"I picked up the bottom of the bed, threw it up in the air against the wall, and they both slammed against the wall and fell down and then I ran away crying," Kyle continued.
"And you listened to Mariah Carey, no doubt, after that?" asked Jackie.
"I did... Love Takes Time, over and over and over and I cried until I had no liquid in me," he responded.
Kyle and his current girlfriend, Imogen, were recently rumoured to be on the rocks.
An insider close to the couple told New Idea they have been "living separate lives" for months.
"They have been living separate lives for a while and were ready to tell everyone it was over when all this drama started," the source told the publication.
Kyle's co-host of 14 years, Jackie O, hasn't been having much luck in love either.
In an interview with guest Karl Stefanovic from earlier this month, the radio star admitted that she hasn't slept with another man since splitting with Lee Henderson.
"You know no one’s made love to Jackie for — how long’s it been? — since you and your husband split," Kyle said, probing her to open up about her dry spell.
"It’s been about a year. I haven’t even begun to see anyone. It’s hard, you know?" the mum-of-one replied.
"Whoever gets their hands on Jackie, they're in for one hell of a night- she's stinging for it!" Kyle joked, offering to help her find an eligible bachelor.
Although both men offered to help the host find an eligible bachelor, she waved them off, admitting she's not quite ready to move on.
"To be honest, I don't actually care [about sex and dating] right now. I'm not there yet. I'm really happy with what I'm doing now."