Although the story broke in 2018, Aubrey O’Day and Donald Trump Jr.’s affair began long before major news outlets picked it up. According to Page Six, the affair began in 2011 after the Danity Kane singer appeared on Donald Trump’s show, “The Celebrity Apprentice.” Donald Jr. would frequently appear on the show as a financial advisor to contestants, which is how he and O’Day initially crossed paths. Despite meeting on the show, O’Day claims they weren’t physically intimate until after the show wrapped.
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The “Damaged” singer wasn’t shy about sharing some personal details on Michael Cohen’s podcast, “Mea Culpa,” about her and the political activist’s first time having sex. In fact, she revealed that she and Donald Jr. got intimate for the first time in a gay club. She claimed, “I was hosting a gay club, and our first time going out together — he wanted to see me so bad, and I was like, ‘Well, I’m going to be at a gay club tonight.'” The location seems ironic as Donald Jr. has vocalized his dislike for the LGBTQ+ community in the past several years. However, the singer explained just how comfortable Donald Jr. was at the club as she shared, “I thought to myself, ‘Man, you were super comfortable in that gay club’ — in fact, so comfortable that we ended up going to the bathroom and, for the first time, had sex in a gay club bathroom.”
