one stage with a huge smile across her dial.

Richard was previously engaged to a vegan chef named Emma, with the former couple becoming engaged while kayaking around Sydney Harbour in 2021 (Pictured: Richard Ryan and Emma)

A charter pilot, DJ and marketing executive, Richard has been a fixture of Sydney’s social circuit for years now.

Well-connected and charismatic, he’s as comfortable behind the controls of a private jet as he is spinning tracks at a party.

It appears he wasn’t single for long before coming into Jackie’s orbit.

He was previously engaged to a vegan chef named Emma, with the former couple becoming engaged while kayaking around Sydney Harbour in 2021.

Emma – we have chosen not to reveal her last name for privacy reasons – had even been dress shopping for their wedding.

She looks to have selected a $6,500 couture gown, which was later listed for sale online as never worn.

As recently as January, Emma was updating a Pinterest board brimming with wedding inspo content. It’s unclear when exactly they split.