In the years after, O'Day became a reality-show staple, appearing on Celebrity Big Brother and the E! show Famously Single in addition to Celebrity Apprentice, which Donald Trump hosted and Donald Trump Jr. worked on as a consultant.
O'Day has previously modeled for magazines like Blender and Playboy, so hooking up with Playboy models seems to be a Trump family tradition.
Their affair lasted a few months.
Aubrey O'Day is everything our modern American icons are known to be: a singer, a fashion designer, a reality TV star, a woman with some talent, yes, but most of all, a human being that is nothing short of addicted to attention.
These factors come on top of the inevitable strains on the couple's new life in Washington, where they have been the focus of an investigation into Don Jr.'s role in dealings with Russian Federation during his father's 2016 presidential campaign and an anthrax scare that sent Vanessa to the hospital (she was cleared, the mysterious white powder was not anthrax). "He told her it was over with his wife, that they were separated and he didn't love her. ..." According to numerous sources, the past Danity Kane music group member and Trump's relationship started by the end of 2011 and also carried on up until March 2012.
Vanessa recently filed for divorce, but it is unknown whether Trump Jr.'s 2011 affair was a factor in her decision.
According to Page Six, Donald Jr.'s father had reportedly told him to "knock it off" when he learned about his son's affair.
"In an email to The New York Times, her new lawyer, Peter K. Stris, accused [National Enquirer parent] A.M.I. of 'a multifaceted effort to silence Karen McDougal'".
The former couple did not hint at any allegations of infidelity in the divorce filing, but Page Six reports Don Jr. told Vanessa he planned to leave her for O'Day. When some users suggested that she was just a sore loser for not winning on "Apprentice, " she responded, "My story I didn't tell is worth millions now". The pair would meet in various cities during their fling and wrote each other love notes, Page Six reported.
While neither Donald Jr. nor O'Day has publicly commented on the story at the time of this writing, some have speculated that her song "DJT" is about her relationship with Donald Jr.
A closer look at the (cringey) lyrics leads one to believe the song is about their short-lived affair. Fans immediately honed in on "DJT", a song about a scorned lover in which O'Day sings, "Is that what you want?".
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