Just like his father, Trump Jr. planned to leave his wife Vanessa, the mother of his five children, and start a second family with mistress Aubrey O’Day, Us Weekly reports.

Donald Trump Jr. met the reality star and C-list reality TV contestant in 2011 when she appeared on Celebrity Apprentice with once-popular entertainers like Arsenio Hal and Debbie Gibson.

The eldest Trump son apparently did not use condoms during his extra-marital dalliances.

“Don told Aubrey he wanted to have a baby with her,” the insider says. “They were trying for one.”

The relationship ended in March 2012 when Vanessa Trump found email exchanges between her husband and his lover and called O’Day to confront her with her kids on the phone.

“He’d call Aubrey and leave long voicemails telling her he still loved her over and over,” a source tells Us Weekly. “He’d cry and say he was nervous his wife would take the kids away.”

As with other celebrities involved in affairs with the Trumps, O’Day is now apparently ready to speak out.