Donald Trump Jr. romanced Aubrey O'Day during marriage to Vanessa

Donald Trump Jr. and Aubrey O\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\'Day

Things ended between the two after Trump Jr. called things off after his then-wife found emails between her husband and the singer.

Before his soon-to-be ex-wife Vanessa Trump filed for divorce, their marriage was reportedly tainted with cheating. Friends say that Vanessa Trump was rarely able to pick up a check at a girls' dinner, and when she needed something for herself, she needed to ask her mother.

Don Jr. and Aubrey filming together in 2011.

The reports of the alleged affair come just days after Vanessa Trump filed for divorce after more than a decade.

The first source said that his family "pressured [Don Jr.] to stay in his marriage". "It was him who chased her", another source told Page Six.

'He told her that his marriage was already in the process of dissolving'.

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According to the Page Six sources, the couple had faced relationship problems before they Wednesday in 2005, with friends telling Vanessa not to go through with the marriage.

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. During the season, Trump was an "adviser" on the show and reportedly "fell for" O'Day.

A report from celebrity blogger Perez Hilton dropped a report on Monday that Donald Trump Jr. and Vanessa Trump almost broke up in 2011 after he allegedly began an extramarital affair with singer/model Aubrey O'Day while she was a contestant on The Celebrity Apprentice. "Things started up with Aubrey and Don Jr. toward the end of the taping", a source explained.

"She was interviewing divorce lawyers before [Trump's presidency]", a source said. "When it started, they were very serious all of a sudden", a source close to O'Day said to Us. 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. We have five attractive children together and they remain our top priority.

According to multiple accounts told to Us Weekly, Don Jr. and Aubrey had an ongoing affair from 2011 until 2012, while Don was married to Vanessa.

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