Aubrey O'Day Revisits Alleged Affair with Donald Trump Jr., Praises Their Intellectual Connection

Aubrey O'Day, 41, has once again addressed her alleged past relationship with Donald Trump Jr., offering new insights into their connection. In recent interviews, the singer and reality TV personality emphasized the intellectual and emotional bond they shared, while seemingly distancing herself from romanticizing the affair.
O'Day Claims Trump Jr. Valued Her Intellect Above All Else

Speaking to Us Weekly and E! News on July 16-17, 2025, O'Day stated that Donald Trump Jr. made her feel "the most beautiful" and "the smartest." She highlighted the importance he placed on her intellect, saying, "He loved my mind more than anything else," a quality she deeply valued.
A Connection of Shared Values: "We Loved the Same"

O'Day described their connection as profound, stating, "we loved the same." This suggests a deep understanding and shared perspective between the two, hinting at a connection that went beyond physical attraction.
The Beginning: Meeting on "The Celebrity Apprentice"

The alleged affair reportedly began in 2011 when O'Day was a contestant on season 5 of "The Celebrity Apprentice," where Donald Trump Jr. served as an advisor. This marked the beginning of their alleged relationship, which would become a source of public fascination and controversy.
Timeline of the Alleged Affair: Late 2011 to March 2012

The alleged affair is believed to have occurred between late 2011 and March 2012. During this period, Donald Trump Jr. was married to Vanessa Trump. The situation became public knowledge after Vanessa Trump reportedly discovered emails exchanged between O'Day and Trump Jr.
The End of the Affair and Subsequent Divorce

The alleged affair ended in March 2012. Six years later, in March 2018, Donald Trump Jr. and Vanessa Trump announced their divorce after 12 years of marriage. O'Day's alleged affair is widely considered a contributing factor to the dissolution of their marriage.
O'Day's Past Public Statements: "Ex" and "Soulmate"

In July 2019, O'Day publicly referred to Donald Trump Jr. as her "ex" and "soulmate" on MTV's "Ex on the Beach." However, she also expressed reservations about rekindling their romance, stating that he was no longer "the person I fell in love with" and that he had "closed the chapter," choosing a different life path.
Controversial Claims: The Gay Club Bathroom Incident

O'Day has made several controversial claims regarding her alleged relationship with Trump Jr. In July 2023, during an appearance on Michael Cohen's "Mea Culpa" podcast, she claimed that their first sexual encounter occurred in a gay club bathroom, where Trump Jr. was "super comfortable."
Donald Trump Jr.'s Silence and the Impact on Public Image
Throughout the years, Donald Trump Jr. has remained silent regarding the alleged affair. This silence contrasts sharply with O'Day's openness. For Donald Trump Jr., these repeated revelations, particularly ahead of a potential political landscape, could be seen as a distraction or a challenge to his public image.