"She doesn't live a lavish life and can very rarely pick up a check at dinner".
"He gives her very little help and has been keeping her on a tight budget", one source said.
Those same sources said that O'Day only agreed to the relationship because Don jr told her that he and Vanessa were in the process of separating at the time.
Trump, 40, allegedly ended the affair after his wife discovered emails from O'Day, 34; the couple reportedly reconciled.
A source who was close to the Donald Trump Jr and Aubrey O'Day affair says that the Trump marriage was in trouble before Trump met O'Day on Celebrity Apprentice, says PageSix.
A spokesperson for Vanessa Trump has denied all of the allegations, telling Page Six "these claims are simply not true".
However, sources say that O'Day was truly in love with Don Jr., and never wanted money either to tell her story or to keep quiet, and that she was never given any by the Trump family. "I think his marriage to Vanessa was over long before Aubrey came along".
"She was interviewing divorce lawyers before [Trump's presidency]", a source said. "He told her it was over with his wife, that they were separated and he didn't love her - all of that stuff". Aubrey fell for him hard. The group's 2006 debut album went to number one on the Billboard Top 200 charts and they opened for Christina Aguilera on her Back to Basics tour.
"Vanessa is very protective of her five children as anyone would be, especially those in the public eye".
Meanwhile, Vanessa and Trump Jr. would later on make amends and welcome two more children, Spencer and Chloe before, of late, deciding to call it quits.